# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_exp_5473-sr
_database_code_depnum_ccdc_archive 'CCDC 1414193'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-09-10 downloaded from the CCDC.
;
_audit_creation_date             2015-06-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C76 H19 N3 O5'
_chemical_formula_sum            'C76 H19 N3 O5'
_chemical_formula_weight         1053.94
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C75 H1 O3 N3'
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                   13.0600(8)
_cell_length_b                   13.2703(7)
_cell_length_c                   29.7423(18)
_cell_angle_alpha                90
_cell_angle_beta                 95.060(6)
_cell_angle_gamma                90
_cell_volume                     5134.5(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3762
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      27.3170
_cell_measurement_theta_min      3.3710
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1193
_diffrn_reflns_av_unetI/netI     0.1636
_diffrn_reflns_Laue_measured_fraction_full 0.699
_diffrn_reflns_Laue_measured_fraction_max 0.826
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13765
_diffrn_reflns_point_group_measured_fraction_full 0.699
_diffrn_reflns_point_group_measured_fraction_max 0.826
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         23.816
_diffrn_reflns_theta_min         3.146
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector_area_resol_mean 10.3914
_diffrn_measured_fraction_theta_full 0.699
_diffrn_measured_fraction_theta_max 0.826
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -20.00   53.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454  -99.0000   60.0000 73

#__ type_ start__ end____ width___ exp.time_
  2 omega  -81.00   13.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6392  -57.0000  150.0000 94
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0025364000
_diffrn_orient_matrix_UB_12      -0.0163830000
_diffrn_orient_matrix_UB_13      0.0227672000
_diffrn_orient_matrix_UB_21      -0.0078929000
_diffrn_orient_matrix_UB_22      -0.0504689000
_diffrn_orient_matrix_UB_23      -0.0073841000
_diffrn_orient_matrix_UB_31      0.0538730000
_diffrn_orient_matrix_UB_32      -0.0065506000
_diffrn_orient_matrix_UB_33      -0.0000107000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3438
_reflns_number_total             6501
_reflns_odcompleteness_completeness 98.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.97
_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 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       0.0005(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     761
_refine_ls_number_reflns         6501
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1583
_refine_ls_R_factor_gt           0.0965
_refine_ls_restrained_S_all      0.949
_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)+(0.1101P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1980
_refine_ls_wR_factor_ref         0.2328
_refine_special_details          
;
 ?
;
_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, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C59) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.2
Uanis(C10) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.01
Uanis(C8) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.01
Uanis(C9) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.01
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C16(H16), C17(H17), C18(H18), C19(H19)
3.b Tetrahedral OH refined with riding coordinates:
 O4(H4), O5(H5A)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C1 C 0.2313(4) 0.0270(4) 0.37635(18) 0.0370(13) Uani 1 1 d . . . . .
C2 C 0.1814(5) 0.1102(5) 0.3516(2) 0.0520(16) Uani 1 1 d . . . . .
H2 H 0.1492 0.1628 0.3668 0.062 Uiso 1 1 calc R . . . .
C3 C 0.1820(5) 0.1106(6) 0.3064(2) 0.0525(17) Uani 1 1 d . . . . .
H3 H 0.1527 0.1663 0.2898 0.063 Uiso 1 1 calc R . . . .
C4 C 0.2262(5) 0.0284(7) 0.2820(2) 0.0573(19) Uani 1 1 d . . . . .
C5 C 0.2638(5) -0.0474(6) 0.3063(2) 0.0497(17) Uani 1 1 d . . . . .
H5 H 0.2897 -0.1029 0.2906 0.060 Uiso 1 1 calc R . . . .
C6 C 0.2693(4) -0.0538(5) 0.3551(2) 0.0523(17) Uani 1 1 d . . . . .
H6 H 0.2975 -0.1106 0.3712 0.063 Uiso 1 1 calc R . . . .
C7 C 0.2192(5) 0.0317(6) 0.2305(2) 0.0596(18) Uani 1 1 d . . . . .
C8 C 0.2314(10) 0.1361(9) 0.2102(4) 0.107(3) Uani 1 1 d . U . . .
H8A H 0.1772 0.1807 0.2194 0.161 Uiso 1 1 calc GR . . . .
H8B H 0.2261 0.1309 0.1772 0.161 Uiso 1 1 calc GR . . . .
H8C H 0.2988 0.1637 0.2208 0.161 Uiso 1 1 calc GR . . . .
C9 C 0.1180(7) 0.0022(7) 0.2111(3) 0.082(2) Uani 1 1 d . U . . .
H9A H 0.1008 -0.0643 0.2226 0.123 Uiso 1 1 calc GR . . . .
H9B H 0.1176 -0.0006 0.1782 0.123 Uiso 1 1 calc GR . . . .
H9C H 0.0672 0.0516 0.2194 0.123 Uiso 1 1 calc GR . . . .
C10 C 0.2995(11) -0.0298(12) 0.2096(5) 0.136(4) Uani 1 1 d . U . . .
H10A H 0.3679 -0.0034 0.2194 0.204 Uiso 1 1 calc GR . . . .
H10B H 0.2881 -0.0257 0.1766 0.204 Uiso 1 1 calc GR . . . .
H10C H 0.2948 -0.1002 0.2191 0.204 Uiso 1 1 calc GR . . . .
C11 C 0.2909(4) 0.0860(4) 0.44777(16) 0.0305(12) Uani 1 1 d . . . . .
C12 C 0.3713(5) 0.1560(4) 0.43497(18) 0.0425(14) Uani 1 1 d . . . . .
C13 C 0.4389(4) 0.1735(4) 0.47453(16) 0.0283(11) Uani 1 1 d . . . . .
C14 C 0.5511(4) 0.2547(4) 0.43138(17) 0.0317(12) Uani 1 1 d . . . . .
C15 C 0.4800(4) 0.2420(4) 0.39324(18) 0.0351(13) Uani 1 1 d . . . . .
C16 C 0.5084(5) 0.2783(4) 0.35168(18) 0.0457(15) Uani 1 1 d . . . . .
H16 H 0.4642 0.2683 0.3250 0.055 Uiso 1 1 calc R . . . .
C17 C 0.5953(5) 0.3255(4) 0.34981(18) 0.0415(14) Uani 1 1 d . . . . .
H17 H 0.6127 0.3510 0.3216 0.050 Uiso 1 1 calc R . . . .
C18 C 0.6630(5) 0.3395(4) 0.3878(2) 0.0472(15) Uani 1 1 d . . . . .
H18 H 0.7244 0.3767 0.3853 0.057 Uiso 1 1 calc R . . . .
C19 C 0.6443(5) 0.3022(4) 0.42786(19) 0.0362(13) Uani 1 1 d . . . . .
H19 H 0.6935 0.3080 0.4532 0.043 Uiso 1 1 calc R . . . .
C20 C 0.3100(4) 0.0722(4) 0.49807(16) 0.0290(12) Uani 1 1 d . . . . .
C21 C 0.3944(5) 0.1234(3) 0.51270(18) 0.0347(13) Uani 1 1 d . . . . .
C22 C 0.4610(4) 0.1062(4) 0.55556(19) 0.0353(12) Uani 1 1 d . . . . .
C23 C 0.4173(4) 0.0205(4) 0.58199(17) 0.0344(12) Uani 1 1 d . . . . .
C24 C 0.3313(4) -0.0313(4) 0.56687(19) 0.0368(13) Uani 1 1 d . . . . .
C25 C 0.2625(4) -0.0110(4) 0.52383(19) 0.0339(12) Uani 1 1 d . . . . .
C26 C 0.1584(4) -0.0009(4) 0.5438(2) 0.0373(13) Uani 1 1 d . . . . .
C27 C 0.0765(4) 0.0706(4) 0.53679(17) 0.0375(13) Uani 1 1 d . . . . .
C28 C 0.0713(4) 0.1643(4) 0.51037(18) 0.0365(13) Uani 1 1 d . . . . .
C29 C 0.0246(4) 0.2431(5) 0.5390(2) 0.0416(14) Uani 1 1 d . . . . .
C30 C 0.0567(5) 0.3372(4) 0.5493(2) 0.0430(14) Uani 1 1 d . . . . .
C31 C 0.1519(5) 0.3868(4) 0.5318(2) 0.0430(14) Uani 1 1 d . . . . .
C32 C 0.2105(5) 0.4267(4) 0.5751(2) 0.0457(15) Uani 1 1 d . . . . .
