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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_sb275

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C58 H58 N4 O4'
_chemical_formula_sum            'C58 H58 N4 O4'
_chemical_formula_weight         875.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   9.9980(4)
_cell_length_b                   11.2625(4)
_cell_length_c                   11.6848(5)
_cell_angle_alpha                64.9850(10)
_cell_angle_beta                 80.227(2)
_cell_angle_gamma                89.948(2)
_cell_volume                     1171.31(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9994
_cell_measurement_theta_min      4.25
_cell_measurement_theta_max      68.00

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_F_000             466
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.611
_shelx_estimated_absorpt_T_min   0.925
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.957
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23653
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.250
_diffrn_reflns_theta_max         68.310
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             4153
_reflns_number_gt                3800
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
; 
 w=1/[σ²(Fo²)+(0.0485P)²+0.3645P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4153
_refine_ls_number_parameters     302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.0942
_refine_ls_wR_factor_gt          0.0910
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.59712(9) 0.97073(10) 1.12525(9) 0.0231(2) Uani 1 1 d . . . . .
N2 N 1.15555(10) 0.69751(11) 0.67355(9) 0.0286(2) Uani 1 1 d . . . . .
C1 C 0.61189(14) 0.73573(14) 1.45078(12) 0.0351(3) Uani 1 1 d . . . . .
H1A H 0.6939 0.6916 1.4753 0.053 Uiso 1 1 calc R U . . .
H1B H 0.5825 0.7127 1.3864 0.053 Uiso 1 1 calc R U . . .
H1C H 0.5392 0.7075 1.5268 0.053 Uiso 1 1 calc R U . . .
C2 C 0.64301(12) 0.88407(12) 1.39456(11) 0.0267(3) Uani 1 1 d . . . . .
H2A H 0.5581 0.9272 1.3705 0.032 Uiso 1 1 calc R U . . .
C3 C 0.68620(14) 0.92344(15) 1.49377(12) 0.0370(3) Uani 1 1 d . . . . .
H3A H 0.6123 0.8969 1.5687 0.055 Uiso 1 1 calc R U . . .
H3B H 0.7062 1.0189 1.4557 0.055 Uiso 1 1 calc R U . . .
H3C H 0.7677 0.8798 1.5206 0.055 Uiso 1 1 calc R U . . .
C4 C 0.75347(11) 0.93223(12) 1.27340(11) 0.0244(3) Uani 1 1 d . . . . .
H4A H 0.7803 1.0261 1.2470 0.029 Uiso 1 1 calc R U . . .
H4B H 0.8345 0.8827 1.2948 0.029 Uiso 1 1 calc R U . . .
C5 C 0.71258(11) 0.91820(11) 1.16087(11) 0.0225(2) Uani 1 1 d . . . . .
C6 C 0.79645(11) 0.86244(11) 1.09218(11) 0.0230(2) Uani 1 1 d . . . . .
H6A H 0.8761 0.8243 1.1213 0.028 Uiso 1 1 calc R U . . .
C7 C 0.76388(11) 0.86235(11) 0.98069(11) 0.0224(2) Uani 1 1 d . . . . .
C8 C 0.64322(11) 0.91576(11) 0.94501(11) 0.0227(2) Uani 1 1 d . . . . .
H8A H 0.6157 0.9161 0.8710 0.027 Uiso 1 1 calc R U . . .
C9 C 0.56360(11) 0.96865(11) 1.01933(10) 0.0216(2) Uani 1 1 d . . . . .
C10 C 0.85914(11) 0.81480(11) 0.90048(11) 0.0221(2) Uani 1 1 d . . . . .
C11 C 0.93709(11) 0.70990(12) 0.95675(11) 0.0233(2) Uani 1 1 d . . . . .
H11A H 0.9241 0.6649 1.0478 0.028 Uiso 1 1 calc R U . . .
C12 C 1.03283(11) 0.67015(11) 0.88251(11) 0.0234(2) Uani 1 1 d . . . . .
H12A H 1.0840 0.5980 0.9232 0.028 Uiso 1 1 calc R U . . .
C13 C 1.05518(11) 0.73493(12) 0.74836(11) 0.0231(2) Uani 1 1 d . . . . .
C14 C 0.97592(12) 0.83890(12) 0.69111(11) 0.0244(3) Uani 1 1 d . . . . .
H14A H 0.9883 0.8833 0.6001 0.029 Uiso 1 1 calc R U . . .
C15 C 0.87970(11) 0.87751(11) 0.76598(11) 0.0235(2) Uani 1 1 d . . . . .
H15A H 0.8266 0.9479 0.7254 0.028 Uiso 1 1 calc R U . . .
C16 C 1.27234(11) 0.63833(12) 0.72319(11) 0.0244(3) Uani 1 1 d . . . . .
C17 C 1.35564(12) 0.70138(12) 0.76767(11) 0.0261(3) Uani 1 1 d . . . . .
