# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2017

####################################################################### 
# 
# 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_nr15006
_database_code_depnum_ccdc_archive 'CCDC 1574478'
_audit_update_record             
;
2017-09-14 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;
_audit_creation_date             2015-06-25
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        EtO-DATPA
_chemical_formula_moiety         'C48 H44 N2 O4'
_chemical_formula_sum            'C48 H44 N2 O4'
_chemical_formula_weight         712.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C48 H44 N2 O4'
_chemical_oxdiff_usercomment     '@ 120 K EtO-DATPA'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.8398(3)
_cell_length_b                   18.2197(5)
_cell_length_c                   10.8932(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.468(3)
_cell_angle_gamma                90
_cell_volume                     1920.41(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14665
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      29.5670
_cell_measurement_theta_min      3.4040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92613
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             756
_exptl_crystal_recrystallization_method 
'The material was recrystallised from benzene by slow evaporation'
_exptl_crystal_size_max          0.2412
_exptl_crystal_size_mid          0.1591
_exptl_crystal_size_min          0.1398
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            34735
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.756
_diffrn_reflns_theta_min         3.071
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -12.00   83.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8372   38.0000    0.0000 190

#__ type_ start__ end____ width___ exp.time_
  2 omega  -20.00   51.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8372  -99.0000   60.0000 142

#__ type_ start__ end____ width___ exp.time_
  3 omega  -20.00   51.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8372  -99.0000 -120.0000 142

#__ type_ start__ end____ width___ exp.time_
  4 omega  -21.00   85.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8372   77.0000  120.0000 212

#__ type_ start__ end____ width___ exp.time_
  5 omega  -62.00   33.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8372  -38.0000 -180.0000 190

#__ type_ start__ end____ width___ exp.time_
  6 omega  -20.00   51.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8372  -99.0000  -30.0000 142

#__ type_ start__ end____ width___ exp.time_
  7 omega  -20.00    5.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8372  -99.0000 -180.0000 50

#__ type_ start__ end____ width___ exp.time_
  8 omega  -12.00   83.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8372   38.0000 -120.0000 190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0608538000
_diffrn_orient_matrix_UB_12      -0.0069606000
_diffrn_orient_matrix_UB_13      -0.0243597000
_diffrn_orient_matrix_UB_21      -0.0404582000
_diffrn_orient_matrix_UB_22      -0.0052131000
_diffrn_orient_matrix_UB_23      -0.0602441000
_diffrn_orient_matrix_UB_31      0.0056322000
_diffrn_orient_matrix_UB_32      0.0379551000
_diffrn_orient_matrix_UB_33      -0.0127276000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           0.8
_diffrn_source_voltage           50
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4479
_reflns_number_total             5021
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     332
_refine_ls_number_reflns         5021
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0475
_refine_ls_restrained_S_all      1.080
_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)+(0.0482P)²+0.7761P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1174
_refine_ls_wR_factor_ref         0.1211
_refine_special_details          
;
All H atoms were located in a difference Fourier map and refined freely. The molecule lies on a crystallographic inversion centre.


#===============================================================================
The Following Improvement and Query ALERTS were generated - (Acta-Mode) <<<
#===============================================================================
     Format: alert-number_ALERT_alert-type_alert-level text
 
373_ALERT_2_C Long   C(sp)-C(sp)   Bond  C25    -   C25_a  ...       1.37 Ang.

This involves crystallographic symmetry.  

906_ALERT_3_C Large K value in the Analysis of Variance ......      5.616 Check
910_ALERT_3_C Missing # of FCF Reflection(s) Below Th(Min) ...          6 Report
911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600          6 Report
#===============================================================================
230_ALERT_2_G Hirshfeld Test Diff for    C21    --  C24     ..        6.5 su
371_ALERT_2_G Long   C(sp2)-C(sp1) Bond  C21    -   C24    ...       1.43 Ang.

This involves a triple bond and a single bond.  Not restrained.

912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600        452 Note
#===============================================================================


;



_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
O14 O 0.15125(10) 0.35527(5) 0.57878(9) 0.0336(2) Uani 1 1 d . . . . .
O15 O 0.87678(10) 0.00886(5) 0.61089(9) 0.0322(2) Uani 1 1 d . . . . .
N7 N 0.65404(11) 0.28052(6) 0.44169(11) 0.0300(2) Uani 1 1 d . . . . .
C1 C 0.27452(13) 0.34252(7) 0.54084(12) 0.0282(3) Uani 1 1 d . . . . .
H6 H 0.2331(18) 0.2324(9) 0.5284(15) 0.037(4) Uiso 1 1 d . . . . .
H2 H 0.3538(17) 0.4468(9) 0.5421(15) 0.036(4) Uiso 1 1 d . . . . .
C2 C 0.37146(14) 0.39581(7) 0.52649(13) 0.0306(3) Uani 1 1 d . . . . .
H3 H 0.5655(17) 0.4126(9) 0.4864(15) 0.036(4) Uiso 1 1 d . . . . .
C3 C 0.49593(14) 0.37486(7) 0.49273(13) 0.0299(3) Uani 1 1 d . . . . .
C4 C 0.52410(13) 0.30177(7) 0.47036(12) 0.0270(3) Uani 1 1 d . . . . .
H5 H 0.4426(18) 0.1981(10) 0.4668(16) 0.039(4) Uiso 1 1 d . . . . .
C5 C 0.42408(14) 0.24925(8) 0.48138(14) 0.0319(3) Uani 1 1 d . . . . .
C6 C 0.30131(14) 0.26936(8) 0.51706(14) 0.0330(3) Uani 1 1 d . . . . .
C8 C 0.71418(13) 0.21248(7) 0.48871(12) 0.0268(3) Uani 1 1 d . . . . .
H9 H 0.7642(17) 0.1765(9) 0.3251(16) 0.035(4) Uiso 1 1 d . . . . .
H13 H 0.6822(17) 0.2251(9) 0.6665(15) 0.034(4) Uiso 1 1 d . . . . .
C9 C 0.76797(14) 0.16443(7) 0.41021(12) 0.0297(3) Uani 1 1 d . . . . .
H10 H 0.8603(18) 0.0642(9) 0.4000(16) 0.038(4) Uiso 1 1 d . . . . .
C10 C 0.82401(14) 0.09785(7) 0.45447(13) 0.0304(3) Uani 1 1 d . . . . .
C11 C 0.82344(13) 0.07713(7) 0.57732(12) 0.0273(3) Uani 1 1 d . . . . .
H12 H 0.7753(17) 0.1123(9) 0.7443(16) 0.036(4) Uiso 1 1 d . . . . .
C12 C 0.77166(13) 0.12483(7) 0.65684(12) 0.0284(3) Uani 1 1 d . . . . .
C13 C 0.71862(13) 0.19274(7) 0.61266(12) 0.0283(3) Uani 1 1 d . . . . .
C16 C 0.83215(16) -0.02607(8) 0.71440(14) 0.0340(3) Uani 1 1 d . . . . .
H16A H 0.7355(18) -0.0112(9) 0.7175(15) 0.037(4) Uiso 1 1 d . . . . .
H16B H 0.8919(18) -0.0084(9) 0.7923(17) 0.038(4) Uiso 1 1 d . . . . .
H26A H 0.943(2) -0.1217(11) 0.7013(19) 0.055(5) Uiso 1 1 d . . . . .
H26B H 0.813(2) -0.1350(11) 0.7670(19) 0.052(5) Uiso 1 1 d . . . . .
C17 C 0.12030(16) 0.42843(8) 0.61212(15) 0.0360(3) Uani 1 1 d . . . . .
H17A H 0.1964(19) 0.4466(10) 0.6764(17) 0.043(5) Uiso 1 1 d . . . . .
H27A H -0.090(2) 0.4068(10) 0.5961(18) 0.049(5) Uiso 1 1 d . . . . .
H17B H 0.1135(19) 0.4609(10) 0.5366(18) 0.048(5) Uiso 1 1 d . . . . .
H27B H -0.041(2) 0.4778(11) 0.6856(19) 0.058(6) Uiso 1 1 d . . . . .
H27C H -0.007(2) 0.3927(11) 0.734(2) 0.057(6) Uiso 1 1 d . . . . .
C18 C 0.71716(13) 0.32138(7) 0.35779(12) 0.0272(3) Uani 1 1 d . . . . .
C19 C 0.63759(13) 0.35932(7) 0.25841(13) 0.0297(3) Uani 1 1 d . . . . .
H20 H 0.6450(16) 0.4241(9) 0.1067(15) 0.028(4) Uiso 1 1 d . . . . .
H19 H 0.5371(17) 0.3563(8) 0.2467(14) 0.030(4) Uiso 1 1 d . . . . .
C20 C 0.70012(14) 0.39948(7) 0.17617(12) 0.0286(3) Uani 1 1 d . . . . .
C21 C 0.84447(13) 0.40195(7) 0.19024(12) 0.0267(3) Uani 1 1 d . . . . .
C22 C 0.92381(13) 0.36313(7) 0.28955(13) 0.0282(3) Uani 1 1 d . . . . .
H22 H 1.0228(16) 0.3642(8) 0.2997(14) 0.029(4) Uiso 1 1 d . . . . .
H23 H 0.9170(16) 0.2981(9) 0.4419(15) 0.031(4) Uiso 1 1 d . . . . .
C23 C 0.86131(13) 0.32369(7) 0.37223(12) 0.0280(3) Uani 1 1 d . . . . .
C24 C 0.91003(13) 0.44300(7) 0.10601(12) 0.0285(3) Uani 1 1 d . . . . .
C25 C 0.96741(13) 0.47904(7) 0.03815(12) 0.0276(3) Uani 1 1 d . . . . .
C26 C 0.84621(19) -0.10770(8) 0.69907(16) 0.0398(3) Uani 1 1 d . . . . .
H26C H 0.790(2) -0.1231(10) 0.620(2) 0.052(5) Uiso 1 1 d . . . . .
C27 C -0.01414(17) 0.42538(10) 0.65898(16) 0.0431(4) Uani 1 1 d . . . . .


_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
O14 C1 1.3705(15) . ?
O14 C17 1.4289(17) . ?
O15 C11 1.3736(16) . ?
O15 C16 1.4314(16) . ?
N7 C4 1.4239(16) . ?
N7 C8 1.4280(16) . ?
N7 C18 1.4077(16) . ?
C1 C2 1.3897(19) . ?
C1 C6 1.3921(19) . ?
C2 H2 0.965(17) . ?
C2 C3 1.3945(19) . ?
C3 H3 0.981(17) . ?
C3 C4 1.3907(19) . ?
C4 C5 1.3934(18) . ?
C5 H5 0.968(17) . ?
C5 C6 1.3840(19) . ?
C6 H6 0.975(17) . ?
C8 C9 1.3937(18) . ?
C8 C13 1.3902(18) . ?
C9 H9 0.947(17) . ?
C9 C10 1.3827(19) . ?
C10 H10 0.967(17) . ?
C10 C11 1.3913(19) . ?
C11 C12 1.3877(19) . ?
C12 H12 0.974(17) . ?
C12 C13 1.3940(19) . ?
C13 H13 0.947(17) . ?
C16 H16A 0.996(17) . ?
C16 H16B 0.994(18) . ?
C16 C26 1.506(2) . ?
C17 H17A 0.984(19) . ?
C17 H17B 1.01(2) . ?
C17 C27 1.503(2) . ?
C18 C19 1.3982(18) . ?
C18 C23 1.3990(18) . ?
C19 H19 0.976(16) . ?
C19 C20 1.3844(18) . ?
C20 H20 0.958(16) . ?
C20 C21 1.4015(18) . ?
C21 C22 1.4047(18) . ?
C21 C24 1.4255(17) . ?
C22 H22 0.960(16) . ?
C22 C23 1.3809(18) . ?
C23 H23 0.971(16) . ?
C24 C25 1.2034(18) . ?
C25 C25 1.371(2) 3_765 ?
C26 H26A 0.98(2) . ?
C26 H26B 0.99(2) . ?
C26 H26C 0.98(2) . ?
C27 H27A 0.98(2) . ?
C27 H27B 1.05(2) . ?
C27 H27C 1.00(2) . ?

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 O14 C17 118.42(11) . . ?
C11 O15 C16 117.08(10) . . ?
C4 N7 C8 119.18(10) . . ?
C18 N7 C4 121.22(11) . . ?
C18 N7 C8 119.28(10) . . ?
O14 C1 C2 125.36(12) . . ?
O14 C1 C6 115.23(12) . . ?
C2 C1 C6 119.41(12) . . ?
C1 C2 H2 120.2(10) . . ?
C1 C2 C3 119.48(12) . . ?
C3 C2 H2 120.3(10) . . ?
C2 C3 H3 119.0(10) . . ?
C4 C3 C2 121.39(12) . . ?
C4 C3 H3 119.6(10) . . ?
C3 C4 N7 120.96(12) . . ?
C3 C4 C5 118.43(12) . . ?
C5 C4 N7 120.57(12) . . ?
C4 C5 H5 119.3(10) . . ?
C6 C5 C4 120.57(13) . . ?
C6 C5 H5 120.1(10) . . ?
C1 C6 H6 118.7(10) . . ?
C5 C6 C1 120.68(13) . . ?
C5 C6 H6 120.6(10) . . ?
C9 C8 N7 120.27(11) . . ?
C13 C8 N7 120.72(12) . . ?
C13 C8 C9 119.01(12) . . ?
C8 C9 H9 120.2(10) . . ?
C10 C9 C8 120.60(12) . . ?
C10 C9 H9 119.2(10) . . ?
C9 C10 H10 120.8(10) . . ?
C9 C10 C11 120.16(12) . . ?
C11 C10 H10 119.0(10) . . ?
O15 C11 C10 115.70(12) . . ?
O15 C11 C12 124.53(12) . . ?
C12 C11 C10 119.77(12) . . ?
C11 C12 H12 120.7(10) . . ?
C11 C12 C13 119.82(12) . . ?
C13 C12 H12 119.4(10) . . ?
C8 C13 H13 119.4(10) . . ?
C8 C13 C12 120.57(12) . . ?
C12 C13 H13 120.0(10) . . ?
O15 C16 H16A 109.7(10) . . ?
O15 C16 H16B 108.1(10) . . ?
O15 C16 C26 107.71(12) . . ?
H16A C16 H16B 107.7(14) . . ?
C26 C16 H16A 112.4(10) . . ?
C26 C16 H16B 111.2(10) . . ?
O14 C17 H17A 108.9(10) . . ?
O14 C17 H17B 109.1(11) . . ?
O14 C17 C27 107.05(13) . . ?
H17A C17 H17B 108.3(15) . . ?
C27 C17 H17A 111.9(10) . . ?
C27 C17 H17B 111.6(11) . . ?
C19 C18 N7 120.87(11) . . ?
C19 C18 C23 119.07(11) . . ?
C23 C18 N7 120.06(12) . . ?
C18 C19 H19 119.0(9) . . ?
C20 C19 C18 120.67(12) . . ?
C20 C19 H19 120.3(9) . . ?
C19 C20 H20 120.3(9) . . ?
C19 C20 C21 120.46(12) . . ?
C21 C20 H20 119.2(9) . . ?
C20 C21 C22 118.58(11) . . ?
C20 C21 C24 120.97(12) . . ?
C22 C21 C24 120.44(12) . . ?
C21 C22 H22 119.2(9) . . ?
C23 C22 C21 120.88(12) . . ?
C23 C22 H22 119.9(9) . . ?
C18 C23 H23 119.3(9) . . ?
C22 C23 C18 120.32(12) . . ?
C22 C23 H23 120.3(9) . . ?
C25 C24 C21 177.85(15) . . ?
C24 C25 C25 179.20(19) . 3_765 ?
C16 C26 H26A 111.2(12) . . ?
C16 C26 H26B 111.2(11) . . ?
C16 C26 H26C 109.5(11) . . ?
H26A C26 H26B 107.4(16) . . ?
H26A C26 H26C 109.7(16) . . ?
H26B C26 H26C 107.8(16) . . ?
C17 C27 H27A 112.3(11) . . ?
C17 C27 H27B 109.8(11) . . ?
C17 C27 H27C 111.2(12) . . ?
H27A C27 H27B 108.3(16) . . ?
H27A C27 H27C 107.2(16) . . ?
H27B C27 H27C 107.7(16) . . ?