C33 C 0.3127(5) 0.4124(4) 0.5869(2) 0.0435(14) Uani 1 1 d . . . . .
C34 C 0.3852(4) 0.3505(4) 0.56198(17) 0.0313(12) Uani 1 1 d . . . . .
C35 C 0.4463(4) 0.2871(4) 0.59728(18) 0.0318(12) Uani 1 1 d . . . . .
C36 C 0.4717(3) 0.1888(4) 0.59609(17) 0.0285(11) Uani 1 1 d . . . . .
C37 C 0.4820(4) 0.1289(4) 0.63720(19) 0.0338(12) Uani 1 1 d . . . . .
C38 C 0.4443(4) 0.0267(4) 0.62894(18) 0.0366(13) Uani 1 1 d . . . . .
C39 C 0.3926(4) -0.0216(4) 0.66060(18) 0.0390(13) Uani 1 1 d . . . . .
C40 C 0.3042(5) -0.0750(4) 0.6469(2) 0.0425(14) Uani 1 1 d . . . . .
C41 C 0.2702(4) -0.0766(4) 0.5988(2) 0.0393(13) Uani 1 1 d . . . . .
C42 C 0.1616(4) -0.0585(4) 0.58370(19) 0.0340(12) Uani 1 1 d . . . . .
C43 C 0.0907(4) -0.0500(4) 0.61746(19) 0.0361(12) Uani 1 1 d . . . . .
C44 C 0.0104(4) 0.0220(4) 0.6103(2) 0.0413(14) Uani 1 1 d . . . . .
C45 C 0.0052(4) 0.0773(5) 0.5713(2) 0.0451(15) Uani 1 1 d . . . . .
C46 C -0.0217(4) 0.1828(5) 0.5730(2) 0.0466(16) Uani 1 1 d . . . . .
C47 C -0.0446(4) 0.2261(5) 0.6144(2) 0.0466(15) Uani 1 1 d . . . . .
C48 C -0.0036(5) 0.3274(5) 0.6256(2) 0.0495(16) Uani 1 1 d . . . . .
C49 C 0.0494(5) 0.3765(5) 0.5942(2) 0.0491(16) Uani 1 1 d . . . . .
C50 C 0.1375(5) 0.4292(4) 0.6091(2) 0.0427(14) Uani 1 1 d . . . . .
C51 C 0.1746(5) 0.4333(4) 0.6549(2) 0.0434(14) Uani 1 1 d . . . . .
C52 C 0.2822(5) 0.4195(4) 0.6674(2) 0.0442(15) Uani 1 1 d . . . . .
C53 C 0.3483(5) 0.4056(4) 0.6332(2) 0.0409(14) Uani 1 1 d . . . . .
C54 C 0.4290(4) 0.3319(4) 0.63907(19) 0.0372(13) Uani 1 1 d . . . . .
C55 C 0.4424(4) 0.2808(4) 0.68009(16) 0.0346(12) Uani 1 1 d . . . . .
C56 C 0.4692(4) 0.1780(5) 0.67904(19) 0.0413(14) Uani 1 1 d . . . . .
C57 C 0.4152(4) 0.1229(4) 0.71231(19) 0.0393(13) Uani 1 1 d . . . . .
C58 C 0.3753(5) 0.0256(4) 0.70309(18) 0.0379(13) Uani 1 1 d . . . . .
C59 C 0.2752(4) 0.0029(4) 0.71429(17) 0.0346(13) Uani 1 1 d . U . . .
C60 C 0.2283(5) -0.0611(4) 0.67823(19) 0.0406(14) Uani 1 1 d . . . . .
C61 C 0.1257(4) -0.0516(4) 0.66432(18) 0.0351(13) Uani 1 1 d . . . . .
C62 C 0.0621(5) 0.0204(5) 0.6850(2) 0.0521(17) Uani 1 1 d . . . . .
C63 C -0.0105(4) 0.0659(5) 0.6515(2) 0.0446(15) Uani 1 1 d . . . . .
C64 C -0.0368(4) 0.1640(5) 0.6531(2) 0.0432(14) Uani 1 1 d . . . . .
C65 C 0.0119(5) 0.2255(5) 0.6906(2) 0.0445(14) Uani 1 1 d . . . . .
C66 C 0.0275(5) 0.3261(5) 0.6717(2) 0.0513(16) Uani 1 1 d . . . . .
C67 C 0.1205(5) 0.3790(5) 0.6882(2) 0.0464(15) Uani 1 1 d . . . . .
C68 C 0.1912(5) 0.3346(5) 0.7198(2) 0.0487(16) Uani 1 1 d . . . . .
C69 C 0.2985(5) 0.3607(4) 0.7091(2) 0.0464(16) Uani 1 1 d . . . . .
C70 C 0.3744(4) 0.2909(4) 0.71486(18) 0.0365(13) Uani 1 1 d . . . . .
C71 C 0.3565(5) 0.1959(4) 0.73470(16) 0.0395(14) Uani 1 1 d . . . . .
C72 C 0.2588(5) 0.1700(4) 0.74592(17) 0.0411(14) Uani 1 1 d . . . . .
C73 C 0.1752(5) 0.2429(5) 0.7389(2) 0.0480(16) Uani 1 1 d . . . . .
C74 C 0.0804(5) 0.1863(5) 0.72341(18) 0.0428(14) Uani 1 1 d . . . . .
C75 C 0.1077(4) 0.0799(4) 0.72018(18) 0.0388(13) Uani 1 1 d . . . . .
C76 C 0.2141(5) 0.0698(4) 0.73430(17) 0.0381(13) Uani 1 1 d . . . . .
N1 N 0.2340(3) 0.0264(4) 0.42447(15) 0.0372(11) Uani 1 1 d . . . . .
N2 N 0.3889(4) 0.1866(3) 0.39443(14) 0.0344(10) Uani 1 1 d . . . . .
N3 N 0.5283(3) 0.2183(3) 0.47395(14) 0.0300(10) Uani 1 1 d . . . . .
O1 O 0.3918(3) 0.3509(3) 0.52129(13) 0.0436(10) Uani 1 1 d . . . . .
O2 O 0.1725(3) 0.3951(3) 0.49372(15) 0.0525(11) Uani 1 1 d . . . . .
O3 O 0.1094(4) 0.1812(4) 0.47479(13) 0.0557(12) Uani 1 1 d . . . . .
O4 O 0.2564(3) -0.1027(3) 0.49720(13) 0.0400(9) Uani 1 1 d . . . . .
H4 H 0.2599 -0.1529 0.5145 0.060 Uiso 1 1 calc R . . . .
O5 O 0.5628(3) 0.0814(3) 0.54661(11) 0.0340(8) Uani 1 1 d . . . . .
H5A H 0.5729 0.0196 0.5512 0.051 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.449(9) . ?
C1 C6 1.360(9) . ?
C1 N1 1.428(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.347(9) . ?
C3 H3 0.9500 . ?
C3 C4 1.456(11) . ?
C4 C5 1.309(10) . ?
C4 C7 1.526(10) . ?
C5 H5 0.9500 . ?
C5 C6 1.452(9) . ?
C6 H6 0.9500 . ?
C7 C8 1.525(14) . ?
C7 C9 1.448(11) . ?
C7 C10 1.507(15) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.477(9) . ?
C11 C20 1.506(7) . ?
C11 N1 1.252(7) . ?
C12 C13 1.426(7) . ?
C12 N2 1.311(7) . ?
C13 C21 1.479(7) . ?
C13 N3 1.311(7) . ?
C14 C15 1.411(8) . ?
C14 C19 1.384(8) . ?
C14 N3 1.411(7) . ?
C15 C16 1.407(8) . ?
C15 N2 1.402(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.301(9) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(9) . ?
C18 H18 0.9500 . ?
C18 C19 1.331(8) . ?
C19 H19 0.9500 . ?
C20 C21 1.335(8) . ?
C20 C25 1.508(8) . ?
C21 C22 1.496(8) . ?
C22 C23 1.522(8) . ?
C22 C36 1.626(7) . ?
C22 O5 1.417(6) . ?
C23 C24 1.359(8) . ?
C23 C38 1.412(7) . ?
C24 C25 1.522(8) . ?
C24 C41 1.427(8) . ?
C25 C26 1.537(8) . ?
C25 O4 1.450(6) . ?
C26 C27 1.431(8) . ?
C26 C42 1.410(8) . ?