H17A H 1.3328 0.7832 0.7679 0.031 Uiso 1 1 calc R U . . .
C18 C 1.47186(12) 0.64655(12) 0.81183(11) 0.0261(3) Uani 1 1 d . . . . .
H18A H 1.5274 0.6901 0.8431 0.031 Uiso 1 1 calc R U . . .
C19 C 1.50641(12) 0.52808(12) 0.81004(11) 0.0260(3) Uani 1 1 d . . . . .
C20 C 1.42161(12) 0.46265(12) 0.76871(12) 0.0286(3) Uani 1 1 d . . . . .
H20A H 1.4436 0.3801 0.7699 0.034 Uiso 1 1 calc R U . . .
C21 C 1.30552(12) 0.51712(12) 0.72597(11) 0.0276(3) Uani 1 1 d . . . . .
H21A H 1.2480 0.4716 0.6983 0.033 Uiso 1 1 calc R U . . .
C22 C 1.13865(12) 0.70623(12) 0.55154(11) 0.0249(3) Uani 1 1 d . . . . .
C23 C 1.24536(12) 0.75742(13) 0.44754(12) 0.0278(3) Uani 1 1 d . . . . .
H23A H 1.3275 0.7916 0.4570 0.033 Uiso 1 1 calc R U . . .
C24 C 1.23470(12) 0.75985(12) 0.32955(11) 0.0279(3) Uani 1 1 d . . . . .
H24A H 1.3096 0.7936 0.2596 0.034 Uiso 1 1 calc R U . . .
C25 C 1.11359(12) 0.71252(11) 0.31463(11) 0.0249(3) Uani 1 1 d . . . . .
C26 C 1.00527(12) 0.66387(12) 0.41793(12) 0.0276(3) Uani 1 1 d . . . . .
H26A H 0.9217 0.6332 0.4076 0.033 Uiso 1 1 calc R U . . .
C27 C 1.01766(12) 0.65961(12) 0.53553(12) 0.0282(3) Uani 1 1 d . . . . .
H27A H 0.9432 0.6247 0.6058 0.034 Uiso 1 1 calc R U . . .
O1 O 1.62039(9) 0.46760(9) 0.84663(9) 0.0347(2) Uani 1 1 d . . . . .
O2 O 1.09241(9) 0.70851(9) 0.20349(8) 0.0300(2) Uani 1 1 d . . . . .
C28 C 1.71992(13) 0.53983(14) 0.87083(13) 0.0342(3) Uani 1 1 d . . . . .
H28A H 1.7433 0.6258 0.7972 0.051 Uiso 1 1 calc R U . . .
H28B H 1.8017 0.4914 0.8839 0.051 Uiso 1 1 calc R U . . .
H28C H 1.6833 0.5520 0.9481 0.051 Uiso 1 1 calc R U . . .
C29 C 1.19237(13) 0.78104(13) 0.09120(12) 0.0313(3) Uani 1 1 d . . . . .
H29A H 1.2032 0.8723 0.0792 0.047 Uiso 1 1 calc R U . . .
H29B H 1.1630 0.7792 0.0161 0.047 Uiso 1 1 calc R U . . .
H29C H 1.2795 0.7415 0.1012 0.047 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C5 1.3451(14) . ?
N1 C9 1.3453(14) . ?
N2 C13 1.4006(14) . ?
N2 C22 1.4262(14) . ?
N2 C16 1.4302(14) . ?
C1 C2 1.5241(19) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.5272(17) . ?
C2 C4 1.5293(16) . ?
C2 H2A 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.5098(15) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.3923(16) . ?
C6 C7 1.3957(16) . ?
C6 H6A 0.9500 . ?
C7 C8 1.3958(15) . ?
C7 C10 1.4808(15) . ?
C8 C9 1.3945(16) . ?
C8 H8A 0.9500 . ?
C9 C9 1.498(2) 2_677 ?
C10 C11 1.3967(16) . ?
C10 C15 1.4010(16) . ?
C11 C12 1.3838(16) . ?
C11 H11A 0.9500 . ?
C12 C13 1.3978(16) . ?
C12 H12A 0.9500 . ?
C13 C14 1.4008(16) . ?
C14 C15 1.3839(16) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C16 C17 1.3885(17) . ?
C16 C21 1.3929(17) . ?
C17 C18 1.3895(16) . ?
C17 H17A 0.9500 . ?
C18 C19 1.3859(17) . ?
C18 H18A 0.9500 . ?
C19 O1 1.3649(14) . ?
C19 C20 1.3915(18) . ?
C20 C21 1.3818(17) . ?
C20 H20A 0.9500 . ?
C21 H21A 0.9500 . ?
C22 C23 1.3841(17) . ?
C22 C27 1.3911(18) . ?
C23 C24 1.3895(17) . ?