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
O14 C1 C2 C3 177.03(12) . . . . ?
O14 C1 C6 C5 -178.26(13) . . . . ?
O15 C11 C12 C13 -179.39(12) . . . . ?
N7 C4 C5 C6 175.84(13) . . . . ?
N7 C8 C9 C10 -178.78(12) . . . . ?
N7 C8 C13 C12 177.05(12) . . . . ?
N7 C18 C19 C20 179.96(12) . . . . ?
N7 C18 C23 C22 179.40(12) . . . . ?
C1 O14 C17 C27 -175.68(12) . . . . ?
C1 C2 C3 C4 1.4(2) . . . . ?
C2 C1 C6 C5 1.1(2) . . . . ?
C2 C3 C4 N7 -177.02(12) . . . . ?
C2 C3 C4 C5 0.5(2) . . . . ?
C3 C4 C5 C6 -1.7(2) . . . . ?
C4 N7 C8 C9 133.18(13) . . . . ?
C4 N7 C8 C13 -46.08(18) . . . . ?
C4 N7 C18 C19 -30.96(19) . . . . ?
C4 N7 C18 C23 149.84(13) . . . . ?
C4 C5 C6 C1 0.9(2) . . . . ?
C6 C1 C2 C3 -2.2(2) . . . . ?
C8 N7 C4 C3 143.31(13) . . . . ?
C8 N7 C4 C5 -34.19(18) . . . . ?
C8 N7 C18 C19 142.42(13) . . . . ?
C8 N7 C18 C23 -36.78(18) . . . . ?
C8 C9 C10 C11 2.0(2) . . . . ?
C9 C8 C13 C12 -2.21(19) . . . . ?
C9 C10 C11 O15 177.64(12) . . . . ?
C9 C10 C11 C12 -2.7(2) . . . . ?
C10 C11 C12 C13 0.97(19) . . . . ?
C11 O15 C16 C26 154.38(12) . . . . ?
C11 C12 C13 C8 1.49(19) . . . . ?
C13 C8 C9 C10 0.49(19) . . . . ?
C16 O15 C11 C10 -156.57(12) . . . . ?
C16 O15 C11 C12 23.77(18) . . . . ?
C17 O14 C1 C2 -2.95(19) . . . . ?
C17 O14 C1 C6 176.32(12) . . . . ?
C18 N7 C4 C3 -43.30(18) . . . . ?
C18 N7 C4 C5 139.20(14) . . . . ?
C18 N7 C8 C9 -40.34(18) . . . . ?
C18 N7 C8 C13 140.41(13) . . . . ?
C18 C19 C20 C21 0.9(2) . . . . ?
C19 C18 C23 C22 0.2(2) . . . . ?
C19 C20 C21 C22 -0.2(2) . . . . ?
C19 C20 C21 C24 179.88(12) . . . . ?
C20 C21 C22 C23 -0.42(19) . . . . ?
C21 C22 C23 C18 0.4(2) . . . . ?
C23 C18 C19 C20 -0.8(2) . . . . ?
C24 C21 C22 C23 179.47(12) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1 5 0 0.1144 -1.0000 5.0001 0.0000 -0.0957 0.0144 0.1841
-5 -3 5 0.0455 -5.0000 -3.0000 5.0000 -0.4052 -0.0833 -0.2057
5 -2 -5 0.0574 5.0000 -2.0001 -5.0000 0.4400 0.1094 0.0159
-3 2 -5 0.0648 -3.0000 2.0000 -5.0000 -0.0747 0.4122 0.1227
1 5 0 0.1166 1.0000 5.0001 0.0000 0.0260 -0.0665 0.1954
2 5 2 0.0987 2.0000 5.0001 2.0000 0.0382 -0.2275 0.1756
3 -4 5 0.0836 3.0000 -4.0000 5.0000 0.0886 -0.4017 -0.1986
0 -5 1 0.0866 0.0000 -5.0000 1.0000 0.0104 -0.0342 -0.2025
5 -1 -1 0.0869 5.0000 -1.0000 -1.0000 0.3356 -0.1368 0.0029
-5 -2 1 0.0513 -5.0000 -2.0000 1.0000 -0.3147 0.1525 -0.1168
-3 -2 5 0.0536 -3.0000 -2.0000 5.0000 -0.2904 -0.1694 -0.1564
-5 2 -3 0.0614 -5.0000 2.0000 -3.0000 -0.2451 0.3726 0.0859
2 -2 -5 0.0722 2.0000 -2.0001 -5.0000 0.2574 0.2307 -0.0010
-5 2 2 0.0771 -5.0000 2.0000 2.0000 -0.3669 0.0714 0.0223
-2 4 5 0.0916 -2.0000 4.0001 5.0000 -0.2714 -0.2412 0.0769
-2 -2 5 0.0550 -2.0000 -2.0000 5.0000 -0.2296 -0.2099 -0.1508

_olex2_date_sample_data_collection 2015-06-24
_olex2_date_sample_submission    2015-06-01
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 700+'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in Paratone oil'
_olex2_submission_original_sample_id EtO-DATPA
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_nr16004
_database_code_depnum_ccdc_archive 'CCDC 1574480'
_audit_update_record             
;
2017-09-14 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;
_audit_creation_date             2016-06-07
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        nPrO-DATPA
_chemical_formula_moiety         'C52 H52 N2 O4'
_chemical_formula_sum            'C52 H52 N2 O4'
_chemical_formula_weight         768.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C52 H52 N2 O4'
_chemical_oxdiff_usercomment     '@ 120 K nPrO_DATPA'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.0510(4)
_cell_length_b                   10.2594(3)
_cell_length_c                   17.3214(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.750(3)
_cell_angle_gamma                90
_cell_volume                     2080.17(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11513
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      29.1050
_cell_measurement_theta_min      3.9220
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9354
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1111 before and 0.0611 after correction.
The Ratio of minimum to maximum transmission is 0.9354.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             820
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 0 4 0.0427
5 0 -4 0.0427
2 5 4 0.2671
-2 -5 -4 0.2671
3 -3 5 0.1452
-3 3 -5 0.1452
1 2 5 0.2367
2 -1 5 0.1695
-1 -1 -5 0.2535
4 1 -5 0.0608
-4 -1 5 0.0608
1 2 -5 0.1098
-1 -1 5 0.1455
2 1 -5 0.0871

_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of DCM and hexane by slow evaporation'
_exptl_crystal_size_max          0.549
_exptl_crystal_size_mid          0.295
_exptl_crystal_size_min          0.085
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-5.0000 0.0000 4.0000 0.3051 0.0441 -0.0294
5.0000 -0.0000 -4.0000 -0.3051 -0.0441 0.0294
2.0000 5.0000 4.0000 -0.0871 -0.0193 -0.4054
-2.0000 -5.0000 -4.0000 0.0871 0.0193 0.4054
3.0000 -3.0000 5.0000 -0.0338 -0.3700 0.0267
-3.0000 3.0000 -5.0000 0.0338 0.3700 -0.0267
1.0000 2.0000 5.0000 0.0093 -0.1235 -0.2408
2.0000 -1.0000 5.0000 -0.0069 -0.2645 -0.0779
-1.0000 -1.0000 -5.0000 -0.0200 0.1590 0.1825
4.0000 1.0000 -5.0000 -0.2833 0.0579 0.0055
-4.0000 -1.0000 5.0000 0.2833 -0.0579 -0.0055
1.0000 2.0000 -5.0000 -0.1489 0.1967 -0.0166
-1.0000 -1.0000 5.0000 0.1382 -0.1612 -0.0417
2.0000 1.0000 -5.0000 -0.1866 0.1267 0.0297

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            43687
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.478
_diffrn_reflns_theta_min         3.072
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -83.00  22.00   1.00    2.50    --   -9.43 -77.00-120.00  105
  2  ω    -20.00  30.00   1.00    2.50    --   -9.43 -99.00 -60.00   50
  3  ω    -20.00  30.00   1.00    2.50    --   -9.43 -99.00  90.00   50
  4  ω    -12.00  83.00   1.00    2.50    --   10.84  38.00 120.00   95
  5  ω    -12.00  83.00   1.00    2.50    --   10.84  38.00 150.00   95
  6  ω    -59.00  37.00   1.00    2.50    --   10.84 -57.00 -60.00   96
  7  ω    -62.00  33.00   1.00    2.50    --   10.84 -38.00 150.00   95
  8  ω    -36.00  61.00   1.00    2.50    --   -9.43  57.00  60.00   97
  9  ω    -70.00 -29.00   1.00    2.50    --   -9.43 133.00 160.75   41
 10  ω    -78.00 -34.00   1.00    2.50    --   -9.43 146.00   1.64   44
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0483662000
_diffrn_orient_matrix_UB_12      -0.0107393000
_diffrn_orient_matrix_UB_13      0.0158200000
_diffrn_orient_matrix_UB_21      -0.0344367000
_diffrn_orient_matrix_UB_22      0.0355297000
_diffrn_orient_matrix_UB_23      -0.0320148000
_diffrn_orient_matrix_UB_31      -0.0120543000
_diffrn_orient_matrix_UB_32      -0.0583323000
_diffrn_orient_matrix_UB_33      -0.0224190000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           0.8
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_source_voltage           50
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3662
_reflns_number_total             4742
_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 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0038(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   1.051
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         4742
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0405
_refine_ls_restrained_S_all      1.051
_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)+(0.0361P)²+0.8752P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.0994
_refine_special_details          
'H atoms were located in a difference Fourier map and refined freely.'
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_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
O14 O -0.02577(9) 0.82933(10) 0.39743(6) 0.0301(3) Uani 1 1 d . . . . .
O15 O 0.60930(8) 0.87293(10) 0.14610(6) 0.0237(2) Uani 1 1 d . . . . .
N7 N 0.18343(10) 0.66871(11) 0.15768(7) 0.0222(3) Uani 1 1 d . . . . .
C1 C 0.02130(12) 0.79735(14) 0.33494(8) 0.0229(3) Uani 1 1 d . . . . .
C2 C 0.06633(13) 0.67205(14) 0.33799(8) 0.0244(3) Uani 1 1 d . . . . .
H2 H 0.0590(13) 0.6145(15) 0.3823(9) 0.024(4) Uiso 1 1 d . . . . .
C3 C 0.12145(12) 0.63097(14) 0.28097(8) 0.0232(3) Uani 1 1 d . . . . .
H3 H 0.1519(13) 0.5449(16) 0.2821(9) 0.023(4) Uiso 1 1 d . . . . .
C4 C 0.12992(12) 0.71346(13) 0.21852(8) 0.0209(3) Uani 1 1 d . . . . .
C5 C 0.08331(12) 0.83723(14) 0.21481(8) 0.0230(3) Uani 1 1 d . . . . .
H5 H 0.0892(13) 0.8940(15) 0.1712(9) 0.023(4) Uiso 1 1 d . . . . .
C6 C 0.02901(12) 0.88018(14) 0.27281(8) 0.0239(3) Uani 1 1 d . . . . .
H6 H -0.0009(13) 0.9681(16) 0.2702(9) 0.022(4) Uiso 1 1 d . . . . .
C8 C 0.29103(12) 0.72339(13) 0.15400(8) 0.0197(3) Uani 1 1 d . . . . .
C9 C 0.31484(13) 0.74795(14) 0.08067(8) 0.0244(3) Uani 1 1 d . . . . .
H9 H 0.2556(15) 0.7291(16) 0.0323(10) 0.032(4) Uiso 1 1 d . . . . .
C10 C 0.42058(12) 0.79564(14) 0.07531(8) 0.0230(3) Uani 1 1 d . . . . .
H10 H 0.4344(14) 0.8086(16) 0.0226(10) 0.030(4) Uiso 1 1 d . . . . .
C11 C 0.50304(11) 0.82336(12) 0.14433(8) 0.0191(3) Uani 1 1 d . . . . .
C12 C 0.47912(12) 0.80122(14) 0.21788(8) 0.0223(3) Uani 1 1 d . . . . .
H12 H 0.5370(14) 0.8235(15) 0.2644(10) 0.029(4) Uiso 1 1 d . . . . .
C13 C 0.37430(12) 0.75103(13) 0.22278(8) 0.0218(3) Uani 1 1 d . . . . .
H13 H 0.3597(14) 0.7322(15) 0.2734(10) 0.028(4) Uiso 1 1 d . . . . .
C16 C 0.63903(13) 0.88995(16) 0.07146(9) 0.0258(3) Uani 1 1 d . . . . .
H16A H 0.5844(14) 0.9548(15) 0.0384(9) 0.025(4) Uiso 1 1 d . . . . .
H16B H 0.6341(14) 0.8049(16) 0.0446(9) 0.027(4) Uiso 1 1 d . . . . .
C17 C -0.08670(14) 0.95067(16) 0.39399(9) 0.0284(3) Uani 1 1 d . . . . .
H17A H -0.0387(14) 1.0224(16) 0.3799(9) 0.026(4) Uiso 1 1 d . . . . .
H17B H -0.0934(14) 0.9650(16) 0.4491(10) 0.031(4) Uiso 1 1 d . . . . .
C18 C 0.14718(12) 0.54933(13) 0.12063(7) 0.0189(3) Uani 1 1 d . . . . .
C19 C 0.03266(12) 0.51137(14) 0.11065(8) 0.0203(3) Uani 1 1 d . . . . .
H19 H -0.0199(13) 0.5699(15) 0.1272(9) 0.021(4) Uiso 1 1 d . . . . .
C20 C -0.00412(12) 0.39101(14) 0.07985(8) 0.0208(3) Uani 1 1 d . . . . .
H20 H -0.0835(14) 0.3656(15) 0.0748(9) 0.023(4) Uiso 1 1 d . . . . .
C21 C 0.07107(12) 0.30336(13) 0.05695(7) 0.0203(3) Uani 1 1 d . . . . .
C22 C 0.18385(12) 0.34420(13) 0.06306(8) 0.0215(3) Uani 1 1 d . . . . .
H22 H 0.2373(13) 0.2857(15) 0.0458(9) 0.020(4) Uiso 1 1 d . . . . .
C23 C 0.22111(12) 0.46515(14) 0.09389(8) 0.0211(3) Uani 1 1 d . . . . .
H23 H 0.2997(14) 0.4886(15) 0.0996(9) 0.024(4) Uiso 1 1 d . . . . .
C24 C 0.03652(12) 0.17447(14) 0.03065(8) 0.0233(3) Uani 1 1 d . . . . .
C25 C 0.01294(12) 0.06338(14) 0.01140(8) 0.0250(3) Uani 1 1 d . . . . .
C26 C 0.75993(14) 0.94090(17) 0.08729(10) 0.0324(4) Uani 1 1 d . . . . .
H26A H 0.8132(16) 0.8776(18) 0.1217(11) 0.039(5) Uiso 1 1 d . . . . .
H26B H 0.7805(17) 0.9440(19) 0.0343(12) 0.049(5) Uiso 1 1 d . . . . .
C27 C 0.77454(16) 1.07502(17) 0.12456(10) 0.0331(4) Uani 1 1 d . . . . .
H27A H 0.7526(17) 1.0776(19) 0.1752(12) 0.049(5) Uiso 1 1 d . . . . .
H27B H 0.7243(18) 1.138(2) 0.0887(12) 0.053(6) Uiso 1 1 d . . . . .
H27C H 0.8542(18) 1.110(2) 0.1335(12) 0.052(6) Uiso 1 1 d . . . . .
C28 C -0.20373(13) 0.94587(15) 0.33798(9) 0.0282(3) Uani 1 1 d . . . . .
H28A H -0.1968(14) 0.9204(16) 0.2842(10) 0.032(4) Uiso 1 1 d . . . . .
H28B H -0.2505(15) 0.8756(18) 0.3562(10) 0.037(5) Uiso 1 1 d . . . . .
C29 C -0.26396(15) 1.07666(17) 0.33523(11) 0.0334(4) Uani 1 1 d . . . . .
H29A H -0.2752(15) 1.0992(16) 0.3883(11) 0.036(5) Uiso 1 1 d . . . . .
H29B H -0.2155(17) 1.1450(19) 0.3208(11) 0.043(5) Uiso 1 1 d . . . . .
H29C H -0.3430(18) 1.0741(19) 0.2954(12) 0.052(6) Uiso 1 1 d . . . . .


_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
O14 C1 1.3758(16) . ?
O14 C17 1.4394(18) . ?
O15 C11 1.3714(16) . ?
O15 C16 1.4319(17) . ?
N7 C4 1.4353(17) . ?
N7 C8 1.4281(18) . ?
N7 C18 1.4033(17) . ?
C1 C2 1.391(2) . ?
C1 C6 1.391(2) . ?
C2 H2 0.989(16) . ?
C2 C3 1.381(2) . ?
C3 H3 0.954(16) . ?
C3 C4 1.396(2) . ?
C4 C5 1.384(2) . ?
C5 H5 0.970(16) . ?
C5 C6 1.394(2) . ?
C6 H6 0.968(16) . ?
C8 C9 1.3900(19) . ?
C8 C13 1.3924(19) . ?
C9 H9 0.982(18) . ?
C9 C10 1.389(2) . ?
C10 H10 0.975(17) . ?
C10 C11 1.3903(19) . ?
C11 C12 1.3899(18) . ?
C12 H12 0.960(17) . ?
C12 C13 1.385(2) . ?
C13 H13 0.954(16) . ?
C16 H16A 1.012(16) . ?
C16 H16B 0.984(16) . ?
C16 C26 1.510(2) . ?
C17 H17A 1.002(17) . ?
C17 H17B 0.988(17) . ?
C17 C28 1.511(2) . ?
C18 C19 1.4045(19) . ?
C18 C23 1.3965(19) . ?
C19 H19 0.965(16) . ?
C19 C20 1.3761(19) . ?
C20 H20 0.975(16) . ?
C20 C21 1.399(2) . ?
C21 C22 1.402(2) . ?
C21 C24 1.4280(19) . ?
C22 H22 0.978(15) . ?
C22 C23 1.3830(19) . ?
C23 H23 0.959(16) . ?
C24 C25 1.203(2) . ?
C25 C25 1.373(3) 3 ?
C26 H26A 1.004(19) . ?
C26 H26B 1.01(2) . ?
C26 C27 1.512(2) . ?
C27 H27A 0.97(2) . ?
C27 H27B 1.00(2) . ?
C27 H27C 1.00(2) . ?
C28 H28A 0.989(17) . ?
C28 H28B 1.011(18) . ?
C28 C29 1.521(2) . ?
C29 H29A 0.989(18) . ?
C29 H29B 0.98(2) . ?
C29 H29C 1.04(2) . ?