C27 C28 1.469(8) . ?
C27 C45 1.447(8) . ?
C28 C29 1.511(9) . ?
C28 O3 1.229(7) . ?
C29 C30 1.344(8) . ?
C29 C46 1.461(9) . ?
C30 C31 1.537(9) . ?
C30 C49 1.446(9) . ?
C31 C32 1.531(9) . ?
C31 O2 1.193(7) . ?
C32 C33 1.364(9) . ?
C32 C50 1.452(9) . ?
C33 C34 1.498(8) . ?
C33 C53 1.417(9) . ?
C34 C35 1.516(8) . ?
C34 O1 1.221(6) . ?
C35 C36 1.347(7) . ?
C35 C54 1.414(8) . ?
C36 C37 1.454(8) . ?
C37 C38 1.457(8) . ?
C37 C56 1.428(8) . ?
C38 C39 1.366(8) . ?
C39 C40 1.385(9) . ?
C39 C58 1.446(8) . ?
C40 C41 1.461(8) . ?
C40 C60 1.429(8) . ?
C41 C42 1.470(8) . ?
C42 C43 1.429(8) . ?
C43 C44 1.421(8) . ?
C43 C61 1.428(8) . ?
C44 C45 1.371(9) . ?
C44 C63 1.403(8) . ?
C45 C46 1.447(9) . ?
C46 C47 1.414(9) . ?
C47 C48 1.474(9) . ?
C47 C64 1.412(9) . ?
C48 C49 1.374(9) . ?
C48 C66 1.395(9) . ?
C49 C50 1.386(10) . ?
C50 C51 1.404(9) . ?
C51 C52 1.433(9) . ?
C51 C67 1.456(9) . ?
C52 C53 1.403(8) . ?
C52 C69 1.465(9) . ?
C53 C54 1.437(9) . ?
C54 C55 1.393(8) . ?
C55 C56 1.410(8) . ?
C55 C70 1.427(8) . ?
C56 C57 1.461(8) . ?
C57 C58 1.410(8) . ?
C57 C71 1.435(8) . ?
C58 C59 1.410(8) . ?
C59 C60 1.460(8) . ?
C59 C76 1.365(8) . ?
C60 C61 1.374(9) . ?
C61 C62 1.439(9) . ?
C62 C63 1.446(9) . ?
C62 C75 1.401(8) . ?
C63 C64 1.349(9) . ?
C64 C65 1.480(9) . ?
C65 C66 1.469(9) . ?
C65 C74 1.367(9) . ?
C66 C67 1.451(9) . ?
C67 C68 1.389(10) . ?
C68 C69 1.504(9) . ?
C68 C73 1.367(9) . ?
C69 C70 1.357(9) . ?
C70 C71 1.419(8) . ?
C71 C72 1.390(9) . ?
C72 C73 1.460(9) . ?
C72 C76 1.481(8) . ?
C73 C74 1.486(9) . ?
C74 C75 1.461(9) . ?
C75 C76 1.423(9) . ?
O4 H4 0.8400 . ?
O5 H5A 0.8400 . ?

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
C6 C1 C2 122.1(5) . . ?
C6 C1 N1 118.8(5) . . ?
N1 C1 C2 118.9(5) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 C1 117.9(6) . . ?
C3 C2 H2 121.0 . . ?
C2 C3 H3 118.9 . . ?
C2 C3 C4 122.1(6) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 C7 119.1(6) . . ?
C5 C4 C3 116.6(6) . . ?
C5 C4 C7 124.2(7) . . ?
C4 C5 H5 117.3 . . ?
C4 C5 C6 125.4(6) . . ?
C6 C5 H5 117.3 . . ?
C1 C6 C5 115.5(6) . . ?
C1 C6 H6 122.2 . . ?
C5 C6 H6 122.2 . . ?
C8 C7 C4 115.2(7) . . ?
C9 C7 C4 111.3(7) . . ?
C9 C7 C8 102.2(7) . . ?
C9 C7 C10 109.4(8) . . ?
C10 C7 C4 114.6(7) . . ?
C10 C7 C8 103.1(9) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C20 105.9(4) . . ?
N1 C11 C12 131.0(5) . . ?
N1 C11 C20 120.7(5) . . ?
C13 C12 C11 107.0(5) . . ?
N2 C12 C11 128.1(5) . . ?
N2 C12 C13 124.2(6) . . ?
C12 C13 C21 107.7(5) . . ?
N3 C13 C12 123.4(5) . . ?
N3 C13 C21 128.7(5) . . ?
C19 C14 C15 121.0(5) . . ?
C19 C14 N3 118.7(5) . . ?
N3 C14 C15 120.3(5) . . ?
C16 C15 C14 117.3(5) . . ?
N2 C15 C14 122.8(5) . . ?
N2 C15 C16 119.5(5) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.1(6) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.1 . . ?
C16 C17 C18 121.7(6) . . ?
C18 C17 H17 119.1 . . ?
C17 C18 H18 119.1 . . ?
C19 C18 C17 121.7(6) . . ?
C19 C18 H18 119.1 . . ?
C14 C19 H19 121.0 . . ?
C18 C19 C14 118.0(6) . . ?
C18 C19 H19 121.0 . . ?
C11 C20 C25 123.7(5) . . ?
C21 C20 C11 108.7(4) . . ?
C21 C20 C25 124.8(5) . . ?
C13 C21 C22 119.0(5) . . ?
C20 C21 C13 110.4(5) . . ?
C20 C21 C22 127.0(5) . . ?
C21 C22 C23 109.7(4) . . ?
C21 C22 C36 122.3(4) . . ?
C23 C22 C36 97.6(4) . . ?
O5 C22 C21 111.1(5) . . ?
O5 C22 C23 108.9(4) . . ?
O5 C22 C36 106.0(4) . . ?
C24 C23 C22 122.9(5) . . ?
C24 C23 C38 118.9(5) . . ?
C38 C23 C22 113.3(5) . . ?
C23 C24 C25 126.8(5) . . ?
C23 C24 C41 119.2(5) . . ?
C41 C24 C25 108.1(5) . . ?
C20 C25 C24 108.6(4) . . ?
C20 C25 C26 123.3(4) . . ?
C24 C25 C26 99.7(5) . . ?
O4 C25 C20 110.0(4) . . ?
O4 C25 C24 108.1(4) . . ?
O4 C25 C26 106.0(4) . . ?
C27 C26 C25 132.7(5) . . ?
C42 C26 C25 108.4(5) . . ?
C42 C26 C27 116.6(5) . . ?
C26 C27 C28 129.6(5) . . ?
C26 C27 C45 117.2(5) . . ?
C45 C27 C28 109.0(5) . . ?
C27 C28 C29 106.6(5) . . ?
O3 C28 C27 127.7(5) . . ?
O3 C28 C29 125.0(5) . . ?
C30 C29 C28 129.6(5) . . ?
C30 C29 C46 119.4(6) . . ?
C46 C29 C28 102.9(5) . . ?
C29 C30 C31 124.5(6) . . ?
C29 C30 C49 120.1(6) . . ?
C49 C30 C31 106.2(5) . . ?
C32 C31 C30 102.9(5) . . ?
O2 C31 C30 128.1(6) . . ?
O2 C31 C32 128.9(6) . . ?
C33 C32 C31 125.1(6) . . ?
C33 C32 C50 120.8(6) . . ?
C50 C32 C31 106.5(5) . . ?
C32 C33 C34 126.5(6) . . ?
C32 C33 C53 119.3(6) . . ?
C53 C33 C34 106.2(5) . . ?
C33 C34 C35 106.2(4) . . ?
O1 C34 C33 126.2(5) . . ?
O1 C34 C35 127.6(5) . . ?
C36 C35 C34 129.4(4) . . ?
C36 C35 C54 119.3(5) . . ?
C54 C35 C34 105.1(4) . . ?
C35 C36 C22 131.8(5) . . ?
C35 C36 C37 120.8(5) . . ?
C37 C36 C22 104.5(4) . . ?
C36 C37 C38 111.3(4) . . ?
C56 C37 C36 118.3(5) . . ?
C56 C37 C38 120.5(5) . . ?
C23 C38 C37 105.8(5) . . ?
C39 C38 C23 124.0(5) . . ?
C39 C38 C37 120.1(5) . . ?
C38 C39 C40 119.2(5) . . ?
C38 C39 C58 121.6(5) . . ?