C23 H23A 0.9500 . ?
C24 C25 1.3900(18) . ?
C24 H24A 0.9500 . ?
C25 O2 1.3697(14) . ?
C25 C26 1.3886(17) . ?
C26 C27 1.3812(17) . ?
C26 H26A 0.9500 . ?
C27 H27A 0.9500 . ?
O1 C28 1.4225(16) . ?
O2 C29 1.4274(15) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
C5 N1 C9 117.97(9) . . ?
C13 N2 C22 121.22(9) . . ?
C13 N2 C16 120.38(9) . . ?
C22 N2 C16 118.16(9) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C1 C2 C3 110.71(10) . . ?
C1 C2 C4 110.94(10) . . ?
C3 C2 C4 110.27(10) . . ?
C1 C2 H2A 108.3 . . ?
C3 C2 H2A 108.3 . . ?
C4 C2 H2A 108.3 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C2 114.81(10) . . ?
C5 C4 H4A 108.6 . . ?
C2 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
C2 C4 H4B 108.6 . . ?
H4A C4 H4B 107.5 . . ?
N1 C5 C6 122.15(10) . . ?
N1 C5 C4 116.65(9) . . ?
C6 C5 C4 121.02(10) . . ?
C5 C6 C7 120.23(10) . . ?
C5 C6 H6A 119.9 . . ?
C7 C6 H6A 119.9 . . ?
C6 C7 C8 117.31(10) . . ?
C6 C7 C10 120.47(10) . . ?
C8 C7 C10 122.11(10) . . ?
C9 C8 C7 119.21(10) . . ?
C9 C8 H8A 120.4 . . ?
C7 C8 H8A 120.4 . . ?
N1 C9 C8 123.10(10) . . ?
N1 C9 C9 116.41(12) . 2_677 ?
C8 C9 C9 120.45(12) . 2_677 ?
C11 C10 C15 117.74(10) . . ?
C11 C10 C7 120.79(10) . . ?
C15 C10 C7 121.38(10) . . ?
C12 C11 C10 121.30(10) . . ?
C12 C11 H11A 119.3 . . ?
C10 C11 H11A 119.3 . . ?
C11 C12 C13 120.76(10) . . ?
C11 C12 H12A 119.6 . . ?
C13 C12 H12A 119.6 . . ?
C12 C13 N2 120.62(10) . . ?
C12 C13 C14 118.30(10) . . ?
N2 C13 C14 121.07(10) . . ?
C15 C14 C13 120.60(10) . . ?
C15 C14 H14A 119.7 . . ?
C13 C14 H14A 119.7 . . ?
C14 C15 C10 121.27(10) . . ?
C14 C15 H15A 119.4 . . ?
C10 C15 H15A 119.4 . . ?
C17 C16 C21 118.85(10) . . ?
C17 C16 N2 120.69(11) . . ?
C21 C16 N2 120.44(11) . . ?
C16 C17 C18 120.96(11) . . ?
C16 C17 H17A 119.5 . . ?
C18 C17 H17A 119.5 . . ?
C19 C18 C17 119.67(11) . . ?
C19 C18 H18A 120.2 . . ?
C17 C18 H18A 120.2 . . ?
O1 C19 C18 124.73(11) . . ?
O1 C19 C20 115.58(11) . . ?
C18 C19 C20 119.68(11) . . ?
C21 C20 C19 120.33(11) . . ?
C21 C20 H20A 119.8 . . ?
C19 C20 H20A 119.8 . . ?
C20 C21 C16 120.43(11) . . ?
C20 C21 H21A 119.8 . . ?
C16 C21 H21A 119.8 . . ?
C23 C22 C27 118.79(11) . . ?
C23 C22 N2 120.02(11) . . ?
C27 C22 N2 121.15(11) . . ?
C22 C23 C24 121.31(11) . . ?
C22 C23 H23A 119.3 . . ?
C24 C23 H23A 119.3 . . ?
C23 C24 C25 119.47(11) . . ?
C23 C24 H24A 120.3 . . ?
C25 C24 H24A 120.3 . . ?
O2 C25 C26 116.21(11) . . ?
O2 C25 C24 124.42(11) . . ?
C26 C25 C24 119.36(11) . . ?
C27 C26 C25 120.75(11) . . ?
C27 C26 H26A 119.6 . . ?
C25 C26 H26A 119.6 . . ?
C26 C27 C22 120.29(11) . . ?
C26 C27 H27A 119.9 . . ?
C22 C27 H27A 119.9 . . ?
C19 O1 C28 117.40(10) . . ?
C25 O2 C29 116.05(9) . . ?
O1 C28 H28A 109.5 . . ?
O1 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O1 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O2 C29 H29A 109.5 . . ?
O2 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O2 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

_refine_diff_density_max         0.222
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.034


_database_code_depnum_ccdc_archive 'CCDC 987649'