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 O14 C17 118.38(11) . . ?
C11 O15 C16 117.24(10) . . ?
C8 N7 C4 118.57(11) . . ?
C18 N7 C4 118.00(11) . . ?
C18 N7 C8 120.64(11) . . ?
O14 C1 C2 114.86(12) . . ?
O14 C1 C6 125.35(13) . . ?
C2 C1 C6 119.77(13) . . ?
C1 C2 H2 118.4(9) . . ?
C3 C2 C1 120.29(13) . . ?
C3 C2 H2 121.3(9) . . ?
C2 C3 H3 121.0(9) . . ?
C2 C3 C4 120.36(14) . . ?
C4 C3 H3 118.6(9) . . ?
C3 C4 N7 120.22(12) . . ?
C5 C4 N7 120.51(12) . . ?
C5 C4 C3 119.24(13) . . ?
C4 C5 H5 118.9(9) . . ?
C4 C5 C6 120.75(13) . . ?
C6 C5 H5 120.4(9) . . ?
C1 C6 C5 119.56(13) . . ?
C1 C6 H6 120.9(9) . . ?
C5 C6 H6 119.6(9) . . ?
C9 C8 N7 119.92(12) . . ?
C9 C8 C13 118.79(13) . . ?
C13 C8 N7 121.28(12) . . ?
C8 C9 H9 118.5(10) . . ?
C10 C9 C8 121.14(13) . . ?
C10 C9 H9 120.3(10) . . ?
C9 C10 H10 118.3(10) . . ?
C9 C10 C11 119.61(12) . . ?
C11 C10 H10 122.1(10) . . ?
O15 C11 C10 124.59(12) . . ?
O15 C11 C12 115.86(12) . . ?
C12 C11 C10 119.55(12) . . ?
C11 C12 H12 117.6(10) . . ?
C13 C12 C11 120.51(13) . . ?
C13 C12 H12 121.9(10) . . ?
C8 C13 H13 119.5(10) . . ?
C12 C13 C8 120.36(12) . . ?
C12 C13 H13 120.1(10) . . ?
O15 C16 H16A 108.8(9) . . ?
O15 C16 H16B 108.6(9) . . ?
O15 C16 C26 108.42(12) . . ?
H16A C16 H16B 110.9(13) . . ?
C26 C16 H16A 110.2(9) . . ?
C26 C16 H16B 109.9(9) . . ?
O14 C17 H17A 109.1(9) . . ?
O14 C17 H17B 104.3(10) . . ?
O14 C17 C28 112.80(12) . . ?
H17A C17 H17B 108.1(13) . . ?
C28 C17 H17A 111.9(9) . . ?
C28 C17 H17B 110.3(10) . . ?
N7 C18 C19 119.23(12) . . ?
C23 C18 N7 122.52(12) . . ?
C23 C18 C19 118.25(12) . . ?
C18 C19 H19 119.1(9) . . ?
C20 C19 C18 120.87(13) . . ?
C20 C19 H19 120.0(9) . . ?
C19 C20 H20 119.5(9) . . ?
C19 C20 C21 121.06(13) . . ?
C21 C20 H20 119.4(9) . . ?
C20 C21 C22 117.91(12) . . ?
C20 C21 C24 121.75(13) . . ?
C22 C21 C24 120.31(13) . . ?
C21 C22 H22 119.4(9) . . ?
C23 C22 C21 121.15(13) . . ?
C23 C22 H22 119.4(9) . . ?
C18 C23 H23 120.1(9) . . ?
C22 C23 C18 120.58(13) . . ?
C22 C23 H23 119.2(9) . . ?
C25 C24 C21 176.30(16) . . ?
C24 C25 C25 179.1(2) . 3 ?
C16 C26 H26A 109.7(10) . . ?
C16 C26 H26B 106.4(11) . . ?
C16 C26 C27 113.69(14) . . ?
H26A C26 H26B 107.5(15) . . ?
C27 C26 H26A 110.0(10) . . ?
C27 C26 H26B 109.3(11) . . ?
C26 C27 H27A 112.3(12) . . ?
C26 C27 H27B 109.6(12) . . ?
C26 C27 H27C 113.7(12) . . ?
H27A C27 H27B 106.7(16) . . ?
H27A C27 H27C 107.9(16) . . ?
H27B C27 H27C 106.3(16) . . ?
C17 C28 H28A 109.8(10) . . ?
C17 C28 H28B 109.2(10) . . ?
C17 C28 C29 110.92(13) . . ?
H28A C28 H28B 106.4(14) . . ?
C29 C28 H28A 110.5(10) . . ?
C29 C28 H28B 110.0(10) . . ?
C28 C29 H29A 110.3(10) . . ?
C28 C29 H29B 109.3(11) . . ?
C28 C29 H29C 110.8(11) . . ?
H29A C29 H29B 106.9(15) . . ?
H29A C29 H29C 108.6(15) . . ?
H29B C29 H29C 110.9(15) . . ?

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
O14 C1 C2 C3 -176.48(13) . . . . ?
O14 C1 C6 C5 177.26(13) . . . . ?
O14 C17 C28 C29 -179.03(12) . . . . ?
O15 C11 C12 C13 -179.86(12) . . . . ?
O15 C16 C26 C27 -64.59(18) . . . . ?
N7 C4 C5 C6 178.58(13) . . . . ?
N7 C8 C9 C10 -177.11(13) . . . . ?
N7 C8 C13 C12 178.48(13) . . . . ?
N7 C18 C19 C20 -175.27(12) . . . . ?
N7 C18 C23 C22 175.18(12) . . . . ?
C1 O14 C17 C28 75.68(17) . . . . ?
C1 C2 C3 C4 -1.7(2) . . . . ?
C2 C1 C6 C5 -0.9(2) . . . . ?
C2 C3 C4 N7 -177.62(13) . . . . ?
C2 C3 C4 C5 0.5(2) . . . . ?
C3 C4 C5 C6 0.4(2) . . . . ?
C4 N7 C8 C9 -142.10(13) . . . . ?
C4 N7 C8 C13 38.98(18) . . . . ?
C4 N7 C18 C19 32.49(18) . . . . ?
C4 N7 C18 C23 -146.70(13) . . . . ?
C4 C5 C6 C1 -0.2(2) . . . . ?
C6 C1 C2 C3 1.9(2) . . . . ?
C8 N7 C4 C3 -110.55(15) . . . . ?
C8 N7 C4 C5 71.31(17) . . . . ?
C8 N7 C18 C19 -166.66(12) . . . . ?
C8 N7 C18 C23 14.15(19) . . . . ?
C8 C9 C10 C11 -2.1(2) . . . . ?
C9 C8 C13 C12 -0.4(2) . . . . ?
C9 C10 C11 O15 -178.75(13) . . . . ?
C9 C10 C11 C12 0.9(2) . . . . ?
C10 C11 C12 C13 0.5(2) . . . . ?
C11 O15 C16 C26 -178.15(12) . . . . ?
C11 C12 C13 C8 -0.7(2) . . . . ?
C13 C8 C9 C10 1.8(2) . . . . ?
C16 O15 C11 C10 -3.77(19) . . . . ?
C16 O15 C11 C12 176.56(12) . . . . ?
C17 O14 C1 C2 -172.42(13) . . . . ?
C17 O14 C1 C6 9.3(2) . . . . ?
C18 N7 C4 C3 50.70(18) . . . . ?
C18 N7 C4 C5 -127.44(14) . . . . ?
C18 N7 C8 C9 57.15(18) . . . . ?
C18 N7 C8 C13 -121.77(14) . . . . ?
C18 C19 C20 C21 -0.5(2) . . . . ?
C19 C18 C23 C22 -4.02(19) . . . . ?
C19 C20 C21 C22 -2.78(19) . . . . ?
C19 C20 C21 C24 175.10(12) . . . . ?
C20 C21 C22 C23 2.71(19) . . . . ?
C21 C22 C23 C18 0.7(2) . . . . ?
C23 C18 C19 C20 3.95(19) . . . . ?
C24 C21 C22 C23 -175.21(13) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_submission    2016-06-01
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 700+'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in Paratone oil'
_olex2_submission_original_sample_id nPrO_DATPA
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
;
_oxdiff_exptl_absorpt_empirical_full_max 1.297
_oxdiff_exptl_absorpt_empirical_full_min 0.740
####################################################################### 
# 
# 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_nr15007
_database_code_depnum_ccdc_archive 'CCDC 1574719'
_audit_update_record             
;
2017-09-15 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;
_audit_creation_date             2015-08-13
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        BuO-DATPA
_chemical_formula_moiety         'C56 H60 N2 O4'
_chemical_formula_sum            'C56 H60 N2 O4'
_chemical_formula_weight         825.06
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C56 H60 N2 O4'
_chemical_oxdiff_usercomment     '@ 120 K BuO_DATPA'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.82431(7)
_cell_length_b                   13.11889(7)
_cell_length_c                   14.97854(9)
_cell_angle_alpha                90
_cell_angle_beta                 93.5009(5)
_cell_angle_gamma                90
_cell_volume                     2319.16(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    35031
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      75.9980
_cell_measurement_theta_min      4.4480
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.572
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.995
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             884
_exptl_crystal_recrystallization_method 
'The material was recrystallised from benzene by slow evaporation'
_exptl_crystal_size_max          0.2453
_exptl_crystal_size_mid          0.2376
_exptl_crystal_size_min          0.1394
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            56181
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.172
_diffrn_reflns_theta_min         3.745
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -50.00   29.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686   38.0000  -90.0000 79

#__ type_ start__ end____ width___ exp.time_
  2 omega  -70.00   27.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686   57.0000  120.0000 97

#__ type_ start__ end____ width___ exp.time_
  3 omega -113.00  -17.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686  -57.0000  -30.0000 96

#__ type_ start__ end____ width___ exp.time_
  4 omega  -50.00   29.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686   38.0000 -120.0000 79

#__ type_ start__ end____ width___ exp.time_
  5 omega    1.00   83.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       43.1686  -99.0000 -120.0000 82

#__ type_ start__ end____ width___ exp.time_
  6 omega   23.00   98.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       43.1686 -125.0000 -180.0000 75

#__ type_ start__ end____ width___ exp.time_
  7 omega   40.00   99.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -45.0000  -30.0000 59

#__ type_ start__ end____ width___ exp.time_
  8 omega   30.00  109.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000 -180.0000 79

#__ type_ start__ end____ width___ exp.time_
  9 omega   37.00  142.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -77.0000   90.0000 105

#__ type_ start__ end____ width___ exp.time_
 10 omega   39.00  121.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000    0.0000 82

#__ type_ start__ end____ width___ exp.time_
 11 omega   39.00  121.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000   90.0000 82

#__ type_ start__ end____ width___ exp.time_
 12 omega   83.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   61.0000  -90.0000 95

#__ type_ start__ end____ width___ exp.time_
 13 omega   94.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  125.0000 -150.0000 84

#__ type_ start__ end____ width___ exp.time_
 14 omega   39.00  121.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000 -180.0000 82

#__ type_ start__ end____ width___ exp.time_
 15 omega   30.00  109.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000    0.0000 79

#__ type_ start__ end____ width___ exp.time_
 16 omega   36.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000  120.0000 55

#__ type_ start__ end____ width___ exp.time_
 17 omega   36.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000   30.0000 55

#__ type_ start__ end____ width___ exp.time_
 18 omega   36.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000 -150.0000 55

#__ type_ start__ end____ width___ exp.time_
 19 omega   41.00  139.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -61.0000  -90.0000 98

#__ type_ start__ end____ width___ exp.time_
 20 omega   30.00  109.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000 -120.0000 79

#__ type_ start__ end____ width___ exp.time_
 21 omega   36.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000  -60.0000 55

#__ type_ start__ end____ width___ exp.time_
 22 omega   40.00   99.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -45.0000   60.0000 59

#__ type_ start__ end____ width___ exp.time_
 23 omega   39.00  121.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000  120.0000 82

#__ type_ start__ end____ width___ exp.time_
 24 omega   36.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000 -180.0000 55

#__ type_ start__ end____ width___ exp.time_
 25 omega   87.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   30.0000   90.0000 91

#__ type_ start__ end____ width___ exp.time_
 26 omega   39.00  121.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000 -125.0000  -60.0000 82

#__ type_ start__ end____ width___ exp.time_
 27 omega   94.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  125.0000  -60.0000 84

#__ type_ start__ end____ width___ exp.time_
 28 omega   30.00  109.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -94.0000  -60.0000 79

#__ type_ start__ end____ width___ exp.time_
 29 omega   36.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000  -30.0000 55

#__ type_ start__ end____ width___ exp.time_
 30 omega   24.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000    0.0000 -120.0000 154

#__ type_ start__ end____ width___ exp.time_
 31 omega  -50.00   29.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686   38.0000   30.0000 79

#__ type_ start__ end____ width___ exp.time_
 32 omega -117.00  -12.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686  -77.0000 -120.0000 105

#__ type_ start__ end____ width___ exp.time_
 33 omega -117.00  -12.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686  -77.0000  150.0000 105

#__ type_ start__ end____ width___ exp.time_
 34 omega -117.00  -12.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686  -77.0000   60.0000 105

#__ type_ start__ end____ width___ exp.time_
 35 omega -122.00   -6.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686  -19.0000  -30.0000 116

#__ type_ start__ end____ width___ exp.time_
 36 omega -117.00  -12.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1686  -77.0000  -30.0000 105

#__ type_ start__ end____ width___ exp.time_
 37 omega   21.00  116.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       43.1686   38.0000  120.0000 95

#__ type_ start__ end____ width___ exp.time_
 38 omega   83.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   61.0000    0.0000 95

#__ type_ start__ end____ width___ exp.time_
 39 omega   80.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   77.0000   90.0000 98

#__ type_ start__ end____ width___ exp.time_
 40 omega   82.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   69.0000 -157.9918 96

#__ type_ start__ end____ width___ exp.time_
 41 omega   83.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   61.0000  150.0000 95

#__ type_ start__ end____ width___ exp.time_
 42 omega   83.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   61.0000  -60.0000 95

#__ type_ start__ end____ width___ exp.time_
 43 omega   83.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   61.0000   30.0000 95

#__ type_ start__ end____ width___ exp.time_
 44 omega   83.00  149.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   61.0000 -120.0000 66

#__ type_ start__ end____ width___ exp.time_
 45 omega   87.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      111.0000   30.0000    0.0000 91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0824241000
_diffrn_orient_matrix_UB_12      0.0135858000
_diffrn_orient_matrix_UB_13      0.0828120000
_diffrn_orient_matrix_UB_21      0.0477138000
_diffrn_orient_matrix_UB_22      0.0971869000
_diffrn_orient_matrix_UB_23      -0.0415284000
_diffrn_orient_matrix_UB_31      -0.0892862000
_diffrn_orient_matrix_UB_32      0.0644959000
_diffrn_orient_matrix_UB_33      0.0450901000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4563
_reflns_number_total             4833
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         4833
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0578
_refine_ls_restrained_S_all      1.061
_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)+(0.0871P)²+0.9714P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1536
_refine_ls_wR_factor_ref         0.1559
_refine_special_details          
;
'One of the butyl chains was modelled as disordered over two sites. Displacement ellipsoid and bond distance restraints were used on both disorder components.




#===============================================================================
The Following Improvement and Query ALERTS were generated - (Acta-Mode) <<<
#===============================================================================
     Format: alert-number_ALERT_alert-type_alert-level text
 
410_ALERT_2_B Short Intra H...H Contact  H12    ..  H16C    ..       1.83 Ang.

Close approach of disordered components.

#===============================================================================
220_ALERT_2_C Large Non-Solvent  C     Ueq(max)/Ueq(min) Range        3.7 Ratio
222_ALERT_3_C Large Non-Solvent  H     Uiso(max)/Uiso(min) ...        4.6 Ratio
373_ALERT_2_C Long   C(sp)-C(sp)   Bond  C25    -   C25_a  ...       1.37 Ang.
790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          1 Note
              C56 H60 N2 O4
906_ALERT_3_C Large K value in the Analysis of Variance ......      2.184 Check
911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600         12 Report
913_ALERT_3_C Missing # of Very Strong Reflections in FCF ....          4 Note

Not significant.