C40 C39 C58 106.8(5) . . ?
C39 C40 C41 117.9(5) . . ?
C39 C40 C60 110.5(5) . . ?
C60 C40 C41 118.2(5) . . ?
C24 C41 C40 120.5(5) . . ?
C24 C41 C42 108.0(5) . . ?
C40 C41 C42 119.9(5) . . ?
C26 C42 C41 107.6(5) . . ?
C26 C42 C43 125.2(5) . . ?
C43 C42 C41 117.7(5) . . ?
C44 C43 C42 117.6(5) . . ?
C44 C43 C61 108.9(5) . . ?
C61 C43 C42 120.9(5) . . ?
C45 C44 C43 117.8(5) . . ?
C45 C44 C63 121.2(6) . . ?
C63 C44 C43 110.3(5) . . ?
C44 C45 C27 125.5(6) . . ?
C44 C45 C46 118.8(5) . . ?
C46 C45 C27 104.9(5) . . ?
C45 C46 C29 112.9(5) . . ?
C47 C46 C29 120.8(6) . . ?
C47 C46 C45 119.6(6) . . ?
C46 C47 C48 117.8(6) . . ?
C64 C47 C46 117.9(6) . . ?
C64 C47 C48 110.4(5) . . ?
C49 C48 C47 118.3(6) . . ?
C49 C48 C66 123.6(7) . . ?
C66 C48 C47 106.2(5) . . ?
C48 C49 C30 122.3(6) . . ?
C48 C49 C50 118.4(6) . . ?
C50 C49 C30 110.9(6) . . ?
C49 C50 C32 110.0(5) . . ?
C49 C50 C51 122.4(6) . . ?
C51 C50 C32 119.1(6) . . ?
C50 C51 C52 119.5(6) . . ?
C50 C51 C67 119.6(6) . . ?
C52 C51 C67 106.4(5) . . ?
C51 C52 C69 110.7(5) . . ?
C53 C52 C51 118.8(6) . . ?
C53 C52 C69 119.4(6) . . ?
C33 C53 C54 109.6(5) . . ?
C52 C53 C33 121.7(6) . . ?
C52 C53 C54 119.5(5) . . ?
C35 C54 C53 110.6(5) . . ?
C55 C54 C35 123.2(5) . . ?
C55 C54 C53 118.2(5) . . ?
C54 C55 C56 117.6(5) . . ?
C54 C55 C70 123.4(5) . . ?
C56 C55 C70 106.1(5) . . ?
C37 C56 C57 117.6(5) . . ?
C55 C56 C37 120.6(5) . . ?
C55 C56 C57 109.5(5) . . ?
C58 C57 C56 121.2(5) . . ?
C58 C57 C71 120.4(5) . . ?
C71 C57 C56 106.6(5) . . ?
C57 C58 C39 118.9(5) . . ?
C59 C58 C39 109.4(5) . . ?
C59 C58 C57 119.0(5) . . ?
C58 C59 C60 106.8(5) . . ?
C76 C59 C58 123.6(5) . . ?
C76 C59 C60 118.4(5) . . ?
C40 C60 C59 106.5(5) . . ?
C61 C60 C40 122.0(5) . . ?
C61 C60 C59 120.2(5) . . ?
C43 C61 C62 105.0(5) . . ?
C60 C61 C43 121.0(5) . . ?
C60 C61 C62 121.1(5) . . ?
C61 C62 C63 110.5(5) . . ?
C75 C62 C61 118.1(6) . . ?
C75 C62 C63 119.3(6) . . ?
C44 C63 C62 105.2(6) . . ?
C64 C63 C44 120.1(6) . . ?
C64 C63 C62 122.1(5) . . ?
C47 C64 C65 106.8(5) . . ?
C63 C64 C47 122.3(6) . . ?
C63 C64 C65 117.8(5) . . ?
C66 C65 C64 106.1(5) . . ?
C74 C65 C64 122.6(6) . . ?
C74 C65 C66 121.0(6) . . ?
C48 C66 C65 110.5(6) . . ?
C48 C66 C67 119.2(6) . . ?
C67 C66 C65 116.8(6) . . ?
C66 C67 C51 116.9(6) . . ?
C68 C67 C51 109.7(5) . . ?
C68 C67 C66 120.6(6) . . ?
C67 C68 C69 109.5(6) . . ?
C73 C68 C67 122.9(6) . . ?
C73 C68 C69 118.2(6) . . ?
C52 C69 C68 103.5(6) . . ?
C70 C69 C52 121.4(5) . . ?
C70 C69 C68 120.0(5) . . ?
C69 C70 C55 117.8(5) . . ?
C69 C70 C71 120.9(5) . . ?
C71 C70 C55 110.7(5) . . ?
C70 C71 C57 107.0(5) . . ?
C72 C71 C57 118.9(5) . . ?
C72 C71 C70 120.5(5) . . ?
C71 C72 C73 119.5(5) . . ?
C71 C72 C76 121.1(5) . . ?
C73 C72 C76 106.7(5) . . ?
C68 C73 C72 120.6(5) . . ?
C68 C73 C74 118.3(6) . . ?
C72 C73 C74 107.5(5) . . ?
C65 C74 C73 120.3(6) . . ?
C65 C74 C75 117.9(5) . . ?
C75 C74 C73 107.9(5) . . ?
C62 C75 C74 120.3(5) . . ?
C62 C75 C76 120.4(6) . . ?
C76 C75 C74 108.0(5) . . ?
C59 C76 C72 116.9(5) . . ?
C59 C76 C75 121.8(5) . . ?
C75 C76 C72 109.8(5) . . ?
C11 N1 C1 120.8(5) . . ?
C12 N2 C15 113.8(5) . . ?
C13 N3 C14 115.2(4) . . ?
C25 O4 H4 109.5 . . ?
C22 O5 H5A 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_platon_squeeze_details          
;
;
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.041 1.000 0.000 522 175 ' '
2 0.015 0.500 0.500 522 176 ' '
3 0.053 0.634 0.229 16 4 ' '
4 0.165 0.783 0.222 12 3 ' '
5 0.221 0.181 0.622 25 10 ' '
6 0.279 0.681 0.878 25 9 ' '
7 0.340 0.278 0.277 13 3 ' '
8 0.450 0.129 0.272 15 4 ' '
9 0.553 0.866 0.729 17 5 ' '
10 0.665 0.717 0.722 12 4 ' '
11 0.721 0.319 0.122 25 9 ' '
12 0.779 0.819 0.378 25 8 ' '
13 0.840 0.222 0.777 12 4 ' '
14 0.950 0.371 0.772 16 4 ' '

####################################################################### 
# 
# 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_exp_5250-sr
_database_code_depnum_ccdc_archive 'CCDC 1414194'
_audit_update_record             
;
2015-07-22 deposited with the CCDC.
2015-09-10 downloaded from the CCDC.
;
_audit_creation_date             2015-05-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C82 H27 N5 O5'
_chemical_formula_sum            'C82 H27 N5 O5'
_chemical_formula_weight         1162.08
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 O1 N1'
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/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                   17.987(3)
_cell_length_b                   18.451(4)
_cell_length_c                   19.171(4)
_cell_angle_alpha                90
_cell_angle_beta                 117.87(2)
_cell_angle_gamma                90
_cell_volume                     5625(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1131
_cell_measurement_temperature    180.01(10)
_cell_measurement_theta_max      20.2560
_cell_measurement_theta_min      3.3880
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.03621
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             2376
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1546
_diffrn_reflns_av_unetI/netI     0.3486
_diffrn_reflns_Laue_measured_fraction_full 0.956
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22175
_diffrn_reflns_point_group_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.028
_diffrn_reflns_theta_min         3.069
_diffrn_ambient_temperature      180.01(10)
_diffrn_detector_area_resol_mean 10.3914
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -22.00    4.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454   77.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega  -15.00   10.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454   38.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
  3 omega  -68.00   40.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       10.5454  -77.0000  120.0000 108

#__ type_ start__ end____ width___ exp.time_
  4 omega   -8.00   17.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.6392  -77.0000 -150.0000 25
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0153074000
_diffrn_orient_matrix_UB_12      0.0074959000
_diffrn_orient_matrix_UB_13      -0.0407092000
_diffrn_orient_matrix_UB_21      0.0061271000
_diffrn_orient_matrix_UB_22      0.0375986000
_diffrn_orient_matrix_UB_23      0.0084394000
_diffrn_orient_matrix_UB_31      0.0414612000
_diffrn_orient_matrix_UB_32      -0.0028197000
_diffrn_orient_matrix_UB_33      0.0048054000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3261
_reflns_number_total             9720
_reflns_odcompleteness_completeness 97.11
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.97
_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 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.821
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     832
_refine_ls_number_reflns         9720
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2279
_refine_ls_R_factor_gt           0.0870
_refine_ls_restrained_S_all      0.821
_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)+(0.0631P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1789
_refine_ls_wR_factor_ref         0.2221
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Riding coordinates:
 C37(H37)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C15(H15), C16(H16), C18(H18), C19(H19),
 C26(H26), C27(H27), C28(H28), C29(H29), N1(H1), N2(H2)
2.c Tetrahedral OH refined with riding coordinates:
 O2(H2A), O4(H4), O5(H5)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
C1 C 0.9292(3) 0.0873(4) 1.0456(3) 0.0278(16) Uani 1 1 d . . . . .