#===============================================================================
002_ALERT_2_G Number of Distance or Angle Restraints on AtSite         12 Note
003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ...          8 Report
142_ALERT_4_G su on b - Axis Small or Missing ................    0.00007 Ang.
143_ALERT_4_G su on c - Axis Small or Missing ................    0.00009 Ang.
175_ALERT_4_G The CIF-Embedded .res File Contains SAME Records          2 Report
230_ALERT_2_G Hirshfeld Test Diff for    O15    --  C16A    ..       10.0 su
301_ALERT_3_G Main Residue  Disorder ............ Percentage =         13 Note
371_ALERT_2_G Long   C(sp2)-C(sp1) Bond  C21    -   C24    ...       1.43 Ang.
795_ALERT_4_G C-Atom in CIF Coordinate List out of Sequence ..        C17 Note
804_ALERT_5_G Number of ARU-Code Packing Problem(s) in PLATON           3 Info
860_ALERT_3_G Number of Least-Squares Restraints .............         45 Note
912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600          8 Note
#===============================================================================

;
_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. Rigid body (RIGU) restrains
 C16, C26, C27, C30
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C16A, C26A, C27A, C30A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Same fragment restrains
{C17, C28, C29, C31} sigma for 1-2: 0.02, 1-3: 0.02
as
{C16, C26, C27, C30}
{C17, C28, C29, C31} sigma for 1-2: 0.02, 1-3: 0.02
as
{C16A, C26A, C27A, C30A}
4. Others
 Sof(C16A)=Sof(H16C)=Sof(H16D)=Sof(C26A)=Sof(H26C)=Sof(H26D)=Sof(C27A)=
 Sof(H27C)=Sof(H27D)=Sof(C30A)=Sof(H30D)=Sof(H30E)=Sof(H30F)=1-FVAR(1)
 Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(C26)=Sof(H26A)=Sof(H26B)=Sof(C27)=Sof(H27A)=
 Sof(H27B)=Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(H30C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C26(H26A,H26B), C27(H27A,H27B), C16A(H16C,H16D), C26A(H26C,
 H26D), C27A(H27C,H27D), C17(H17A,H17B), C28(H28A,H28B), C29(H29A,H29B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C12(H12), C13(H13),
 C19(H19), C20(H20), C22(H22), C23(H23)
5.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C30A(H30D,H30E,H30F), C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
O14 O 0.62428(8) 0.62450(8) 0.63142(7) 0.0348(2) Uani 1 1 d . . . . .
O15 O 0.75360(13) -0.03555(10) 0.88641(10) 0.0619(4) Uani 1 1 d . . . . .
N7 N 0.90202(11) 0.36429(10) 0.84263(10) 0.0423(3) Uani 1 1 d . . . . .
C1 C 0.68696(12) 0.56082(10) 0.68680(9) 0.0311(3) Uani 1 1 d . . . . .
C2 C 0.79807(12) 0.54429(11) 0.66368(10) 0.0337(3) Uani 1 1 d . . . . .
H2 H 0.8248 0.5765 0.6122 0.040 Uiso 1 1 calc R . . . .
C3 C 0.86931(12) 0.48140(11) 0.71528(11) 0.0375(3) Uani 1 1 d . . . . .
H3 H 0.9448 0.4706 0.6991 0.045 Uiso 1 1 calc R . . . .
C4 C 0.83114(12) 0.43363(11) 0.79099(10) 0.0374(3) Uani 1 1 d . . . . .
C5 C 0.72111(12) 0.45117(12) 0.81436(10) 0.0367(3) Uani 1 1 d . . . . .
H5 H 0.6949 0.4196 0.8663 0.044 Uiso 1 1 calc R . . . .
C6 C 0.64846(12) 0.51427(11) 0.76287(10) 0.0346(3) Uani 1 1 d . . . . .
H6 H 0.5732 0.5255 0.7795 0.042 Uiso 1 1 calc R . . . .
C8 C 0.86350(12) 0.26205(11) 0.85151(10) 0.0362(3) Uani 1 1 d . . . . .
C9 C 0.87608(14) 0.21227(12) 0.93343(10) 0.0393(3) Uani 1 1 d . . . . .
H9 H 0.9098 0.2472 0.9839 0.047 Uiso 1 1 calc R . . . .
C10 C 0.84024(15) 0.11290(12) 0.94259(11) 0.0428(4) Uani 1 1 d . . . . .
H10 H 0.8509 0.0795 0.9987 0.051 Uiso 1 1 calc R . . . .
C11 C 0.78851(14) 0.06149(12) 0.86986(11) 0.0428(4) Uani 1 1 d . . . . .
C12 C 0.77429(14) 0.11077(14) 0.78810(11) 0.0449(4) Uani 1 1 d . . . . .
H12 H 0.7384 0.0766 0.7381 0.054 Uiso 1 1 calc R . . . .
C13 C 0.81258(13) 0.21012(13) 0.77930(10) 0.0413(4) Uani 1 1 d . . . . .
H13 H 0.8037 0.2430 0.7228 0.050 Uiso 1 1 calc R . . . .
C16 C 0.7162(5) -0.1027(3) 0.8204(3) 0.0655(13) Uani 0.699(7) 1 d D U P A 1
H16A H 0.7670 -0.0989 0.7704 0.079 Uiso 0.699(7) 1 calc R . P A 1
H16B H 0.6393 -0.0824 0.7972 0.079 Uiso 0.699(7) 1 calc R . P A 1
C26 C 0.7129(3) -0.2121(2) 0.8542(4) 0.0697(13) Uani 0.699(7) 1 d D U P A 1
H26A H 0.6777 -0.2118 0.9125 0.084 Uiso 0.699(7) 1 calc R . P A 1
H26B H 0.6626 -0.2518 0.8119 0.084 Uiso 0.699(7) 1 calc R . P A 1
C27 C 0.8180(4) -0.2641(4) 0.8654(5) 0.0969(19) Uani 0.699(7) 1 d D U P A 1
H27A H 0.8184 -0.2914 0.9270 0.116 Uiso 0.699(7) 1 calc R . P A 1
H27B H 0.8079 -0.3241 0.8256 0.116 Uiso 0.699(7) 1 calc R . P A 1
C30 C 0.9283(4) -0.2356(4) 0.8565(4) 0.116(2) Uani 0.699(7) 1 d D U P A 1
H30A H 0.9407 -0.1672 0.8815 0.174 Uiso 0.699(7) 1 calc GR . P A 1
H30B H 0.9440 -0.2352 0.7930 0.174 Uiso 0.699(7) 1 calc GR . P A 1
H30C H 0.9790 -0.2841 0.8886 0.174 Uiso 0.699(7) 1 calc GR . P A 1
C16A C 0.7228(7) -0.0835(6) 0.7886(5) 0.0316(15) Uani 0.301(7) 1 d D U P A 2
H16C H 0.6633 -0.0436 0.7548 0.038 Uiso 0.301(7) 1 calc R . P A 2
H16D H 0.7904 -0.0889 0.7530 0.038 Uiso 0.301(7) 1 calc R . P A 2
C26A C 0.6801(6) -0.1869(5) 0.8149(4) 0.0401(16) Uani 0.301(7) 1 d D U P A 2
H26C H 0.6015 -0.1796 0.8333 0.048 Uiso 0.301(7) 1 calc R . P A 2
H26D H 0.6778 -0.2319 0.7617 0.048 Uiso 0.301(7) 1 calc R . P A 2
C27A C 0.7489(7) -0.2370(5) 0.8882(4) 0.046(2) Uani 0.301(7) 1 d D U P A 2
H27C H 0.7398 -0.1974 0.9435 0.056 Uiso 0.301(7) 1 calc R . P A 2
H27D H 0.7163 -0.3054 0.8975 0.056 Uiso 0.301(7) 1 calc R . P A 2
C30A C 0.8705(8) -0.2496(6) 0.8780(8) 0.066(3) Uani 0.301(7) 1 d D U P A 2
H30D H 0.9031 -0.1845 0.8605 0.099 Uiso 0.301(7) 1 calc GR . P A 2
H30E H 0.8822 -0.3007 0.8317 0.099 Uiso 0.301(7) 1 calc GR . P A 2
H30F H 0.9076 -0.2722 0.9349 0.099 Uiso 0.301(7) 1 calc GR . P A 2
C17 C 0.50733(12) 0.63932(11) 0.64848(10) 0.0349(3) Uani 1 1 d D . . . .
H17A H 0.5009 0.6739 0.7067 0.042 Uiso 1 1 calc R . . . .
H17B H 0.4679 0.5728 0.6503 0.042 Uiso 1 1 calc R . . . .
C28 C 0.45504(13) 0.70443(11) 0.57345(10) 0.0366(3) Uani 1 1 d D . . . .
H28A H 0.5016 0.7666 0.5678 0.044 Uiso 1 1 calc R . . . .
H28B H 0.3785 0.7261 0.5891 0.044 Uiso 1 1 calc R . . . .
C29 C 0.44528(15) 0.65000(13) 0.48363(11) 0.0429(4) Uani 1 1 d D . . . .
H29A H 0.3982 0.5881 0.4888 0.051 Uiso 1 1 calc R . . . .
H29B H 0.5216 0.6282 0.4676 0.051 Uiso 1 1 calc R . . . .
C31 C 0.39287(19) 0.71769(16) 0.40962(12) 0.0579(5) Uani 1 1 d D . . . .
H31A H 0.4406 0.7780 0.4030 0.087 Uiso 1 1 calc GR . . . .
H31B H 0.3171 0.7391 0.4250 0.087 Uiso 1 1 calc GR . . . .
H31C H 0.3872 0.6796 0.3532 0.087 Uiso 1 1 calc GR . . . .
C18 C 1.01312(12) 0.39077(12) 0.87091(10) 0.0375(3) Uani 1 1 d . . . . .
C19 C 1.04124(12) 0.49161(12) 0.89291(11) 0.0378(3) Uani 1 1 d . . . . .
H19 H 0.9845 0.5429 0.8875 0.045 Uiso 1 1 calc R . . . .
C20 C 1.15026(12) 0.51752(12) 0.92242(10) 0.0375(3) Uani 1 1 d . . . . .
H20 H 1.1676 0.5864 0.9373 0.045 Uiso 1 1 calc R . . . .
C21 C 1.23589(12) 0.44339(12) 0.93071(10) 0.0376(3) Uani 1 1 d . . . . .
C22 C 1.20770(13) 0.34293(12) 0.90846(11) 0.0419(4) Uani 1 1 d . . . . .
H22 H 1.2645 0.2917 0.9135 0.050 Uiso 1 1 calc R . . . .
C23 C 1.09868(13) 0.31678(12) 0.87933(12) 0.0427(4) Uani 1 1 d . . . . .
H23 H 1.0813 0.2478 0.8648 0.051 Uiso 1 1 calc R . . . .
C24 C 1.34919(13) 0.46956(12) 0.96022(11) 0.0394(3) Uani 1 1 d . . . . .
C25 C 1.44553(12) 0.48889(12) 0.98527(10) 0.0389(3) Uani 1 1 d . . . . .


_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
O14 C1 1.3638(16) . ?
O14 C17 1.4348(17) . ?
O15 C11 1.366(2) . ?
O15 C16 1.376(4) . ?
O15 C16A 1.616(8) . ?
N7 C4 1.4315(18) . ?
N7 C8 1.425(2) . ?
N7 C18 1.399(2) . ?
C1 C2 1.396(2) . ?
C1 C6 1.394(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.381(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.395(2) . ?
C4 C5 1.387(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(2) . ?
C6 H6 0.9500 . ?
C8 C9 1.390(2) . ?
C8 C13 1.384(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.380(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(2) . ?
C11 C12 1.386(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.389(3) . ?
C13 H13 0.9500 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C26 1.523(5) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.418(5) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C30 1.371(6) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C16A H16C 0.9900 . ?
C16A H16D 0.9900 . ?
C16A C26A 1.508(7) . ?
C26A H26C 0.9900 . ?
C26A H26D 0.9900 . ?
C26A C27A 1.480(9) . ?
C27A H27C 0.9900 . ?
C27A H27D 0.9900 . ?
C27A C30A 1.464(10) . ?
C30A H30D 0.9800 . ?
C30A H30E 0.9800 . ?
C30A H30F 0.9800 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C28 1.5131(19) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.521(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C31 1.522(2) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C18 C19 1.399(2) . ?
C18 C23 1.402(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.379(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.404(2) . ?
C21 C22 1.395(2) . ?
C21 C24 1.427(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.379(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.204(2) . ?
C25 C25 1.367(3) 3_867 ?

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 O14 C17 117.94(11) . . ?
C11 O15 C16 123.6(3) . . ?
C11 O15 C16A 104.6(3) . . ?
C8 N7 C4 117.94(12) . . ?
C18 N7 C4 120.91(12) . . ?
C18 N7 C8 120.32(12) . . ?
O14 C1 C2 115.40(12) . . ?
O14 C1 C6 124.98(13) . . ?
C6 C1 C2 119.61(13) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.33(13) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.45(13) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 N7 121.14(13) . . ?
C5 C4 N7 119.76(13) . . ?
C5 C4 C3 119.06(13) . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.04(13) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 H6 120.3 . . ?
C5 C6 C1 119.50(13) . . ?
C5 C6 H6 120.3 . . ?
C9 C8 N7 120.46(14) . . ?
C13 C8 N7 121.08(14) . . ?
C13 C8 C9 118.46(14) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 120.97(14) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.21(15) . . ?
C11 C10 H10 119.9 . . ?
O15 C11 C10 115.67(15) . . ?
O15 C11 C12 125.00(15) . . ?
C12 C11 C10 119.32(15) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 119.94(15) . . ?
C13 C12 H12 120.0 . . ?
C8 C13 C12 121.09(14) . . ?
C8 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
O15 C16 H16A 109.2 . . ?
O15 C16 H16B 109.2 . . ?
O15 C16 C26 112.3(3) . . ?
H16A C16 H16B 107.9 . . ?
C26 C16 H16A 109.2 . . ?
C26 C16 H16B 109.2 . . ?
C16 C26 H26A 108.1 . . ?
C16 C26 H26B 108.1 . . ?
H26A C26 H26B 107.3 . . ?
C27 C26 C16 116.9(4) . . ?
C27 C26 H26A 108.1 . . ?
C27 C26 H26B 108.1 . . ?
C26 C27 H27A 103.8 . . ?
C26 C27 H27B 103.8 . . ?
H27A C27 H27B 105.4 . . ?
C30 C27 C26 133.6(4) . . ?
C30 C27 H27A 103.8 . . ?
C30 C27 H27B 103.8 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O15 C16A H16C 111.8 . . ?
O15 C16A H16D 111.8 . . ?
H16C C16A H16D 109.5 . . ?
C26A C16A O15 100.0(4) . . ?
C26A C16A H16C 111.8 . . ?
C26A C16A H16D 111.8 . . ?
C16A C26A H26C 108.6 . . ?
C16A C26A H26D 108.6 . . ?
H26C C26A H26D 107.6 . . ?
C27A C26A C16A 114.5(6) . . ?
C27A C26A H26C 108.6 . . ?
C27A C26A H26D 108.6 . . ?
C26A C27A H27C 107.8 . . ?
C26A C27A H27D 107.8 . . ?
H27C C27A H27D 107.1 . . ?
C30A C27A C26A 118.2(6) . . ?
C30A C27A H27C 107.8 . . ?
C30A C27A H27D 107.8 . . ?
C27A C30A H30D 109.5 . . ?
C27A C30A H30E 109.5 . . ?
C27A C30A H30F 109.5 . . ?
H30D C30A H30E 109.5 . . ?
H30D C30A H30F 109.5 . . ?
H30E C30A H30F 109.5 . . ?
O14 C17 H17A 110.2 . . ?
O14 C17 H17B 110.2 . . ?
O14 C17 C28 107.39(11) . . ?
H17A C17 H17B 108.5 . . ?
C28 C17 H17A 110.2 . . ?
C28 C17 H17B 110.2 . . ?
C17 C28 H28A 108.9 . . ?
C17 C28 H28B 108.9 . . ?
C17 C28 C29 113.41(12) . . ?
H28A C28 H28B 107.7 . . ?
C29 C28 H28A 108.9 . . ?
C29 C28 H28B 108.9 . . ?
C28 C29 H29A 109.2 . . ?
C28 C29 H29B 109.2 . . ?
C28 C29 C31 112.07(14) . . ?
H29A C29 H29B 107.9 . . ?
C31 C29 H29A 109.2 . . ?
C31 C29 H29B 109.2 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N7 C18 C23 120.95(15) . . ?
C19 C18 N7 120.76(13) . . ?
C19 C18 C23 118.28(14) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.84(13) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 119.6 . . ?
C19 C20 C21 120.83(15) . . ?
C21 C20 H20 119.6 . . ?
C20 C21 C24 121.28(15) . . ?
C22 C21 C20 118.21(14) . . ?
C22 C21 C24 120.50(13) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 121.06(14) . . ?
C23 C22 H22 119.5 . . ?
C18 C23 H23 119.6 . . ?
C22 C23 C18 120.78(15) . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C21 178.23(17) . . ?
C24 C25 C25 179.3(2) . 3_867 ?