C2 C 0.9825(3) 0.1122(4) 1.0094(3) 0.0302(16) Uani 1 1 d . . . . .
C3 C 0.9565(3) 0.1286(4) 0.9333(3) 0.0276(16) Uani 1 1 d . . . . .
C4 C 0.8681(3) 0.1153(4) 0.8680(3) 0.0288(16) Uani 1 1 d . . . . .
C5 C 1.0313(3) 0.1377(3) 0.9194(3) 0.0263(15) Uani 1 1 d . . . . .
C6 C 1.1048(4) 0.1250(4) 0.9982(3) 0.0306(16) Uani 1 1 d . . . . .
C7 C 1.0753(4) 0.1100(4) 1.0514(3) 0.0334(17) Uani 1 1 d . . . . .
C8 C 1.2378(3) 0.1120(4) 1.0974(3) 0.0366(18) Uani 1 1 d . . . . .
C9 C 1.3265(4) 0.1133(5) 1.1224(4) 0.053(2) Uani 1 1 d . . . . .
H9 H 1.3475 0.1264 1.0870 0.064 Uiso 1 1 calc R . . . .
C10 C 1.3806(4) 0.0945(5) 1.2004(4) 0.056(2) Uani 1 1 d . . . . .
H10 H 1.4397 0.0943 1.2190 0.067 Uiso 1 1 calc R . . . .
C11 C 1.3476(4) 0.0761(4) 1.2508(4) 0.0436(19) Uani 1 1 d . . . . .
H11 H 1.3852 0.0641 1.3041 0.052 Uiso 1 1 calc R . . . .
C12 C 1.2645(3) 0.0747(4) 1.2270(3) 0.0331(17) Uani 1 1 d . . . . .
H12 H 1.2443 0.0608 1.2628 0.040 Uiso 1 1 calc R . . . .
C13 C 1.2083(3) 0.0935(4) 1.1505(3) 0.0259(15) Uani 1 1 d . . . . .
C14 C 1.0936(4) 0.1558(4) 0.8356(3) 0.0331(17) Uani 1 1 d . . . . .
C15 C 1.1033(3) 0.2175(4) 0.7972(3) 0.0334(17) Uani 1 1 d . . . . .
H15 H 1.0677 0.2584 0.7875 0.040 Uiso 1 1 calc R . . . .
C16 C 1.1646(3) 0.2178(4) 0.7741(3) 0.0324(17) Uani 1 1 d . . . . .
H16 H 1.1728 0.2604 0.7507 0.039 Uiso 1 1 calc R . . . .
C17 C 1.2153(3) 0.1580(4) 0.7836(3) 0.0295(16) Uani 1 1 d . . . . .
C18 C 1.2038(4) 0.0970(4) 0.8196(3) 0.0380(18) Uani 1 1 d . . . . .
H18 H 1.2374 0.0552 0.8263 0.046 Uiso 1 1 calc R . . . .
C19 C 1.1433(4) 0.0962(4) 0.8462(4) 0.0375(17) Uani 1 1 d . . . . .
H19 H 1.1367 0.0543 0.8716 0.045 Uiso 1 1 calc R . . . .
C20 C 1.2780(4) 0.1585(4) 0.7496(4) 0.0416(19) Uani 1 1 d . . . . .
C21 C 1.2286(4) 0.1567(6) 0.6593(4) 0.074(3) Uani 1 1 d . . . . .
H21A H 1.1895 0.1156 0.6427 0.110 Uiso 1 1 calc GR . . . .
H21B H 1.2677 0.1514 0.6374 0.110 Uiso 1 1 calc GR . . . .
H21C H 1.1968 0.2019 0.6402 0.110 Uiso 1 1 calc GR . . . .
C22 C 1.3323(4) 0.2267(5) 0.7777(5) 0.068(3) Uani 1 1 d . . . . .
H22A H 1.2967 0.2697 0.7564 0.101 Uiso 1 1 calc GR . . . .
H22B H 1.3747 0.2257 0.7592 0.101 Uiso 1 1 calc GR . . . .
H22C H 1.3603 0.2286 0.8355 0.101 Uiso 1 1 calc GR . . . .
C23 C 1.3382(4) 0.0940(5) 0.7776(4) 0.061(2) Uani 1 1 d . . . . .
H23A H 1.3711 0.0952 0.8352 0.091 Uiso 1 1 calc GR . . . .
H23B H 1.3763 0.0966 0.7541 0.091 Uiso 1 1 calc GR . . . .
H23C H 1.3059 0.0488 0.7613 0.091 Uiso 1 1 calc GR . . . .
C24 C 1.0565(3) 0.4050(4) 0.9285(3) 0.0276(16) Uani 1 1 d . . . . .
C25 C 1.0064(4) 0.4594(4) 0.8772(4) 0.0360(17) Uani 1 1 d . . . . .
C26 C 1.0243(4) 0.4854(4) 0.8180(3) 0.0376(18) Uani 1 1 d . . . . .
H26 H 0.9892 0.5210 0.7819 0.045 Uiso 1 1 calc R . . . .
C27 C 1.0943(4) 0.4586(4) 0.8122(4) 0.0420(19) Uani 1 1 d . . . . .
H27 H 1.1064 0.4752 0.7717 0.050 Uiso 1 1 calc R . . . .
C28 C 1.1451(4) 0.4079(4) 0.8659(4) 0.0399(18) Uani 1 1 d . . . . .
H28 H 1.1938 0.3913 0.8634 0.048 Uiso 1 1 calc R . . . .
C29 C 1.1268(4) 0.3804(4) 0.9236(4) 0.0430(18) Uani 1 1 d . . . . .
H29 H 1.1624 0.3449 0.9596 0.052 Uiso 1 1 calc R . . . .
C30 C 0.8433(3) 0.0670(4) 0.9810(3) 0.0286(16) Uani 1 1 d . . . . .
C31 C 0.8157(3) 0.0791(4) 0.9029(3) 0.0277(16) Uani 1 1 d . . . . .
C32 C 0.7293(4) 0.0915(4) 0.8521(3) 0.0355(18) Uani 1 1 d . . . . .
C33 C 0.7214(3) 0.1463(4) 0.7954(3) 0.0290(17) Uani 1 1 d . . . . .
C34 C 0.8056(3) 0.1749(4) 0.8167(3) 0.0276(16) Uani 1 1 d . . . . .
C35 C 0.8133(3) 0.2476(4) 0.8036(3) 0.0267(16) Uani 1 1 d . . . . .
C36 C 0.8857(3) 0.3000(4) 0.8414(3) 0.0271(16) Uani 1 1 d . . . . .
C37 C 0.8490(3) 0.3770(4) 0.8185(3) 0.0265(16) Uani 1 1 d . . . . .
H37 H 0.8629 0.3977 0.7777 0.032 Uiso 1 1 d R . . . .
C38 C 0.8890(3) 0.4239(4) 0.8944(3) 0.0246(15) Uani 1 1 d . . . . .
C39 C 0.9462(3) 0.3692(4) 0.9599(3) 0.0300(16) Uani 1 1 d . . . . .
C40 C 0.9258(3) 0.3779(4) 1.0279(3) 0.0287(16) Uani 1 1 d . . . . .
C41 C 0.9423(3) 0.3318(4) 1.0881(3) 0.0272(16) Uani 1 1 d . . . . .
C42 C 0.9824(4) 0.2600(4) 1.0998(3) 0.0269(16) Uani 1 1 d . . . . .
C43 C 0.9312(3) 0.2091(4) 1.1219(3) 0.0271(16) Uani 1 1 d . . . . .
C44 C 0.9052(3) 0.1400(4) 1.0956(3) 0.0294(16) Uani 1 1 d . . . . .
C45 C 0.8219(4) 0.1170(4) 1.0817(3) 0.0329(17) Uani 1 1 d . . . . .
C46 C 0.7843(4) 0.0743(4) 1.0135(3) 0.0304(16) Uani 1 1 d . . . . .
C47 C 0.6970(3) 0.0799(4) 0.9620(3) 0.0326(17) Uani 1 1 d . . . . .
C48 C 0.6682(3) 0.0888(4) 0.8777(3) 0.0322(17) Uani 1 1 d . . . . .
C49 C 0.5983(4) 0.1361(4) 0.8479(4) 0.0342(17) Uani 1 1 d . . . . .
C50 C 0.5867(3) 0.1856(4) 0.7880(3) 0.0311(17) Uani 1 1 d . . . . .
C51 C 0.6488(3) 0.1911(4) 0.7606(3) 0.0345(18) Uani 1 1 d . . . . .
C52 C 0.6577(3) 0.2631(4) 0.7437(3) 0.0262(16) Uani 1 1 d . . . . .
C53 C 0.7372(4) 0.2916(4) 0.7636(3) 0.0278(16) Uani 1 1 d . . . . .
C54 C 0.7568(3) 0.3651(4) 0.7843(3) 0.0290(16) Uani 1 1 d . . . . .
C55 C 0.7017(4) 0.4065(4) 0.7995(3) 0.0336(17) Uani 1 1 d . . . . .
C56 C 0.7413(4) 0.4473(4) 0.8754(3) 0.0308(16) Uani 1 1 d . . . . .
C57 C 0.8273(4) 0.4458(4) 0.9221(3) 0.0319(16) Uani 1 1 d . . . . .
C58 C 0.8566(4) 0.4291(4) 1.0029(3) 0.0341(17) Uani 1 1 d . . . . .
C59 C 0.8038(3) 0.4274(4) 1.0391(3) 0.0304(17) Uani 1 1 d . . . . .
C60 C 0.8193(4) 0.3762(4) 1.1002(3) 0.0325(17) Uani 1 1 d . . . . .
C61 C 0.8861(3) 0.3287(4) 1.1229(3) 0.0283(16) Uani 1 1 d . . . . .
C62 C 0.8783(3) 0.2548(4) 1.1404(3) 0.0237(15) Uani 1 1 d . . . . .
C63 C 0.8013(3) 0.2312(4) 1.1345(3) 0.0337(18) Uani 1 1 d . . . . .
C64 C 0.7727(3) 0.1606(4) 1.1033(3) 0.0286(16) Uani 1 1 d . . . . .
C65 C 0.6823(4) 0.1642(4) 1.0523(3) 0.0336(18) Uani 1 1 d . . . . .
C66 C 0.6453(4) 0.1278(4) 0.9821(4) 0.0379(19) Uani 1 1 d . . . . .
C67 C 0.5833(3) 0.1606(4) 0.9124(4) 0.0365(18) Uani 1 1 d . . . . .
C68 C 0.5580(4) 0.2309(5) 0.9141(4) 0.0404(19) Uani 1 1 d . . . . .
C69 C 0.5957(4) 0.2719(4) 0.9872(4) 0.0374(18) Uani 1 1 d . . . . .
C70 C 0.6561(4) 0.2381(4) 1.0554(3) 0.0350(18) Uani 1 1 d . . . . .
C71 C 0.7311(4) 0.2813(4) 1.1078(3) 0.0347(18) Uani 1 1 d . . . . .
C72 C 0.7386(4) 0.3508(4) 1.0907(3) 0.0306(16) Uani 1 1 d . . . . .
C73 C 0.6747(4) 0.3858(4) 1.0209(3) 0.0363(18) Uani 1 1 d . . . . .
C74 C 0.7142(3) 0.4344(4) 0.9882(3) 0.0321(17) Uani 1 1 d . . . . .
C75 C 0.6831(3) 0.4409(4) 0.9087(3) 0.0320(17) Uani 1 1 d . . . . .
C76 C 0.6125(4) 0.3988(4) 0.8560(3) 0.0339(17) Uani 1 1 d . . . . .
C77 C 0.6240(3) 0.3756(4) 0.7896(3) 0.0324(17) Uani 1 1 d . . . . .
C78 C 0.5984(3) 0.3066(4) 0.7574(3) 0.0329(17) Uani 1 1 d . . . . .
C79 C 0.5584(3) 0.2593(4) 0.7881(3) 0.0334(18) Uani 1 1 d . . . . .
C80 C 0.5443(3) 0.2823(4) 0.8507(4) 0.0389(19) Uani 1 1 d . . . . .
C81 C 0.5726(3) 0.3522(4) 0.8859(3) 0.0321(17) Uani 1 1 d . . . . .
C82 C 0.6043(4) 0.3464(4) 0.9705(3) 0.0369(18) Uani 1 1 d . . . . .
N1 N 0.9362(3) 0.4838(3) 0.8864(3) 0.0334(14) Uani 1 1 d . . . . .
H1 H 0.9232 0.5297 0.8871 0.040 Uiso 1 1 calc R . . . .
N2 N 1.0348(3) 0.3800(3) 0.9846(3) 0.0340(14) Uani 1 1 d . . . . .
H2 H 1.0733 0.3709 1.0333 0.041 Uiso 1 1 calc R . . . .
N3 N 1.1855(3) 0.1296(3) 1.0189(3) 0.0409(16) Uani 1 1 d . . . . .
N4 N 1.1228(3) 0.0939(3) 1.1272(3) 0.0311(13) Uani 1 1 d . . . . .
N5 N 1.0228(3) 0.1545(3) 0.8520(3) 0.0298(13) Uani 1 1 d . . . . .
O1 O 0.9174(2) 0.2976(2) 0.9257(2) 0.0283(11) Uani 1 1 d . . . . .
O2 O 0.9494(2) 0.2906(3) 0.8202(2) 0.0322(11) Uani 1 1 d . . . . .
H2A H 0.9617 0.2465 0.8227 0.048 Uiso 1 1 calc R . . . .
O3 O 1.0420(2) 0.2449(2) 1.0878(2) 0.0309(11) Uani 1 1 d . . . . .
O4 O 0.9667(2) 0.0221(2) 1.0916(2) 0.0359(11) Uani 1 1 d . . . . .
H4 H 0.9793 0.0296 1.1390 0.054 Uiso 1 1 calc R . . . .
O5 O 0.8740(2) 0.0664(3) 0.8117(2) 0.0356(11) Uani 1 1 d . . . . .
H5 H 0.8828 0.0241 0.8300 0.053 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.494(8) . ?
C1 C30 1.508(7) . ?
C1 C44 1.561(8) . ?
C1 O4 1.458(7) . ?
C2 C3 1.341(7) . ?
C2 C7 1.476(7) . ?
C3 C4 1.515(7) . ?
C3 C5 1.498(7) . ?
C4 C31 1.539(7) . ?
C4 C34 1.552(9) . ?
C4 O5 1.449(7) . ?
C5 C6 1.489(8) . ?
C5 N5 1.267(6) . ?
C6 C7 1.380(7) . ?
C6 N3 1.317(7) . ?
C7 N4 1.331(7) . ?
C8 C9 1.434(8) . ?
C8 C13 1.394(8) . ?
C8 N3 1.389(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.394(9) . ?
C10 H10 0.9500 . ?
C10 C11 1.393(8) . ?
C11 H11 0.9500 . ?
C11 C12 1.343(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.381(7) . ?
C13 N4 1.387(6) . ?
C14 C15 1.411(9) . ?
C14 C19 1.371(9) . ?
C14 N5 1.448(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.367(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(9) . ?
C17 C18 1.386(9) . ?
C17 C20 1.544(8) . ?
C18 H18 0.9500 . ?
C18 C19 1.402(8) . ?
C19 H19 0.9500 . ?
C20 C21 1.533(8) . ?
C20 C22 1.529(10) . ?
C20 C23 1.527(9) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.398(9) . ?
C24 C29 1.389(8) . ?
C24 N2 1.383(7) . ?
C25 C26 1.401(8) . ?
C25 N1 1.428(7) . ?
C26 H26 0.9500 . ?
C26 C27 1.404(8) . ?