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
O14 C1 C2 C3 179.77(13) . . . . ?
O14 C1 C6 C5 -179.60(13) . . . . ?
O14 C17 C28 C29 68.71(16) . . . . ?
O15 C11 C12 C13 179.49(15) . . . . ?
O15 C16 C26 C27 -76.8(6) . . . . ?
O15 C16A C26A C27A -42.9(7) . . . . ?
N7 C4 C5 C6 -176.81(14) . . . . ?
N7 C8 C9 C10 -179.27(15) . . . . ?
N7 C8 C13 C12 -179.52(14) . . . . ?
N7 C18 C19 C20 178.77(14) . . . . ?
N7 C18 C23 C22 -179.05(15) . . . . ?
C1 O14 C17 C28 -174.81(11) . . . . ?
C1 C2 C3 C4 0.0(2) . . . . ?
C2 C1 C6 C5 -0.6(2) . . . . ?
C2 C3 C4 N7 176.85(14) . . . . ?
C2 C3 C4 C5 -0.8(2) . . . . ?
C3 C4 C5 C6 0.9(2) . . . . ?
C4 N7 C8 C9 -137.97(15) . . . . ?
C4 N7 C8 C13 41.8(2) . . . . ?
C4 N7 C18 C19 33.7(2) . . . . ?
C4 N7 C18 C23 -147.39(16) . . . . ?
C4 C5 C6 C1 -0.2(2) . . . . ?
C6 C1 C2 C3 0.6(2) . . . . ?
C8 N7 C4 C3 -119.96(17) . . . . ?
C8 N7 C4 C5 57.7(2) . . . . ?
C8 N7 C18 C19 -156.97(15) . . . . ?
C8 N7 C18 C23 22.0(2) . . . . ?
C8 C9 C10 C11 -1.3(3) . . . . ?
C9 C8 C13 C12 0.3(2) . . . . ?
C9 C10 C11 O15 -178.41(16) . . . . ?
C9 C10 C11 C12 0.6(3) . . . . ?
C10 C11 C12 C13 0.6(2) . . . . ?
C11 O15 C16 C26 164.7(3) . . . . ?
C11 O15 C16A C26A -177.2(4) . . . . ?
C11 C12 C13 C8 -1.1(2) . . . . ?
C13 C8 C9 C10 0.9(2) . . . . ?
C16 O15 C11 C10 -170.1(3) . . . . ?
C16 O15 C11 C12 11.0(4) . . . . ?
C16 C26 C27 C30 3.9(11) . . . . ?
C16A O15 C11 C10 -168.3(3) . . . . ?
C16A O15 C11 C12 12.8(4) . . . . ?
C16A C26A C27A C30A -54.4(8) . . . . ?
C17 O14 C1 C2 176.13(12) . . . . ?
C17 O14 C1 C6 -4.8(2) . . . . ?
C17 C28 C29 C31 -179.75(14) . . . . ?
C18 N7 C4 C3 49.7(2) . . . . ?
C18 N7 C4 C5 -132.72(17) . . . . ?
C18 N7 C8 C9 52.4(2) . . . . ?
C18 N7 C8 C13 -127.83(16) . . . . ?
C18 C19 C20 C21 0.3(2) . . . . ?
C19 C18 C23 C22 -0.1(2) . . . . ?
C19 C20 C21 C22 -0.1(2) . . . . ?
C19 C20 C21 C24 179.30(14) . . . . ?
C20 C21 C22 C23 -0.2(2) . . . . ?
C21 C22 C23 C18 0.3(3) . . . . ?
C23 C18 C19 C20 -0.2(2) . . . . ?
C24 C21 C22 C23 -179.59(15) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4 1 5 0.1232 -4.0000 1.0000 5.0000 0.0979 -0.3013 0.6471
1 -5 2 0.1239 1.0000 -5.0000 2.0000 0.1801 -0.5213 -0.3216
3 0 -5 0.0996 3.0000 0.0000 -5.0000 -0.1668 0.3508 -0.4933
-1 5 -3 0.0985 -1.0000 5.0000 -3.0000 -0.2629 0.5628 0.2765
3 2 5 0.0509 3.0000 2.0000 5.0000 0.6885 0.1299 0.0866
-5 2 0 0.1056 -5.0000 2.0000 -0.0000 -0.3849 -0.0442 0.5754
-2 -2 -5 0.0807 -2.0000 -2.0000 -5.0000 -0.6061 -0.0822 -0.1759
1 -3 -5 0.1118 1.0000 -3.0000 -5.0000 -0.3724 -0.0362 -0.5082
-5 0 -4 0.1026 -5.0000 0.0000 -4.0000 -0.7434 -0.0725 0.2661
-5 4 4 0.1377 -5.0000 4.0000 4.0000 -0.0265 -0.0159 0.8848
5 -2 0 0.1420 5.0000 -2.0000 0.0000 0.3849 0.0442 -0.5754
-2 -3 5 0.1504 -2.0000 -3.0000 5.0000 0.2085 -0.5946 0.2105
1 5 -5 0.1033 1.0000 5.0000 -5.0000 -0.2637 0.7413 0.0077
-1 -5 0 0.1099 -1.0000 -5.0000 0.0000 -0.1504 -0.5336 -0.2332
-5 -5 3 0.1250 -5.0000 -5.0000 3.0000 -0.2316 -0.8491 0.2592
-5 0 4 0.1153 -5.0000 -0.0000 4.0000 -0.0809 -0.4047 0.6268
-5 -1 -1 0.0895 -5.0000 -1.0000 -1.0000 -0.5085 -0.2942 0.3368
-4 -5 -5 0.0859 -4.0000 -5.0000 -5.0000 -0.8117 -0.4691 -0.1908
0 -1 -5 0.0909 0.0000 -1.0000 -5.0000 -0.4276 0.1105 -0.2899

_olex2_date_sample_data_collection 2015-06-12
_olex2_date_sample_submission    2015-06-01
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 700+'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in Paratone oil'
_olex2_submission_original_sample_id BuO_DATPA
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_nr15005
_database_code_depnum_ccdc_archive 'CCDC 1574479'
_audit_update_record             
;
2017-09-14 deposited with the CCDC.
2017-12-11 downloaded from the CCDC.
;
_audit_creation_date             2015-06-26
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        iPrO-DATPA
_chemical_formula_moiety         'C52 H52 N2 O4'
_chemical_formula_sum            'C52 H52 N2 O4'
_chemical_formula_weight         768.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C52 H52 N2 O4'
_chemical_oxdiff_usercomment     '@ 120 K iPrO-DATPA'
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                   12.4603(2)
_cell_length_b                   14.8711(4)
_cell_length_c                   24.3863(6)
_cell_angle_alpha                100.569(2)
_cell_angle_beta                 90.6323(17)
_cell_angle_gamma                94.7035(18)
_cell_volume                     4425.56(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19807
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      30.7110
_cell_measurement_theta_min      3.3550
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1640
_exptl_crystal_recrystallization_method 
'The material was recrystallised from benzene by slow evaporation'
_exptl_crystal_size_max          0.5056
_exptl_crystal_size_mid          0.2263
_exptl_crystal_size_min          0.1028
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            88294
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         2.992
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -44.00   61.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.0850   77.0000  -30.0000 210

#__ type_ start__ end____ width___ exp.time_
  2 omega  -87.00   18.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.0850  -77.0000 -120.0000 210

#__ type_ start__ end____ width___ exp.time_
  3 omega  -20.00   27.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.0850  -99.0000  120.0000 94

#__ type_ start__ end____ width___ exp.time_
  4 omega  -83.00   14.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.0850  -57.0000    0.0000 194

#__ type_ start__ end____ width___ exp.time_
  5 omega  -87.00   10.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.0850  -77.0000  120.0000 194

#__ type_ start__ end____ width___ exp.time_
  6 omega  -44.00   61.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.0850   77.0000   90.0000 210

#__ type_ start__ end____ width___ exp.time_
  7 omega  -40.00  -13.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.0850  -77.0000  150.0000 54

#__ type_ start__ end____ width___ exp.time_
  8 omega  -64.00  -37.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.0850  -19.0000   30.0000 54

#__ type_ start__ end____ width___ exp.time_
  9 omega  -87.00  -60.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.0850  -19.0000   90.0000 54

#__ type_ start__ end____ width___ exp.time_
 10 omega   -4.00   76.00   0.5000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       14.6475   38.0000  -90.0000 160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0036263000
_diffrn_orient_matrix_UB_12      0.0418790000
_diffrn_orient_matrix_UB_13      -0.0096311000
_diffrn_orient_matrix_UB_21      0.0566522000
_diffrn_orient_matrix_UB_22      0.0095074000
_diffrn_orient_matrix_UB_23      0.0033585000
_diffrn_orient_matrix_UB_31      0.0064848000
_diffrn_orient_matrix_UB_32      -0.0229619000
_diffrn_orient_matrix_UB_33      -0.0277854000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           0.8
_diffrn_source_voltage           50
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                16792
_reflns_number_total             21939
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_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, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35e (release 07-10-2014 CrysAlis171 .NET)
(compiled Oct  7 2014,17:20:27)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1061
_refine_ls_number_reflns         21939
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0783
_refine_ls_restrained_S_all      1.059
_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)+(0.0845P)²+2.6882P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1920
_refine_ls_wR_factor_ref         0.2062
_refine_special_details          
;

There are three crystallographically unique molecules in the asymmetric unit. Two lie on crystallographic inversion centres while the third lies entirely in general positions.



#===============================================================================
The Following Improvement and Query ALERTS were generated - (Acta-Mode) <<<
#===============================================================================
     Format: alert-number_ALERT_alert-type_alert-level text
 
910_ALERT_3_B Missing # of FCF Reflection(s) Below Th(Min) ...         25 Report

Not significant

#===============================================================================
094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.18 Report
373_ALERT_2_C Long   C(sp)-C(sp)   Bond  C25    -   C50    ...       1.37 Ang.
373_ALERT_2_C Long   C(sp)-C(sp)   Bond  C125   -   C125_a ...       1.38 Ang.
373_ALERT_2_C Long   C(sp)-C(sp)   Bond  C175   -   C175_b ...       1.37 Ang.

Noted, but no action taken.

906_ALERT_3_C Large K value in the Analysis of Variance ......     14.439 Check
906_ALERT_3_C Large K value in the Analysis of Variance ......      2.967 Check
911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600          6 Report


Noted.
#===============================================================================
371_ALERT_2_G Long   C(sp2)-C(sp1) Bond  C21    -   C24    ...       1.43 Ang.
371_ALERT_2_G Long   C(sp2)-C(sp1) Bond  C46    -   C49    ...       1.43 Ang.
371_ALERT_2_G Long   C(sp2)-C(sp1) Bond  C121   -   C124   ...       1.43 Ang.
371_ALERT_2_G Long   C(sp2)-C(sp1) Bond  C171   -   C174   ...       1.43 Ang.
912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600          7 Note



Noted, but no action taken.
#===============================================================================
;


_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C16(H16), C17(H17), C41(H41), C42(H42), C116(H116), C117(H117), C166(H166),
 C167(H167)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C12(H12), C13(H13),
 C19(H19), C20(H20), C22(H22), C23(H23), C27(H27), C28(H28), C30(H30), C31(H31),
  C34(H34), C35(H35), C37(H37), C38(H38), C44(H44), C45(H45), C47(H47),
 C48(H48), C102(H102), C103(H103), C105(H105), C106(H106), C109(H109),
 C110(H110), C112(H112), C113(H113), C119(H119), C120(H120), C122(H122),
 C123(H123), C152(H152), C153(H153), C155(H155), C156(H156), C159(H159),
 C160(H160), C162(H162), C163(H163), C169(H169), C170(H170), C172(H172),
 C173(H173)
2.c Idealised Me refined as rotating group:
 C51(H51A,H51B,H51C), C52(H52A,H52B,H52C), C53(H53A,H53B,H53C), C54(H54A,H54B,
 H54C), C55(H55A,H55B,H55C), C56(H56A,H56B,H56C), C57(H57A,H57B,H57C), C58(H58A,
 H58B,H58C), C126(H12A,H12B,H12C), C127(H12D,H12E,H12F), C128(H12G,H12H,H12I),
 C129(H12J,H12K,H12L), C176(H17A,H17B,H17C), C177(H17D,H17E,H17F), C178(H17G,
 H17H,H17I), C179(H17J,H17K,H17L)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
O14 O 0.03668(15) -0.01360(12) -0.08492(8) 0.0551(4) Uani 1 1 d . . . . .
O15 O 0.18992(17) 0.60854(13) -0.14636(7) 0.0581(5) Uani 1 1 d . . . . .
O39 O 1.17722(12) 0.94804(10) 0.53428(7) 0.0419(4) Uani 1 1 d . . . . .
O40 O 0.91421(14) 0.46615(12) 0.69730(7) 0.0495(4) Uani 1 1 d . . . . .
N7 N 0.16794(17) 0.35585(14) -0.00186(8) 0.0483(5) Uani 1 1 d . . . . .
N32 N 0.89397(14) 0.63100(12) 0.50952(7) 0.0367(4) Uani 1 1 d . . . . .
C1 C 0.0747(2) 0.07524(17) -0.06276(10) 0.0462(5) Uani 1 1 d . . . . .
C2 C 0.1790(2) 0.10205(18) -0.04184(11) 0.0502(6) Uani 1 1 d . . . . .
H2 H 0.2292 0.0575 -0.0410 0.060 Uiso 1 1 calc R . . . .
C3 C 0.2093(2) 0.19448(17) -0.02209(11) 0.0498(6) Uani 1 1 d . . . . .
H3 H 0.2812 0.2128 -0.0089 0.060 Uiso 1 1 calc R . . . .
C4 C 0.1367(2) 0.26046(16) -0.02122(10) 0.0450(5) Uani 1 1 d . . . . .
C5 C 0.0321(2) 0.23263(17) -0.04146(10) 0.0458(5) Uani 1 1 d . . . . .
H5 H -0.0187 0.2770 -0.0413 0.055 Uiso 1 1 calc R . . . .
C6 C 0.0013(2) 0.14109(17) -0.06184(10) 0.0472(5) Uani 1 1 d . . . . .
H6 H -0.0705 0.1230 -0.0753 0.057 Uiso 1 1 calc R . . . .
C8 C 0.1664(2) 0.41601(16) -0.04151(10) 0.0455(5) Uani 1 1 d . . . . .
C9 C 0.1295(2) 0.50291(17) -0.02643(10) 0.0469(5) Uani 1 1 d . . . . .
H9 H 0.0992 0.5201 0.0091 0.056 Uiso 1 1 calc R . . . .
C10 C 0.1365(2) 0.56446(17) -0.06283(10) 0.0489(6) Uani 1 1 d . . . . .
H10 H 0.1117 0.6237 -0.0519 0.059 Uiso 1 1 calc R . . . .
C11 C 0.1799(2) 0.54005(17) -0.11551(10) 0.0485(6) Uani 1 1 d . . . . .
C12 C 0.2099(2) 0.45221(18) -0.13233(11) 0.0548(6) Uani 1 1 d . . . . .
H12 H 0.2346 0.4334 -0.1690 0.066 Uiso 1 1 calc R . . . .
C13 C 0.2038(2) 0.39099(17) -0.09501(11) 0.0541(6) Uani 1 1 d . . . . .
H13 H 0.2259 0.3309 -0.1066 0.065 Uiso 1 1 calc R . . . .
C16 C 0.2498(2) 0.59440(19) -0.19751(11) 0.0539(6) Uani 1 1 d . . . . .
H16 H 0.3052 0.5504 -0.1947 0.065 Uiso 1 1 calc R . . . .
C17 C 0.1118(2) -0.08346(18) -0.09178(12) 0.0557(7) Uani 1 1 d . . . . .
H17 H 0.1567 -0.0766 -0.0568 0.067 Uiso 1 1 calc R . . . .
C18 C 0.23415(19) 0.38265(16) 0.04656(9) 0.0421(5) Uani 1 1 d . . . . .
C19 C 0.2257(2) 0.33209(17) 0.08976(10) 0.0487(6) Uani 1 1 d . . . . .
H19 H 0.1745 0.2802 0.0863 0.058 Uiso 1 1 calc R . . . .
C20 C 0.2905(2) 0.35655(17) 0.13724(10) 0.0469(5) Uani 1 1 d . . . . .
H20 H 0.2849 0.3205 0.1656 0.056 Uiso 1 1 calc R . . . .
C21 C 0.36431(18) 0.43379(16) 0.14398(9) 0.0416(5) Uani 1 1 d . . . . .
C22 C 0.37151(19) 0.48499(16) 0.10136(10) 0.0421(5) Uani 1 1 d . . . . .
H22 H 0.4208 0.5382 0.1055 0.050 Uiso 1 1 calc R . . . .
C23 C 0.30819(18) 0.45971(15) 0.05323(9) 0.0407(5) Uani 1 1 d . . . . .
H23 H 0.3151 0.4950 0.0245 0.049 Uiso 1 1 calc R . . . .
C24 C 0.43031(19) 0.46070(16) 0.19360(10) 0.0430(5) Uani 1 1 d . . . . .
C25 C 0.48470(19) 0.48489(16) 0.23578(10) 0.0428(5) Uani 1 1 d . . . . .
C26 C 1.10285(16) 0.87374(14) 0.52995(9) 0.0348(4) Uani 1 1 d . . . . .
C27 C 1.11538(17) 0.80225(15) 0.48534(9) 0.0368(4) Uani 1 1 d . . . . .
H27 H 1.1710 0.8084 0.4596 0.044 Uiso 1 1 calc R . . . .
C28 C 1.04742(17) 0.72248(15) 0.47837(9) 0.0369(4) Uani 1 1 d . . . . .
H28 H 1.0571 0.6737 0.4482 0.044 Uiso 1 1 calc R . . . .
C29 C 0.96491(17) 0.71348(14) 0.51543(9) 0.0349(4) Uani 1 1 d . . . . .
C30 C 0.95192(17) 0.78491(15) 0.55913(9) 0.0364(4) Uani 1 1 d . . . . .
H30 H 0.8954 0.7790 0.5844 0.044 Uiso 1 1 calc R . . . .
C31 C 1.01983(17) 0.86514(15) 0.56684(9) 0.0358(4) Uani 1 1 d . . . . .
H31 H 1.0098 0.9138 0.5970 0.043 Uiso 1 1 calc R . . . .
C33 C 0.89295(17) 0.58358(14) 0.55558(9) 0.0352(4) Uani 1 1 d . . . . .
C34 C 0.79996(18) 0.56638(15) 0.58391(9) 0.0385(5) Uani 1 1 d . . . . .
H34 H 0.7333 0.5831 0.5712 0.046 Uiso 1 1 calc R . . . .
C35 C 0.80262(18) 0.52510(15) 0.63051(10) 0.0408(5) Uani 1 1 d . . . . .
H35 H 0.7379 0.5125 0.6490 0.049 Uiso 1 1 calc R . . . .
C36 C 0.90038(19) 0.50216(14) 0.65016(9) 0.0389(5) Uani 1 1 d . . . . .
C37 C 0.99353(18) 0.51773(15) 0.62139(9) 0.0387(5) Uani 1 1 d . . . . .
H37 H 1.0602 0.5009 0.6339 0.046 Uiso 1 1 calc R . . . .
C38 C 0.98957(17) 0.55764(15) 0.57456(9) 0.0366(4) Uani 1 1 d . . . . .
H38 H 1.0537 0.5675 0.5550 0.044 Uiso 1 1 calc R . . . .
C41 C 0.8317(2) 0.47171(18) 0.73897(10) 0.0497(6) Uani 1 1 d . . . . .
H41 H 0.7907 0.5263 0.7374 0.060 Uiso 1 1 calc R . . . .
C42 C 1.17233(18) 1.02190(15) 0.58160(10) 0.0412(5) Uani 1 1 d . . . . .
H42 H 1.1565 0.9959 0.6159 0.049 Uiso 1 1 calc R . . . .
C43 C 0.81972(16) 0.60840(15) 0.46532(9) 0.0355(4) Uani 1 1 d . . . . .
C44 C 0.80115(18) 0.67117(16) 0.43071(9) 0.0405(5) Uani 1 1 d . . . . .
H44 H 0.8378 0.7309 0.4387 0.049 Uiso 1 1 calc R . . . .
C45 C 0.73076(18) 0.64819(17) 0.38529(10) 0.0432(5) Uani 1 1 d . . . . .
H45 H 0.7188 0.6925 0.3628 0.052 Uiso 1 1 calc R . . . .
C46 C 0.67689(17) 0.56050(16) 0.37197(9) 0.0406(5) Uani 1 1 d . . . . .
C47 C 0.69357(17) 0.49794(16) 0.40716(9) 0.0401(5) Uani 1 1 d . . . . .
H47 H 0.6565 0.4384 0.3992 0.048 Uiso 1 1 calc R . . . .
C48 C 0.76273(17) 0.52111(15) 0.45315(9) 0.0370(4) Uani 1 1 d . . . . .
H48 H 0.7719 0.4779 0.4767 0.044 Uiso 1 1 calc R . . . .
C49 C 0.60582(19) 0.53575(17) 0.32408(10) 0.0436(5) Uani 1 1 d . . . . .
C50 C 0.54825(19) 0.51270(16) 0.28315(10) 0.0437(5) Uani 1 1 d . . . . .
C51 C 0.1739(2) 0.5555(2) -0.24585(12) 0.0666(8) Uani 1 1 d . . . . .
H51A H 0.1430 0.4945 -0.2416 0.100 Uiso 1 1 calc GR . . . .
H51B H 0.2133 0.5505 -0.2807 0.100 Uiso 1 1 calc GR . . . .
H51C H 0.1160 0.5960 -0.2468 0.100 Uiso 1 1 calc GR . . . .
C52 C 0.3054(3) 0.6870(2) -0.20177(13) 0.0710(8) Uani 1 1 d . . . . .
H52A H 0.2513 0.7301 -0.2051 0.106 Uiso 1 1 calc GR . . . .
H52B H 0.3505 0.6808 -0.2347 0.106 Uiso 1 1 calc GR . . . .
H52C H 0.3507 0.7103 -0.1682 0.106 Uiso 1 1 calc GR . . . .
C53 C 0.1851(3) -0.0745(2) -0.14008(13) 0.0673(8) Uani 1 1 d . . . . .
H53A H 0.1417 -0.0821 -0.1746 0.101 Uiso 1 1 calc GR . . . .
H53B H 0.2361 -0.1219 -0.1437 0.101 Uiso 1 1 calc GR . . . .
H53C H 0.2248 -0.0137 -0.1331 0.101 Uiso 1 1 calc GR . . . .
C54 C 0.0449(3) -0.1749(2) -0.10080(16) 0.0750(9) Uani 1 1 d . . . . .
H54A H -0.0049 -0.1759 -0.0701 0.112 Uiso 1 1 calc GR . . . .
H54B H 0.0924 -0.2245 -0.1020 0.112 Uiso 1 1 calc GR . . . .
H54C H 0.0038 -0.1835 -0.1361 0.112 Uiso 1 1 calc GR . . . .
C55 C 0.8917(2) 0.4855(2) 0.79474(11) 0.0587(7) Uani 1 1 d . . . . .
H55A H 0.9400 0.4366 0.7944 0.088 Uiso 1 1 calc GR . . . .
H55B H 0.8399 0.4836 0.8245 0.088 Uiso 1 1 calc GR . . . .
H55C H 0.9340 0.5452 0.8014 0.088 Uiso 1 1 calc GR . . . .
C56 C 0.7556(2) 0.38614(19) 0.72757(13) 0.0586(7) Uani 1 1 d . . . . .
H56A H 0.7247 0.3782 0.6897 0.088 Uiso 1 1 calc GR . . . .
H56B H 0.6977 0.3916 0.7546 0.088 Uiso 1 1 calc GR . . . .
H56C H 0.7949 0.3329 0.7310 0.088 Uiso 1 1 calc GR . . . .
C57 C 1.08528(19) 1.08308(16) 0.57160(10) 0.0446(5) Uani 1 1 d . . . . .
H57A H 1.1020 1.1098 0.5385 0.067 Uiso 1 1 calc GR . . . .
H57B H 1.0820 1.1323 0.6041 0.067 Uiso 1 1 calc GR . . . .
H57C H 1.0156 1.0466 0.5657 0.067 Uiso 1 1 calc GR . . . .
C58 C 1.2834(2) 1.07295(19) 0.58757(13) 0.0580(7) Uani 1 1 d . . . . .
H58A H 1.3371 1.0308 0.5933 0.087 Uiso 1 1 calc GR . . . .
H58B H 1.2855 1.1237 0.6196 0.087 Uiso 1 1 calc GR . . . .
H58C H 1.2993 1.0974 0.5536 0.087 Uiso 1 1 calc GR . . . .
O114 O 0.49524(12) 0.65545(11) 0.54942(6) 0.0436(4) Uani 1 1 d . . . . .
O115 O 1.20152(12) 0.88322(11) 0.69138(7) 0.0450(4) Uani 1 1 d . . . . .
N107 N 0.76569(14) 0.81292(13) 0.73261(7) 0.0393(4) Uani 1 1 d . . . . .
C101 C 0.56477(17) 0.69866(15) 0.59179(9) 0.0382(5) Uani 1 1 d . . . . .
C102 C 0.56351(17) 0.65840(15) 0.63895(9) 0.0374(4) Uani 1 1 d . . . . .
H102 H 0.5165 0.6050 0.6397 0.045 Uiso 1 1 calc R . . . .
C103 C 0.63002(17) 0.69516(15) 0.68489(9) 0.0380(5) Uani 1 1 d . . . . .
H103 H 0.6293 0.6663 0.7166 0.046 Uiso 1 1 calc R . . . .
C104 C 0.69761(17) 0.77397(15) 0.68466(9) 0.0364(4) Uani 1 1 d . . . . .
C105 C 0.69886(18) 0.81385(16) 0.63770(10) 0.0419(5) Uani 1 1 d . . . . .
H105 H 0.7443 0.8683 0.6375 0.050 Uiso 1 1 calc R . . . .
C106 C 0.63459(18) 0.77572(17) 0.59066(10) 0.0438(5) Uani 1 1 d . . . . .
H106 H 0.6387 0.8024 0.5581 0.053 Uiso 1 1 calc R . . . .
C108 C 0.87863(17) 0.82907(15) 0.72360(8) 0.0355(4) Uani 1 1 d . . . . .
C109 C 0.92781(17) 0.91801(15) 0.73066(8) 0.0367(4) Uani 1 1 d . . . . .
H109 H 0.8871 0.9688 0.7430 0.044 Uiso 1 1 calc R . . . .
C110 C 1.03556(17) 0.93250(15) 0.71972(9) 0.0368(4) Uani 1 1 d . . . . .
H110 H 1.0688 0.9934 0.7247 0.044 Uiso 1 1 calc R . . . .
C111 C 1.09627(17) 0.85833(15) 0.70139(8) 0.0364(4) Uani 1 1 d . . . . .
C112 C 1.04795(18) 0.76980(15) 0.69461(9) 0.0406(5) Uani 1 1 d . . . . .
H112 H 1.0886 0.7189 0.6822 0.049 Uiso 1 1 calc R . . . .
C113 C 0.93914(19) 0.75567(15) 0.70607(9) 0.0406(5) Uani 1 1 d . . . . .
H113 H 0.9061 0.6948 0.7018 0.049 Uiso 1 1 calc R . . . .
C116 C 1.27456(19) 0.81286(17) 0.67389(10) 0.0460(5) Uani 1 1 d . . . . .
H116 H 1.2626 0.7628 0.6961 0.055 Uiso 1 1 calc R . . . .
C117 C 0.5034(2) 0.67758(18) 0.49417(10) 0.0485(6) Uani 1 1 d . . . . .
H117 H 0.5809 0.6871 0.4847 0.058 Uiso 1 1 calc R . . . .
C118 C 0.72096(18) 0.84869(15) 0.78328(9) 0.0392(5) Uani 1 1 d . . . . .
C119 C 0.6098(2) 0.85490(19) 0.78708(11) 0.0511(6) Uani 1 1 d . . . . .
H119 H 0.5646 0.8368 0.7546 0.061 Uiso 1 1 calc R . . . .
C120 C 0.5652(2) 0.8872(2) 0.83773(12) 0.0582(7) Uani 1 1 d . . . . .
H120 H 0.4895 0.8902 0.8396 0.070 Uiso 1 1 calc R . . . .
C121 C 0.6286(2) 0.91544(17) 0.88611(10) 0.0530(6) Uani 1 1 d . . . . .
C122 C 0.7392(2) 0.91068(17) 0.88233(10) 0.0481(6) Uani 1 1 d . . . . .
H122 H 0.7841 0.9301 0.9148 0.058 Uiso 1 1 calc R . . . .
C123 C 0.7848(2) 0.87784(16) 0.83173(9) 0.0419(5) Uani 1 1 d . . . . .
H123 H 0.8606 0.8751 0.8300 0.050 Uiso 1 1 calc R . . . .
C124 C 0.5781(3) 0.95096(19) 0.93719(11) 0.0609(7) Uani 1 1 d . . . . .
C125 C 0.5288(3) 0.9822(2) 0.97707(12) 0.0652(8) Uani 1 1 d . . . . .
C126 C 1.2598(2) 0.77377(19) 0.61283(11) 0.0527(6) Uani 1 1 d . . . . .
H12A H 1.1858 0.7463 0.6051 0.079 Uiso 1 1 calc GR . . . .
H12B H 1.3101 0.7266 0.6022 0.079 Uiso 1 1 calc GR . . . .
H12C H 1.2741 0.8228 0.5913 0.079 Uiso 1 1 calc GR . . . .
C127 C 1.3856(2) 0.8623(3) 0.68750(15) 0.0755(10) Uani 1 1 d . . . . .
H12D H 1.3976 0.9101 0.6649 0.113 Uiso 1 1 calc GR . . . .
H12E H 1.4403 0.8183 0.6793 0.113 Uiso 1 1 calc GR . . . .
H12F H 1.3908 0.8905 0.7272 0.113 Uiso 1 1 calc GR . . . .
C128 C 0.4494(2) 0.5949(2) 0.45495(11) 0.0583(7) Uani 1 1 d . . . . .
H12G H 0.4844 0.5399 0.4593 0.087 Uiso 1 1 calc GR . . . .
H12H H 0.4557 0.6045 0.4164 0.087 Uiso 1 1 calc GR . . . .
H12I H 0.3731 0.5870 0.4638 0.087 Uiso 1 1 calc GR . . . .
C129 C 0.4484(3) 0.7619(2) 0.49160(13) 0.0652(7) Uani 1 1 d . . . . .
H12J H 0.3705 0.7486 0.4942 0.098 Uiso 1 1 calc GR . . . .
H12K H 0.4640 0.7819 0.4562 0.098 Uiso 1 1 calc GR . . . .
H12L H 0.4745 0.8106 0.5227 0.098 Uiso 1 1 calc GR . . . .
O164 O 1.28514(13) 1.25334(13) 0.76866(8) 0.0545(4) Uani 1 1 d . . . . .
O165 O 0.65009(16) 1.29235(13) 0.96273(8) 0.0590(5) Uani 1 1 d . . . . .
N157 N 0.84265(14) 1.15178(13) 0.76249(7) 0.0367(4) Uani 1 1 d . . . . .
C151 C 1.17796(18) 1.22280(16) 0.76827(10) 0.0425(5) Uani 1 1 d . . . . .
C152 C 1.11256(19) 1.25478(17) 0.73072(10) 0.0459(5) Uani 1 1 d . . . . .
H152 H 1.1436 1.2935 0.7071 0.055 Uiso 1 1 calc R . . . .
C153 C 1.00293(18) 1.23086(16) 0.72742(9) 0.0423(5) Uani 1 1 d . . . . .
H153 H 0.9590 1.2530 0.7016 0.051 Uiso 1 1 calc R . . . .
C154 C 0.95683(17) 1.17430(15) 0.76194(9) 0.0362(4) Uani 1 1 d . . . . .
C155 C 1.02216(18) 1.14270(15) 0.79929(9) 0.0377(5) Uani 1 1 d . . . . .
H155 H 0.9911 1.1037 0.8227 0.045 Uiso 1 1 calc R . . . .
C156 C 1.13260(18) 1.16714(15) 0.80306(9) 0.0406(5) Uani 1 1 d . . . . .
H156 H 1.1764 1.1458 0.8293 0.049 Uiso 1 1 calc R . . . .
C158 C 0.79258(17) 1.18291(15) 0.81466(8) 0.0361(4) Uani 1 1 d . . . . .
C159 C 0.71849(19) 1.12690(16) 0.83723(10) 0.0437(5) Uani 1 1 d . . . . .
H159 H 0.7005 1.0655 0.8186 0.052 Uiso 1 1 calc R . . . .
C160 C 0.6696(2) 1.16035(18) 0.88753(10) 0.0480(6) Uani 1 1 d . . . . .
H160 H 0.6181 1.1219 0.9029 0.058 Uiso 1 1 calc R . . . .
C161 C 0.6968(2) 1.24971(17) 0.91479(10) 0.0465(5) Uani 1 1 d . . . . .
C162 C 0.7736(2) 1.30417(17) 0.89343(10) 0.0470(5) Uani 1 1 d . . . . .
H162 H 0.7941 1.3647 0.9129 0.056 Uiso 1 1 calc R . . . .
C163 C 0.82107(19) 1.27123(16) 0.84387(9) 0.0422(5) Uani 1 1 d . . . . .
H163 H 0.8741 1.3095 0.8294 0.051 Uiso 1 1 calc R . . . .
C166 C 0.5970(2) 1.2379(2) 0.99873(11) 0.0549(6) Uani 1 1 d . . . . .
H166 H 0.5461 1.1890 0.9764 0.066 Uiso 1 1 calc R . . . .
C167 C 1.36147(19) 1.21674(18) 0.80141(12) 0.0527(6) Uani 1 1 d . . . . .
H167 H 1.3332 1.2164 0.8396 0.063 Uiso 1 1 calc R . . . .
C168 C 0.78139(16) 1.12404(15) 0.71285(9) 0.0352(4) Uani 1 1 d . . . . .
C169 C 0.82866(17) 1.08210(15) 0.66367(9) 0.0354(4) Uani 1 1 d . . . . .
H169 H 0.9034 1.0735 0.6640 0.043 Uiso 1 1 calc R . . . .
C170 C 0.76809(17) 1.05316(15) 0.61486(9) 0.0372(4) Uani 1 1 d . . . . .
H170 H 0.8020 1.0258 0.5820 0.045 Uiso 1 1 calc R . . . .
C171 C 0.65798(18) 1.06344(16) 0.61313(9) 0.0401(5) Uani 1 1 d . . . . .
C172 C 0.61121(19) 1.10533(18) 0.66210(10) 0.0476(6) Uani 1 1 d . . . . .
H172 H 0.5364 1.1134 0.6618 0.057 Uiso 1 1 calc R . . . .
C173 C 0.67125(18) 1.13524(17) 0.71086(10) 0.0446(5) Uani 1 1 d . . . . .
H173 H 0.6373 1.1638 0.7434 0.054 Uiso 1 1 calc R . . . .
C174 C 0.59308(19) 1.03368(17) 0.56338(10) 0.0442(5) Uani 1 1 d . . . . .
C175 C 0.53353(19) 1.01151(17) 0.52314(10) 0.0446(5) Uani 1 1 d . . . . .
C176 C 0.5355(3) 1.3019(2) 1.03939(13) 0.0732(9) Uani 1 1 d . . . . .
H17A H 0.5861 1.3482 1.0622 0.110 Uiso 1 1 calc GR . . . .
H17B H 0.4944 1.2668 1.0636 0.110 Uiso 1 1 calc GR . . . .
H17C H 0.4859 1.3324 1.0188 0.110 Uiso 1 1 calc GR . . . .
C177 C 0.6806(3) 1.1948(2) 1.02827(12) 0.0647(7) Uani 1 1 d . . . . .
H17D H 0.7230 1.1574 1.0006 0.097 Uiso 1 1 calc GR . . . .
H17E H 0.6447 1.1558 1.0521 0.097 Uiso 1 1 calc GR . . . .
H17F H 0.7284 1.2431 1.0513 0.097 Uiso 1 1 calc GR . . . .
C178 C 1.4619(2) 1.2835(2) 0.80516(16) 0.0709(9) Uani 1 1 d . . . . .
H17G H 1.4867 1.2867 0.7675 0.106 Uiso 1 1 calc GR . . . .
H17H H 1.5188 1.2623 0.8265 0.106 Uiso 1 1 calc GR . . . .
H17I H 1.4449 1.3446 0.8239 0.106 Uiso 1 1 calc GR . . . .
C179 C 1.3826(2) 1.1200(2) 0.77395(16) 0.0707(9) Uani 1 1 d . . . . .
H17J H 1.3156 1.0799 0.7716 0.106 Uiso 1 1 calc GR . . . .
H17K H 1.4368 1.0972 0.7961 0.106 Uiso 1 1 calc GR . . . .
H17L H 1.4092 1.1204 0.7363 0.106 Uiso 1 1 calc GR . . . .