C27 H27 0.9500 . ?
C27 C28 1.373(9) . ?
C28 H28 0.9500 . ?
C28 C29 1.389(8) . ?
C29 H29 0.9500 . ?
C30 C31 1.357(7) . ?
C30 C46 1.467(7) . ?
C31 C32 1.414(8) . ?
C32 C33 1.443(9) . ?
C32 C48 1.397(7) . ?
C33 C34 1.470(8) . ?
C33 C51 1.421(8) . ?
C34 C35 1.383(9) . ?
C35 C36 1.508(8) . ?
C35 C53 1.462(8) . ?
C36 C37 1.541(9) . ?
C36 O1 1.441(6) . ?
C36 O2 1.395(6) . ?
C37 H37 1.0001 . ?
C37 C38 1.550(8) . ?
C37 C54 1.487(7) . ?
C38 C39 1.564(8) . ?
C38 C57 1.494(8) . ?
C38 N1 1.446(7) . ?
C39 C40 1.518(7) . ?
C39 N2 1.450(7) . ?
C39 O1 1.458(8) . ?
C40 C41 1.350(8) . ?
C40 C58 1.453(8) . ?
C41 C42 1.475(9) . ?
C41 C61 1.448(7) . ?
C42 C43 1.507(8) . ?
C42 O3 1.230(6) . ?
C43 C44 1.371(9) . ?
C43 C62 1.434(8) . ?
C44 C45 1.458(8) . ?
C45 C46 1.401(8) . ?
C45 C64 1.394(8) . ?
C46 C47 1.415(8) . ?
C47 C48 1.458(8) . ?
C47 C66 1.459(9) . ?
C48 C49 1.414(8) . ?
C49 C50 1.404(9) . ?
C49 C67 1.455(8) . ?
C50 C51 1.444(7) . ?
C50 C79 1.452(9) . ?
C51 C52 1.393(9) . ?
C52 C53 1.400(8) . ?
C52 C78 1.455(8) . ?
C53 C54 1.410(9) . ?
C54 C55 1.386(8) . ?
C55 C56 1.490(8) . ?
C55 C77 1.437(8) . ?
C56 C57 1.378(7) . ?
C56 C75 1.465(7) . ?
C57 C58 1.418(8) . ?
C58 C59 1.414(7) . ?
C59 C60 1.429(9) . ?
C59 C74 1.448(7) . ?
C60 C61 1.383(8) . ?
C60 C72 1.453(8) . ?
C61 C62 1.428(9) . ?
C62 C63 1.405(8) . ?
C63 C64 1.426(9) . ?
C63 C71 1.451(9) . ?
C64 C65 1.456(8) . ?
C65 C66 1.367(9) . ?
C65 C70 1.451(10) . ?
C66 C67 1.416(8) . ?
C67 C68 1.380(10) . ?
C68 C69 1.451(9) . ?
C68 C80 1.470(9) . ?
C69 C70 1.397(8) . ?
C69 C82 1.437(10) . ?
C70 C71 1.483(9) . ?
C71 C72 1.345(9) . ?
C72 C73 1.446(8) . ?
C73 C74 1.456(9) . ?
C73 C82 1.386(9) . ?
C74 C75 1.362(8) . ?
C75 C76 1.428(8) . ?
C76 C77 1.447(8) . ?
C76 C81 1.403(8) . ?
C77 C78 1.397(9) . ?
C78 C79 1.421(8) . ?
C79 C80 1.404(8) . ?
C80 C81 1.434(10) . ?
C81 C82 1.450(8) . ?
N1 H1 0.8800 . ?
N2 H2 0.8800 . ?
O2 H2A 0.8400 . ?
O4 H4 0.8400 . ?
O5 H5 0.8400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C30 109.2(4) . . ?
C2 C1 C44 121.0(5) . . ?
C30 C1 C44 100.8(4) . . ?
O4 C1 C2 108.6(5) . . ?
O4 C1 C30 107.4(5) . . ?
O4 C1 C44 109.0(4) . . ?
C3 C2 C1 127.0(5) . . ?
C3 C2 C7 109.3(5) . . ?
C7 C2 C1 123.0(5) . . ?
C2 C3 C4 124.0(5) . . ?
C2 C3 C5 109.5(5) . . ?
C5 C3 C4 123.6(4) . . ?
C3 C4 C31 109.3(4) . . ?
C3 C4 C34 125.3(6) . . ?
C31 C4 C34 100.0(4) . . ?
O5 C4 C3 107.6(4) . . ?
O5 C4 C31 109.1(5) . . ?
O5 C4 C34 104.6(4) . . ?
C6 C5 C3 104.3(4) . . ?
N5 C5 C3 121.2(5) . . ?
N5 C5 C6 134.5(5) . . ?
C7 C6 C5 108.4(5) . . ?
N3 C6 C5 128.8(5) . . ?
N3 C6 C7 122.7(5) . . ?
C6 C7 C2 108.6(5) . . ?
N4 C7 C2 126.0(5) . . ?
N4 C7 C6 125.4(5) . . ?
C13 C8 C9 120.2(5) . . ?
N3 C8 C9 116.3(6) . . ?
N3 C8 C13 123.5(5) . . ?
C8 C9 H9 121.2 . . ?
C10 C9 C8 117.7(6) . . ?
C10 C9 H9 121.2 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.7(6) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 118.8 . . ?
C12 C11 C10 122.4(6) . . ?
C12 C11 H11 118.8 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.1(6) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C8 119.9(5) . . ?
C12 C13 N4 119.6(5) . . ?
N4 C13 C8 120.5(5) . . ?
C15 C14 N5 117.5(6) . . ?
C19 C14 C15 119.6(5) . . ?
C19 C14 N5 122.3(6) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.1(7) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 H16 118.8 . . ?
C15 C16 C17 122.4(7) . . ?
C17 C16 H16 118.8 . . ?
C16 C17 C20 120.4(6) . . ?
C18 C17 C16 118.0(5) . . ?
C18 C17 C20 121.5(6) . . ?
C17 C18 H18 119.6 . . ?
C17 C18 C19 120.7(7) . . ?
C19 C18 H18 119.6 . . ?
C14 C19 C18 120.1(6) . . ?
C14 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C17 108.9(5) . . ?
C22 C20 C17 109.1(6) . . ?
C22 C20 C21 110.7(7) . . ?
C23 C20 C17 112.7(6) . . ?
C23 C20 C21 108.8(6) . . ?
C23 C20 C22 106.7(5) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C29 C24 C25 119.7(5) . . ?
N2 C24 C25 117.6(5) . . ?
N2 C24 C29 122.6(6) . . ?
C24 C25 C26 119.9(6) . . ?
C24 C25 N1 117.1(5) . . ?
C26 C25 N1 122.9(6) . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.8(6) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 120.4 . . ?
C28 C27 C26 119.2(6) . . ?
C28 C27 H27 120.4 . . ?
C27 C28 H28 119.2 . . ?
C27 C28 C29 121.6(6) . . ?
C29 C28 H28 119.2 . . ?
C24 C29 C28 119.7(6) . . ?
C24 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?
C31 C30 C1 124.8(5) . . ?
C31 C30 C46 119.4(5) . . ?
C46 C30 C1 107.2(5) . . ?
C30 C31 C4 124.6(5) . . ?
C30 C31 C32 120.2(5) . . ?
C32 C31 C4 109.3(5) . . ?
C31 C32 C33 108.7(5) . . ?
C48 C32 C31 122.9(5) . . ?
C48 C32 C33 118.2(6) . . ?
C32 C33 C34 108.4(5) . . ?
C51 C33 C32 120.5(5) . . ?
C51 C33 C34 121.6(6) . . ?
C33 C34 C4 105.6(5) . . ?
C35 C34 C4 134.3(5) . . ?
C35 C34 C33 118.3(6) . . ?
C34 C35 C36 132.2(6) . . ?
C34 C35 C53 119.1(6) . . ?
C53 C35 C36 106.4(6) . . ?
C35 C36 C37 107.2(5) . . ?
O1 C36 C35 108.7(4) . . ?
O1 C36 C37 103.9(5) . . ?
O2 C36 C35 115.1(5) . . ?
O2 C36 C37 109.3(5) . . ?
O2 C36 O1 112.0(4) . . ?
C36 C37 H37 110.2 . . ?
C36 C37 C38 107.3(4) . . ?
C38 C37 H37 110.2 . . ?