_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
O14 C1 1.375(3) . ?
O14 C17 1.444(3) . ?
O15 C11 1.371(3) . ?
O15 C16 1.451(3) . ?
O39 C26 1.370(3) . ?
O39 C42 1.445(3) . ?
O40 C36 1.369(3) . ?
O40 C41 1.450(3) . ?
N7 C4 1.431(3) . ?
N7 C8 1.434(3) . ?
N7 C18 1.409(3) . ?
N32 C29 1.436(3) . ?
N32 C33 1.431(3) . ?
N32 C43 1.387(3) . ?
C1 C2 1.391(3) . ?
C1 C6 1.391(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.390(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(4) . ?
C4 C5 1.391(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.382(3) . ?
C6 H6 0.9500 . ?
C8 C9 1.394(3) . ?
C8 C13 1.386(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.396(4) . ?
C11 C12 1.379(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.399(4) . ?
C13 H13 0.9500 . ?
C16 H16 1.0000 . ?
C16 C51 1.501(4) . ?
C16 C52 1.512(4) . ?
C17 H17 1.0000 . ?
C17 C53 1.516(4) . ?
C17 C54 1.515(4) . ?
C18 C19 1.402(3) . ?
C18 C23 1.395(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.379(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.395(3) . ?
C21 C22 1.396(3) . ?
C21 C24 1.431(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.382(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.206(3) . ?
C25 C50 1.372(3) . ?
C26 C27 1.394(3) . ?
C26 C31 1.392(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.391(3) . ?
C29 C30 1.381(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.387(3) . ?
C31 H31 0.9500 . ?
C33 C34 1.385(3) . ?
C33 C38 1.394(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.388(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.395(3) . ?
C36 C37 1.388(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.382(3) . ?
C38 H38 0.9500 . ?
C41 H41 1.0000 . ?
C41 C55 1.517(4) . ?
C41 C56 1.504(4) . ?
C42 H42 1.0000 . ?
C42 C57 1.517(3) . ?
C42 C58 1.515(3) . ?
C43 C44 1.399(3) . ?
C43 C48 1.407(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.380(3) . ?
C45 H45 0.9500 . ?
C45 C46 1.397(3) . ?
C46 C47 1.402(3) . ?
C46 C49 1.432(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.381(3) . ?
C48 H48 0.9500 . ?
C49 C50 1.203(3) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
O114 C101 1.370(3) . ?
O114 C117 1.447(3) . ?
O115 C111 1.370(3) . ?
O115 C116 1.451(3) . ?
N107 C104 1.439(3) . ?
N107 C108 1.434(3) . ?
N107 C118 1.394(3) . ?
C101 C102 1.390(3) . ?
C101 C106 1.385(3) . ?
C102 H102 0.9500 . ?
C102 C103 1.386(3) . ?
C103 H103 0.9500 . ?
C103 C104 1.387(3) . ?
C104 C105 1.383(3) . ?
C105 H105 0.9500 . ?
C105 C106 1.395(3) . ?
C106 H106 0.9500 . ?
C108 C109 1.391(3) . ?
C108 C113 1.383(3) . ?
C109 H109 0.9500 . ?
C109 C110 1.379(3) . ?
C110 H110 0.9500 . ?
C110 C111 1.397(3) . ?
C111 C112 1.382(3) . ?
C112 H112 0.9500 . ?
C112 C113 1.394(3) . ?
C113 H113 0.9500 . ?
C116 H116 1.0000 . ?
C116 C126 1.499(4) . ?
C116 C127 1.517(4) . ?
C117 H117 1.0000 . ?
C117 C128 1.516(4) . ?
C117 C129 1.488(4) . ?
C118 C119 1.399(3) . ?
C118 C123 1.397(3) . ?
C119 H119 0.9500 . ?
C119 C120 1.380(3) . ?
C120 H120 0.9500 . ?
C120 C121 1.391(4) . ?
C121 C122 1.389(4) . ?
C121 C124 1.434(3) . ?
C122 H122 0.9500 . ?
C122 C123 1.387(3) . ?
C123 H123 0.9500 . ?
C124 C125 1.198(4) . ?
C125 C125 1.382(5) 2_677 ?
C126 H12A 0.9800 . ?
C126 H12B 0.9800 . ?
C126 H12C 0.9800 . ?
C127 H12D 0.9800 . ?
C127 H12E 0.9800 . ?
C127 H12F 0.9800 . ?
C128 H12G 0.9800 . ?
C128 H12H 0.9800 . ?
C128 H12I 0.9800 . ?
C129 H12J 0.9800 . ?
C129 H12K 0.9800 . ?
C129 H12L 0.9800 . ?
O164 C151 1.374(3) . ?
O164 C167 1.437(3) . ?
O165 C161 1.382(3) . ?
O165 C166 1.431(3) . ?
N157 C154 1.435(3) . ?
N157 C158 1.439(3) . ?
N157 C168 1.401(3) . ?
C151 C152 1.391(3) . ?
C151 C156 1.384(3) . ?
C152 H152 0.9500 . ?
C152 C153 1.381(3) . ?
C153 H153 0.9500 . ?
C153 C154 1.392(3) . ?
C154 C155 1.384(3) . ?
C155 H155 0.9500 . ?
C155 C156 1.392(3) . ?
C156 H156 0.9500 . ?
C158 C159 1.379(3) . ?
C158 C163 1.390(3) . ?
C159 H159 0.9500 . ?
C159 C160 1.402(3) . ?
C160 H160 0.9500 . ?
C160 C161 1.385(4) . ?
C161 C162 1.372(4) . ?
C162 H162 0.9500 . ?
C162 C163 1.377(3) . ?
C163 H163 0.9500 . ?
C166 H166 1.0000 . ?
C166 C176 1.505(4) . ?
C166 C177 1.510(4) . ?
C167 H167 1.0000 . ?
C167 C178 1.523(4) . ?
C167 C179 1.516(4) . ?
C168 C169 1.406(3) . ?
C168 C173 1.397(3) . ?
C169 H169 0.9500 . ?
C169 C170 1.382(3) . ?
C170 H170 0.9500 . ?
C170 C171 1.394(3) . ?
C171 C172 1.399(3) . ?
C171 C174 1.430(3) . ?
C172 H172 0.9500 . ?
C172 C173 1.379(3) . ?
C173 H173 0.9500 . ?
C174 C175 1.203(3) . ?
C175 C175 1.371(5) 2_676 ?
C176 H17A 0.9800 . ?
C176 H17B 0.9800 . ?
C176 H17C 0.9800 . ?
C177 H17D 0.9800 . ?
C177 H17E 0.9800 . ?
C177 H17F 0.9800 . ?
C178 H17G 0.9800 . ?
C178 H17H 0.9800 . ?
C178 H17I 0.9800 . ?
C179 H17J 0.9800 . ?
C179 H17K 0.9800 . ?
C179 H17L 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 O14 C17 118.3(2) . . ?
C11 O15 C16 119.1(2) . . ?
C26 O39 C42 118.14(17) . . ?
C36 O40 C41 120.03(18) . . ?
C4 N7 C8 117.82(19) . . ?
C18 N7 C4 119.22(19) . . ?
C18 N7 C8 118.85(19) . . ?
C33 N32 C29 116.19(16) . . ?
C43 N32 C29 120.29(17) . . ?
C43 N32 C33 122.77(17) . . ?
O14 C1 C2 124.7(2) . . ?
O14 C1 C6 115.9(2) . . ?
C2 C1 C6 119.4(2) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.5(2) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 N7 121.6(2) . . ?
C3 C4 C5 118.6(2) . . ?
C5 C4 N7 119.8(2) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.5(2) . . ?
C5 C6 H6 119.8 . . ?
C9 C8 N7 120.3(2) . . ?
C13 C8 N7 121.5(2) . . ?
C13 C8 C9 118.2(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.7(2) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.5(2) . . ?
C11 C10 H10 119.8 . . ?
O15 C11 C10 115.3(2) . . ?
O15 C11 C12 125.3(2) . . ?
C12 C11 C10 119.4(2) . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.6(2) . . ?
C13 C12 H12 120.2 . . ?
C8 C13 C12 121.5(2) . . ?
C8 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
O15 C16 H16 109.3 . . ?
O15 C16 C51 109.5(2) . . ?
O15 C16 C52 106.0(2) . . ?
C51 C16 H16 109.3 . . ?
C51 C16 C52 113.3(3) . . ?
C52 C16 H16 109.3 . . ?
O14 C17 H17 109.1 . . ?
O14 C17 C53 110.7(2) . . ?
O14 C17 C54 106.4(2) . . ?
C53 C17 H17 109.1 . . ?
C54 C17 H17 109.1 . . ?
C54 C17 C53 112.3(3) . . ?
C19 C18 N7 120.0(2) . . ?
C23 C18 N7 121.5(2) . . ?
C23 C18 C19 118.4(2) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 121.0(2) . . ?
C20 C19 H19 119.5 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 C22 118.4(2) . . ?
C20 C21 C24 120.9(2) . . ?
C22 C21 C24 120.6(2) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.2(2) . . ?
C23 C22 H22 119.4 . . ?
C18 C23 H23 119.8 . . ?
C22 C23 C18 120.4(2) . . ?
C22 C23 H23 119.8 . . ?
C25 C24 C21 178.7(3) . . ?
C24 C25 C50 178.9(3) . . ?
O39 C26 C27 115.61(18) . . ?
O39 C26 C31 124.83(19) . . ?
C31 C26 C27 119.54(19) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.40(19) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.14(19) . . ?
C29 C28 H28 119.9 . . ?
C28 C29 N32 121.28(19) . . ?
C30 C29 N32 119.44(19) . . ?
C30 C29 C28 119.27(19) . . ?
C29 C30 H30 119.4 . . ?
C29 C30 C31 121.24(19) . . ?
C31 C30 H30 119.4 . . ?
C26 C31 H31 120.3 . . ?
C30 C31 C26 119.40(19) . . ?
C30 C31 H31 120.3 . . ?
C34 C33 N32 122.32(19) . . ?
C34 C33 C38 118.5(2) . . ?
C38 C33 N32 119.11(19) . . ?
C33 C34 H34 119.5 . . ?
C33 C34 C35 121.0(2) . . ?
C35 C34 H34 119.5 . . ?
C34 C35 H35 120.0 . . ?
C34 C35 C36 119.9(2) . . ?
C36 C35 H35 120.0 . . ?
O40 C36 C35 125.3(2) . . ?
O40 C36 C37 115.4(2) . . ?
C37 C36 C35 119.3(2) . . ?
C36 C37 H37 119.9 . . ?
C38 C37 C36 120.2(2) . . ?
C38 C37 H37 119.9 . . ?
C33 C38 H38 119.5 . . ?
C37 C38 C33 121.0(2) . . ?
C37 C38 H38 119.5 . . ?
O40 C41 H41 109.3 . . ?
O40 C41 C55 105.5(2) . . ?
O40 C41 C56 109.7(2) . . ?
C55 C41 H41 109.3 . . ?
C56 C41 H41 109.3 . . ?
C56 C41 C55 113.5(2) . . ?
O39 C42 H42 109.6 . . ?
O39 C42 C57 110.18(18) . . ?
O39 C42 C58 105.61(19) . . ?
C57 C42 H42 109.6 . . ?
C58 C42 H42 109.6 . . ?
C58 C42 C57 112.1(2) . . ?
N32 C43 C44 120.86(19) . . ?
N32 C43 C48 121.11(19) . . ?
C44 C43 C48 118.0(2) . . ?
C43 C44 H44 119.3 . . ?
C45 C44 C43 121.4(2) . . ?
C45 C44 H44 119.3 . . ?
C44 C45 H45 119.6 . . ?
C44 C45 C46 120.7(2) . . ?
C46 C45 H45 119.6 . . ?
C45 C46 C47 118.1(2) . . ?
C45 C46 C49 120.8(2) . . ?
C47 C46 C49 121.0(2) . . ?
C46 C47 H47 119.3 . . ?
C48 C47 C46 121.3(2) . . ?
C48 C47 H47 119.3 . . ?
C43 C48 H48 119.8 . . ?
C47 C48 C43 120.4(2) . . ?
C47 C48 H48 119.8 . . ?
C50 C49 C46 177.8(3) . . ?
C49 C50 C25 178.4(3) . . ?
C16 C51 H51A 109.5 . . ?
C16 C51 H51B 109.5 . . ?
C16 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C16 C52 H52A 109.5 . . ?
C16 C52 H52B 109.5 . . ?
C16 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C17 C53 H53A 109.5 . . ?
C17 C53 H53B 109.5 . . ?
C17 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C17 C54 H54A 109.5 . . ?
C17 C54 H54B 109.5 . . ?
C17 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C41 C55 H55A 109.5 . . ?
C41 C55 H55B 109.5 . . ?
C41 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C41 C56 H56A 109.5 . . ?
C41 C56 H56B 109.5 . . ?
C41 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C42 C57 H57A 109.5 . . ?
C42 C57 H57B 109.5 . . ?
C42 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C42 C58 H58A 109.5 . . ?
C42 C58 H58B 109.5 . . ?
C42 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C101 O114 C117 120.73(17) . . ?
C111 O115 C116 119.73(18) . . ?
C108 N107 C104 117.34(16) . . ?
C118 N107 C104 120.55(18) . . ?
C118 N107 C108 121.09(18) . . ?
O114 C101 C102 114.85(19) . . ?
O114 C101 C106 125.8(2) . . ?
C106 C101 C102 119.3(2) . . ?
C101 C102 H102 119.6 . . ?
C103 C102 C101 120.8(2) . . ?
C103 C102 H102 119.6 . . ?
C102 C103 H103 119.9 . . ?
C102 C103 C104 120.1(2) . . ?
C104 C103 H103 119.9 . . ?
C103 C104 N107 120.2(2) . . ?
C105 C104 N107 120.8(2) . . ?
C105 C104 C103 119.0(2) . . ?
C104 C105 H105 119.4 . . ?
C104 C105 C106 121.2(2) . . ?
C106 C105 H105 119.4 . . ?
C101 C106 C105 119.5(2) . . ?
C101 C106 H106 120.3 . . ?
C105 C106 H106 120.3 . . ?
C109 C108 N107 120.81(19) . . ?
C113 C108 N107 119.8(2) . . ?
C113 C108 C109 119.3(2) . . ?
C108 C109 H109 119.9 . . ?
C110 C109 C108 120.11(19) . . ?
C110 C109 H109 119.9 . . ?
C109 C110 H110 119.8 . . ?
C109 C110 C111 120.5(2) . . ?
C111 C110 H110 119.8 . . ?
O115 C111 C110 113.98(19) . . ?
O115 C111 C112 126.39(19) . . ?
C112 C111 C110 119.6(2) . . ?
C111 C112 H112 120.2 . . ?
C111 C112 C113 119.6(2) . . ?
C113 C112 H112 120.2 . . ?
C108 C113 C112 120.9(2) . . ?
C108 C113 H113 119.6 . . ?
C112 C113 H113 119.6 . . ?
O115 C116 H116 109.9 . . ?
O115 C116 C126 111.20(19) . . ?
O115 C116 C127 104.1(2) . . ?
C126 C116 H116 109.9 . . ?
C126 C116 C127 111.6(2) . . ?
C127 C116 H116 109.9 . . ?
O114 C117 H117 109.9 . . ?
O114 C117 C128 105.6(2) . . ?
O114 C117 C129 110.0(2) . . ?
C128 C117 H117 109.9 . . ?
C129 C117 H117 109.9 . . ?
C129 C117 C128 111.3(2) . . ?
N107 C118 C119 120.5(2) . . ?
N107 C118 C123 121.4(2) . . ?
C123 C118 C119 118.0(2) . . ?
C118 C119 H119 119.8 . . ?
C120 C119 C118 120.4(2) . . ?
C120 C119 H119 119.8 . . ?
C119 C120 H120 119.2 . . ?
C119 C120 C121 121.6(2) . . ?
C121 C120 H120 119.2 . . ?
C120 C121 C124 119.1(3) . . ?
C122 C121 C120 118.2(2) . . ?
C122 C121 C124 122.7(3) . . ?
C121 C122 H122 119.6 . . ?
C123 C122 C121 120.7(2) . . ?
C123 C122 H122 119.6 . . ?
C118 C123 H123 119.5 . . ?
C122 C123 C118 121.1(2) . . ?
C122 C123 H123 119.5 . . ?
C125 C124 C121 174.3(4) . . ?
C124 C125 C125 179.6(5) . 2_677 ?
C116 C126 H12A 109.5 . . ?
C116 C126 H12B 109.5 . . ?
C116 C126 H12C 109.5 . . ?
H12A C126 H12B 109.5 . . ?
H12A C126 H12C 109.5 . . ?
H12B C126 H12C 109.5 . . ?
C116 C127 H12D 109.5 . . ?
C116 C127 H12E 109.5 . . ?