C54 C37 C36 103.3(5) . . ?
C54 C37 H37 110.2 . . ?
C54 C37 C38 115.4(5) . . ?
C37 C38 C39 103.7(5) . . ?
C57 C38 C37 112.9(5) . . ?
C57 C38 C39 102.0(4) . . ?
N1 C38 C37 111.5(4) . . ?
N1 C38 C39 112.4(5) . . ?
N1 C38 C57 113.6(5) . . ?
C40 C39 C38 106.9(5) . . ?
N2 C39 C38 112.6(5) . . ?
N2 C39 C40 112.1(5) . . ?
N2 C39 O1 112.1(5) . . ?
O1 C39 C38 105.1(4) . . ?
O1 C39 C40 107.7(5) . . ?
C41 C40 C39 128.5(6) . . ?
C41 C40 C58 120.2(5) . . ?
C58 C40 C39 107.3(5) . . ?
C40 C41 C42 126.3(5) . . ?
C40 C41 C61 119.8(6) . . ?
C61 C41 C42 106.9(6) . . ?
C41 C42 C43 106.4(5) . . ?
O3 C42 C41 125.6(6) . . ?
O3 C42 C43 127.7(6) . . ?
C44 C43 C42 128.6(5) . . ?
C44 C43 C62 119.1(5) . . ?
C62 C43 C42 105.5(6) . . ?
C43 C44 C1 131.3(5) . . ?
C43 C44 C45 118.8(6) . . ?
C45 C44 C1 105.3(5) . . ?
C46 C45 C44 109.8(5) . . ?
C64 C45 C44 121.3(6) . . ?
C64 C45 C46 120.4(5) . . ?
C45 C46 C30 108.7(5) . . ?
C45 C46 C47 120.2(6) . . ?
C47 C46 C30 119.8(5) . . ?
C46 C47 C48 119.0(5) . . ?
C46 C47 C66 119.8(5) . . ?
C48 C47 C66 106.6(5) . . ?
C32 C48 C47 117.6(5) . . ?
C32 C48 C49 122.2(6) . . ?
C49 C48 C47 107.7(5) . . ?
C48 C49 C67 109.5(6) . . ?
C50 C49 C48 119.8(5) . . ?
C50 C49 C67 118.5(7) . . ?
C49 C50 C51 119.9(6) . . ?
C49 C50 C79 121.8(5) . . ?
C51 C50 C79 105.4(6) . . ?
C33 C51 C50 119.1(6) . . ?
C52 C51 C33 118.9(5) . . ?
C52 C51 C50 110.2(6) . . ?
C51 C52 C53 120.6(6) . . ?
C51 C52 C78 108.0(5) . . ?
C53 C52 C78 119.1(6) . . ?
C52 C53 C35 121.3(6) . . ?
C52 C53 C54 121.8(6) . . ?
C54 C53 C35 109.7(5) . . ?
C53 C54 C37 110.3(6) . . ?
C55 C54 C37 125.8(6) . . ?
C55 C54 C53 118.7(6) . . ?
C54 C55 C56 114.9(5) . . ?
C54 C55 C77 120.0(6) . . ?
C77 C55 C56 108.7(5) . . ?
C57 C56 C55 120.2(5) . . ?
C57 C56 C75 121.9(5) . . ?
C75 C56 C55 105.8(5) . . ?
C56 C57 C38 124.7(5) . . ?
C56 C57 C58 116.5(5) . . ?
C58 C57 C38 111.8(5) . . ?
C57 C58 C40 109.1(5) . . ?
C59 C58 C40 119.4(6) . . ?
C59 C58 C57 123.2(5) . . ?
C58 C59 C60 119.9(6) . . ?
C58 C59 C74 117.3(5) . . ?
C60 C59 C74 109.9(5) . . ?
C59 C60 C72 108.1(5) . . ?
C61 C60 C59 118.9(5) . . ?
C61 C60 C72 120.4(6) . . ?
C60 C61 C41 121.4(6) . . ?
C60 C61 C62 120.8(5) . . ?
C62 C61 C41 108.3(6) . . ?
C61 C62 C43 110.6(5) . . ?
C63 C62 C43 122.8(6) . . ?
C63 C62 C61 118.6(6) . . ?
C62 C63 C64 117.7(6) . . ?
C62 C63 C71 119.5(6) . . ?
C64 C63 C71 110.5(5) . . ?
C45 C64 C63 119.9(5) . . ?
C45 C64 C65 119.5(6) . . ?
C63 C64 C65 108.0(6) . . ?
C66 C65 C64 121.0(6) . . ?
C66 C65 C70 118.9(6) . . ?
C70 C65 C64 107.3(6) . . ?
C65 C66 C47 118.8(5) . . ?
C65 C66 C67 121.7(7) . . ?
C67 C66 C47 109.1(5) . . ?
C66 C67 C49 106.9(6) . . ?
C68 C67 C49 120.5(6) . . ?
C68 C67 C66 120.2(6) . . ?
C67 C68 C69 120.2(6) . . ?
C67 C68 C80 121.0(6) . . ?
C69 C68 C80 106.6(7) . . ?
C70 C69 C68 118.6(7) . . ?
C70 C69 C82 121.2(6) . . ?
C82 C69 C68 109.5(6) . . ?
C65 C70 C71 108.9(5) . . ?
C69 C70 C65 120.5(6) . . ?
C69 C70 C71 117.2(7) . . ?
C63 C71 C70 105.2(6) . . ?
C72 C71 C63 121.6(6) . . ?
C72 C71 C70 120.7(6) . . ?
C71 C72 C60 118.9(6) . . ?
C71 C72 C73 121.6(6) . . ?
C73 C72 C60 106.7(6) . . ?
C72 C73 C74 109.7(5) . . ?
C82 C73 C72 118.9(7) . . ?
C82 C73 C74 119.6(5) . . ?
C59 C74 C73 105.6(5) . . ?
C75 C74 C59 120.5(5) . . ?
C75 C74 C73 120.5(6) . . ?
C74 C75 C56 119.5(5) . . ?
C74 C75 C76 120.5(6) . . ?
C76 C75 C56 108.4(5) . . ?
C75 C76 C77 109.7(5) . . ?
C81 C76 C75 120.0(5) . . ?
C81 C76 C77 119.3(6) . . ?
C55 C77 C76 107.3(6) . . ?
C78 C77 C55 121.4(6) . . ?
C78 C77 C76 120.3(6) . . ?
C77 C78 C52 117.6(5) . . ?
C77 C78 C79 120.3(6) . . ?
C79 C78 C52 107.0(6) . . ?
C78 C79 C50 109.3(5) . . ?
C80 C79 C50 119.2(6) . . ?
C80 C79 C78 119.7(7) . . ?
C79 C80 C68 119.0(7) . . ?
C79 C80 C81 120.6(6) . . ?
C81 C80 C68 107.7(6) . . ?
C76 C81 C80 119.7(6) . . ?
C76 C81 C82 119.5(6) . . ?
C80 C81 C82 109.2(6) . . ?
C69 C82 C81 107.0(6) . . ?
C73 C82 C69 120.3(6) . . ?
C73 C82 C81 119.6(6) . . ?
C25 N1 C38 111.6(5) . . ?
C25 N1 H1 124.2 . . ?
C38 N1 H1 124.2 . . ?
C24 N2 C39 117.3(5) . . ?
C24 N2 H2 121.3 . . ?
C39 N2 H2 121.3 . . ?
C6 N3 C8 113.9(5) . . ?
C7 N4 C13 113.8(5) . . ?
C5 N5 C14 121.7(5) . . ?
C36 O1 C39 110.4(5) . . ?
C36 O2 H2A 109.5 . . ?
C1 O4 H4 109.5 . . ?
C4 O5 H5 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C15 H15 O2 0.95 2.55 3.290(7) 134.4 .
O2 H2A N5 0.84 1.96 2.769(7) 162.9 .
O5 H5 N4 0.84 2.34 3.171(7) 168.0 3_757
O5 H5 O4 0.84 2.55 3.057(6) 119.9 3_757

_olex2_submission_special_instructions 'No special instructions were received'
_platon_squeeze_details          
;
;
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.239 0.758 0.555 21 5 ' '
2 0.239 0.742 0.055 21 5 ' '
3 0.500 0.247 1.106 1123 262 ' '
4 0.761 0.242 0.445 21 7 ' '
5 0.761 0.258 0.945 21 7 ' '