C116 C127 H12F 109.5 . . ?
H12D C127 H12E 109.5 . . ?
H12D C127 H12F 109.5 . . ?
H12E C127 H12F 109.5 . . ?
C117 C128 H12G 109.5 . . ?
C117 C128 H12H 109.5 . . ?
C117 C128 H12I 109.5 . . ?
H12G C128 H12H 109.5 . . ?
H12G C128 H12I 109.5 . . ?
H12H C128 H12I 109.5 . . ?
C117 C129 H12J 109.5 . . ?
C117 C129 H12K 109.5 . . ?
C117 C129 H12L 109.5 . . ?
H12J C129 H12K 109.5 . . ?
H12J C129 H12L 109.5 . . ?
H12K C129 H12L 109.5 . . ?
C151 O164 C167 119.7(2) . . ?
C161 O165 C166 119.7(2) . . ?
C154 N157 C158 115.32(17) . . ?
C168 N157 C154 121.36(17) . . ?
C168 N157 C158 121.24(17) . . ?
O164 C151 C152 115.2(2) . . ?
O164 C151 C156 125.1(2) . . ?
C156 C151 C152 119.7(2) . . ?
C151 C152 H152 119.7 . . ?
C153 C152 C151 120.7(2) . . ?
C153 C152 H152 119.7 . . ?
C152 C153 H153 120.0 . . ?
C152 C153 C154 120.0(2) . . ?
C154 C153 H153 120.0 . . ?
C153 C154 N157 122.2(2) . . ?
C155 C154 N157 118.55(19) . . ?
C155 C154 C153 119.2(2) . . ?
C154 C155 H155 119.5 . . ?
C154 C155 C156 121.1(2) . . ?
C156 C155 H155 119.5 . . ?
C151 C156 C155 119.4(2) . . ?
C151 C156 H156 120.3 . . ?
C155 C156 H156 120.3 . . ?
C159 C158 N157 121.9(2) . . ?
C159 C158 C163 118.8(2) . . ?
C163 C158 N157 119.3(2) . . ?
C158 C159 H159 119.9 . . ?
C158 C159 C160 120.2(2) . . ?
C160 C159 H159 119.9 . . ?
C159 C160 H160 120.1 . . ?
C161 C160 C159 119.7(2) . . ?
C161 C160 H160 120.1 . . ?
O165 C161 C160 125.3(2) . . ?
C162 C161 O165 114.7(2) . . ?
C162 C161 C160 120.0(2) . . ?
C161 C162 H162 120.0 . . ?
C161 C162 C163 120.1(2) . . ?
C163 C162 H162 120.0 . . ?
C158 C163 H163 119.5 . . ?
C162 C163 C158 121.1(2) . . ?
C162 C163 H163 119.5 . . ?
O165 C166 H166 109.9 . . ?
O165 C166 C176 106.6(2) . . ?
O165 C166 C177 109.0(2) . . ?
C176 C166 H166 109.9 . . ?
C176 C166 C177 111.5(2) . . ?
C177 C166 H166 109.9 . . ?
O164 C167 H167 109.7 . . ?
O164 C167 C178 104.6(2) . . ?
O164 C167 C179 110.7(2) . . ?
C178 C167 H167 109.7 . . ?
C179 C167 H167 109.7 . . ?
C179 C167 C178 112.4(2) . . ?
N157 C168 C169 120.82(18) . . ?
C173 C168 N157 121.27(19) . . ?
C173 C168 C169 117.89(19) . . ?
C168 C169 H169 119.5 . . ?
C170 C169 C168 120.99(19) . . ?
C170 C169 H169 119.5 . . ?
C169 C170 H170 119.5 . . ?
C169 C170 C171 121.0(2) . . ?
C171 C170 H170 119.5 . . ?
C170 C171 C172 117.9(2) . . ?
C170 C171 C174 122.3(2) . . ?
C172 C171 C174 119.8(2) . . ?
C171 C172 H172 119.2 . . ?
C173 C172 C171 121.5(2) . . ?
C173 C172 H172 119.2 . . ?
C168 C173 H173 119.6 . . ?
C172 C173 C168 120.7(2) . . ?
C172 C173 H173 119.6 . . ?
C175 C174 C171 176.0(3) . . ?
C174 C175 C175 178.4(4) . 2_676 ?
C166 C176 H17A 109.5 . . ?
C166 C176 H17B 109.5 . . ?
C166 C176 H17C 109.5 . . ?
H17A C176 H17B 109.5 . . ?
H17A C176 H17C 109.5 . . ?
H17B C176 H17C 109.5 . . ?
C166 C177 H17D 109.5 . . ?
C166 C177 H17E 109.5 . . ?
C166 C177 H17F 109.5 . . ?
H17D C177 H17E 109.5 . . ?
H17D C177 H17F 109.5 . . ?
H17E C177 H17F 109.5 . . ?
C167 C178 H17G 109.5 . . ?
C167 C178 H17H 109.5 . . ?
C167 C178 H17I 109.5 . . ?
H17G C178 H17H 109.5 . . ?
H17G C178 H17I 109.5 . . ?
H17H C178 H17I 109.5 . . ?
C167 C179 H17J 109.5 . . ?
C167 C179 H17K 109.5 . . ?
C167 C179 H17L 109.5 . . ?
H17J C179 H17K 109.5 . . ?
H17J C179 H17L 109.5 . . ?
H17K C179 H17L 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
O14 C1 C2 C3 177.9(2) . . . . ?
O14 C1 C6 C5 -178.7(2) . . . . ?
O15 C11 C12 C13 174.6(3) . . . . ?
O39 C26 C27 C28 177.38(19) . . . . ?
O39 C26 C31 C30 -177.6(2) . . . . ?
O40 C36 C37 C38 -177.18(19) . . . . ?
N7 C4 C5 C6 178.1(2) . . . . ?
N7 C8 C9 C10 174.3(2) . . . . ?
N7 C8 C13 C12 -175.1(2) . . . . ?
N7 C18 C19 C20 179.3(2) . . . . ?
N7 C18 C23 C22 179.4(2) . . . . ?
N32 C29 C30 C31 178.94(19) . . . . ?
N32 C33 C34 C35 -176.11(19) . . . . ?
N32 C33 C38 C37 175.26(19) . . . . ?
N32 C43 C44 C45 177.3(2) . . . . ?
N32 C43 C48 C47 -176.4(2) . . . . ?
C1 O14 C17 C53 -73.4(3) . . . . ?
C1 O14 C17 C54 164.3(2) . . . . ?
C1 C2 C3 C4 2.0(4) . . . . ?
C2 C1 C6 C5 1.4(4) . . . . ?
C2 C3 C4 N7 -178.9(2) . . . . ?
C2 C3 C4 C5 -1.0(4) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C4 N7 C8 C9 139.8(2) . . . . ?
C4 N7 C8 C13 -41.9(3) . . . . ?
C4 N7 C18 C19 -32.6(3) . . . . ?
C4 N7 C18 C23 148.2(2) . . . . ?
C4 C5 C6 C1 -0.4(4) . . . . ?
C6 C1 C2 C3 -2.1(4) . . . . ?
C8 N7 C4 C3 114.4(3) . . . . ?
C8 N7 C4 C5 -63.5(3) . . . . ?
C8 N7 C18 C19 170.7(2) . . . . ?
C8 N7 C18 C23 -8.6(3) . . . . ?
C8 C9 C10 C11 0.6(4) . . . . ?
C9 C8 C13 C12 3.2(4) . . . . ?
C9 C10 C11 O15 -175.5(2) . . . . ?
C9 C10 C11 C12 3.8(4) . . . . ?
C10 C11 C12 C13 -4.6(4) . . . . ?
C11 O15 C16 C51 92.2(3) . . . . ?
C11 O15 C16 C52 -145.3(2) . . . . ?
C11 C12 C13 C8 1.1(4) . . . . ?
C13 C8 C9 C10 -4.0(4) . . . . ?
C16 O15 C11 C10 170.1(2) . . . . ?
C16 O15 C11 C12 -9.1(4) . . . . ?
C17 O14 C1 C2 -5.8(4) . . . . ?
C17 O14 C1 C6 174.3(2) . . . . ?
C18 N7 C4 C3 -42.6(3) . . . . ?
C18 N7 C4 C5 139.5(2) . . . . ?
C18 N7 C8 C9 -63.1(3) . . . . ?
C18 N7 C8 C13 115.1(3) . . . . ?
C18 C19 C20 C21 1.7(4) . . . . ?
C19 C18 C23 C22 0.1(3) . . . . ?
C19 C20 C21 C22 -0.6(4) . . . . ?
C19 C20 C21 C24 178.7(2) . . . . ?
C20 C21 C22 C23 -0.7(3) . . . . ?
C21 C22 C23 C18 0.9(3) . . . . ?
C23 C18 C19 C20 -1.4(4) . . . . ?
C24 C21 C22 C23 180.0(2) . . . . ?
C26 O39 C42 C57 -80.0(2) . . . . ?
C26 O39 C42 C58 158.7(2) . . . . ?
C26 C27 C28 C29 0.9(3) . . . . ?
C27 C26 C31 C30 1.0(3) . . . . ?
C27 C28 C29 N32 -179.29(19) . . . . ?
C27 C28 C29 C30 -0.1(3) . . . . ?
C28 C29 C30 C31 -0.3(3) . . . . ?
C29 N32 C33 C34 121.5(2) . . . . ?
C29 N32 C33 C38 -55.3(3) . . . . ?
C29 N32 C43 C44 -9.6(3) . . . . ?
C29 N32 C43 C48 168.88(19) . . . . ?
C29 C30 C31 C26 -0.2(3) . . . . ?
C31 C26 C27 C28 -1.4(3) . . . . ?
C33 N32 C29 C28 120.0(2) . . . . ?
C33 N32 C29 C30 -59.2(3) . . . . ?
C33 N32 C43 C44 160.0(2) . . . . ?
C33 N32 C43 C48 -21.4(3) . . . . ?
C33 C34 C35 C36 1.4(3) . . . . ?
C34 C33 C38 C37 -1.6(3) . . . . ?
C34 C35 C36 O40 176.1(2) . . . . ?
C34 C35 C36 C37 -2.5(3) . . . . ?
C35 C36 C37 C38 1.6(3) . . . . ?
C36 O40 C41 C55 -144.6(2) . . . . ?
C36 O40 C41 C56 92.8(3) . . . . ?
C36 C37 C38 C33 0.5(3) . . . . ?
C38 C33 C34 C35 0.6(3) . . . . ?
C41 O40 C36 C35 -16.7(3) . . . . ?
C41 O40 C36 C37 162.0(2) . . . . ?
C42 O39 C26 C27 -176.31(19) . . . . ?
C42 O39 C26 C31 2.4(3) . . . . ?
C43 N32 C29 C28 -69.6(3) . . . . ?
C43 N32 C29 C30 111.2(2) . . . . ?
C43 N32 C33 C34 -48.6(3) . . . . ?
C43 N32 C33 C38 134.7(2) . . . . ?
C43 C44 C45 C46 -1.0(4) . . . . ?
C44 C43 C48 C47 2.2(3) . . . . ?
C44 C45 C46 C47 2.2(3) . . . . ?
C44 C45 C46 C49 -178.5(2) . . . . ?
C45 C46 C47 C48 -1.2(3) . . . . ?
C46 C47 C48 C43 -1.0(3) . . . . ?
C48 C43 C44 C45 -1.2(3) . . . . ?
C49 C46 C47 C48 179.4(2) . . . . ?
O114 C101 C102 C103 179.95(19) . . . . ?
O114 C101 C106 C105 178.2(2) . . . . ?
O115 C111 C112 C113 -179.3(2) . . . . ?
N107 C104 C105 C106 178.9(2) . . . . ?
N107 C108 C109 C110 -177.46(19) . . . . ?
N107 C108 C113 C112 177.1(2) . . . . ?
N107 C118 C119 C120 177.6(2) . . . . ?
N107 C118 C123 C122 -178.0(2) . . . . ?
C101 O114 C117 C128 157.8(2) . . . . ?
C101 O114 C117 C129 -82.0(3) . . . . ?
C101 C102 C103 C104 1.2(3) . . . . ?
C102 C101 C106 C105 -2.8(3) . . . . ?
C102 C103 C104 N107 179.18(19) . . . . ?
C102 C103 C104 C105 -1.2(3) . . . . ?
C103 C104 C105 C106 -0.7(3) . . . . ?
C104 N107 C108 C109 112.5(2) . . . . ?
C104 N107 C108 C113 -65.6(3) . . . . ?
C104 N107 C118 C119 -5.8(3) . . . . ?
C104 N107 C118 C123 173.1(2) . . . . ?
C104 C105 C106 C101 2.8(3) . . . . ?
C106 C101 C102 C103 0.9(3) . . . . ?
C108 N107 C104 C103 126.4(2) . . . . ?
C108 N107 C104 C105 -53.2(3) . . . . ?
C108 N107 C118 C119 162.3(2) . . . . ?
C108 N107 C118 C123 -18.8(3) . . . . ?
C108 C109 C110 C111 0.1(3) . . . . ?
C109 C108 C113 C112 -1.0(3) . . . . ?
C109 C110 C111 O115 179.00(19) . . . . ?
C109 C110 C111 C112 -0.5(3) . . . . ?
C110 C111 C112 C113 0.1(3) . . . . ?
C111 O115 C116 C126 79.7(3) . . . . ?
C111 O115 C116 C127 -159.9(2) . . . . ?
C111 C112 C113 C108 0.6(3) . . . . ?
C113 C108 C109 C110 0.6(3) . . . . ?
C116 O115 C111 C110 177.96(19) . . . . ?
C116 O115 C111 C112 -2.6(3) . . . . ?
C117 O114 C101 C102 -167.1(2) . . . . ?
C117 O114 C101 C106 11.9(3) . . . . ?
C118 N107 C104 C103 -65.1(3) . . . . ?
C118 N107 C104 C105 115.3(2) . . . . ?
C118 N107 C108 C109 -56.0(3) . . . . ?
C118 N107 C108 C113 125.9(2) . . . . ?
C118 C119 C120 C121 0.8(4) . . . . ?
C119 C118 C123 C122 1.0(3) . . . . ?
C119 C120 C121 C122 0.2(4) . . . . ?
C119 C120 C121 C124 178.1(3) . . . . ?
C120 C121 C122 C123 -0.6(4) . . . . ?
C121 C122 C123 C118 0.0(4) . . . . ?
C123 C118 C119 C120 -1.3(4) . . . . ?
C124 C121 C122 C123 -178.4(2) . . . . ?
O164 C151 C152 C153 -178.3(2) . . . . ?
O164 C151 C156 C155 178.5(2) . . . . ?
O165 C161 C162 C163 -175.9(2) . . . . ?
N157 C154 C155 C156 -175.94(19) . . . . ?
N157 C158 C159 C160 -178.6(2) . . . . ?
N157 C158 C163 C162 178.8(2) . . . . ?
N157 C168 C169 C170 178.8(2) . . . . ?
N157 C168 C173 C172 -178.2(2) . . . . ?
C151 O164 C167 C178 -164.4(2) . . . . ?
C151 O164 C167 C179 74.4(3) . . . . ?
C151 C152 C153 C154 0.1(4) . . . . ?
C152 C151 C156 C155 1.1(3) . . . . ?
C152 C153 C154 N157 176.3(2) . . . . ?
C152 C153 C154 C155 0.0(3) . . . . ?
C153 C154 C155 C156 0.5(3) . . . . ?
C154 N157 C158 C159 -135.0(2) . . . . ?
C154 N157 C158 C163 43.6(3) . . . . ?
C154 N157 C168 C169 25.9(3) . . . . ?
C154 N157 C168 C173 -155.5(2) . . . . ?
C154 C155 C156 C151 -1.0(3) . . . . ?
C156 C151 C152 C153 -0.6(4) . . . . ?
C158 N157 C154 C153 -117.2(2) . . . . ?
C158 N157 C154 C155 59.1(3) . . . . ?
C158 N157 C168 C169 -171.25(19) . . . . ?
C158 N157 C168 C173 7.3(3) . . . . ?
C158 C159 C160 C161 -0.6(4) . . . . ?
C159 C158 C163 C162 -2.5(3) . . . . ?
C159 C160 C161 O165 176.1(2) . . . . ?
C159 C160 C161 C162 -2.0(4) . . . . ?
C160 C161 C162 C163 2.3(4) . . . . ?
C161 O165 C166 C176 -168.2(2) . . . . ?
C161 O165 C166 C177 71.4(3) . . . . ?
C161 C162 C163 C158 -0.1(4) . . . . ?
C163 C158 C159 C160 2.8(3) . . . . ?
C166 O165 C161 C160 22.3(4) . . . . ?
C166 O165 C161 C162 -159.6(2) . . . . ?
C167 O164 C151 C152 -173.3(2) . . . . ?
C167 O164 C151 C156 9.2(3) . . . . ?
C168 N157 C154 C153 46.5(3) . . . . ?
C168 N157 C154 C155 -137.1(2) . . . . ?
C168 N157 C158 C159 61.2(3) . . . . ?
C168 N157 C158 C163 -120.2(2) . . . . ?
C168 C169 C170 C171 -1.0(3) . . . . ?
C169 C168 C173 C172 0.4(4) . . . . ?
C169 C170 C171 C172 1.0(3) . . . . ?
C169 C170 C171 C174 -179.6(2) . . . . ?
C170 C171 C172 C173 -0.4(4) . . . . ?
C171 C172 C173 C168 -0.3(4) . . . . ?
C173 C168 C169 C170 0.2(3) . . . . ?
C174 C171 C172 C173 -179.8(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-2 -5 4 0.0263 -2.0000 -5.0000 4.0000 -0.2407 -0.1474 -0.0093
2 5 -5 0.0529 2.0000 5.0000 -5.0000 0.2503 0.1440 0.0371
0 -2 -5 0.2493 0.0000 -2.0000 -5.0001 -0.0356 -0.0358 0.1849
0 2 5 0.2369 -0.0000 2.0000 5.0001 0.0356 0.0358 -0.1849
5 -1 1 0.0905 5.0000 -1.0000 1.0000 -0.0696 0.2771 0.0276
-5 1 -2 0.1115 -5.0000 1.0000 -2.0000 0.0793 -0.2805 0.0002
-1 1 5 0.2190 -1.0000 1.0000 5.0000 -0.0027 -0.0304 -0.1684
-4 0 -5 0.1400 -4.0000 0.0000 -5.0001 0.0627 -0.2434 0.1130
-2 5 -5 0.0856 -2.0000 5.0000 -5.0000 0.2648 -0.0826 0.0111
-1 2 -5 0.1371 -1.0000 2.0000 -5.0000 0.1355 -0.0544 0.0865
4 -5 -3 0.1956 4.0000 -5.0000 -3.0000 -0.1950 0.1690 0.2241
3 -5 5 0.0836 3.0000 -5.0000 5.0000 -0.2684 0.1392 -0.0047

_olex2_date_sample_data_collection 2015-06-25
_olex2_date_sample_submission    2015-06-01
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 700+'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in oil'
_olex2_submission_original_sample_id iPrO-DATPA
_olex2_submission_special_instructions 'No special instructions were received'
