# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4q
_database_code_depnum_ccdc_archive 'CCDC 1407826'
_audit_update_record             
;
2015-06-19 deposited with the CCDC.
2015-08-10 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H33 N2 O1.50'
_chemical_formula_weight         421.56

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   25.482(4)
_cell_length_b                   11.2723(17)
_cell_length_c                   21.767(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 124.839(3)
_cell_angle_gamma                90.00
_cell_volume                     5131.7(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       rodlike
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1816
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.9769
_exptl_absorpt_correction_T_max  0.9854
_exptl_absorpt_process_details   'SADABS: Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16483
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         27.70
_reflns_number_total             5894
_reflns_number_gt                3730
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker Apex II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1274P)²+2.4049P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constrr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5894
_refine_ls_number_parameters     286
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1012
_refine_ls_R_factor_gt           0.0670
_refine_ls_wR_factor_ref         0.2397
_refine_ls_wR_factor_gt          0.2081
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9017(3) 1.0728(5) 0.3282(3) 0.151(2) Uani 1 1 d . . .
H1A H 0.9012 1.0107 0.3580 0.227 Uiso 1 1 calc R . .
H1B H 0.8641 1.1210 0.3076 0.227 Uiso 1 1 calc R . .
H1C H 0.9391 1.1209 0.3588 0.227 Uiso 1 1 calc R . .
C2 C 0.9036(3) 1.1188(5) 0.2179(3) 0.175(3) Uani 1 1 d . . .
H2A H 0.9383 1.1723 0.2494 0.263 Uiso 1 1 calc R . .
H2B H 0.8639 1.1615 0.1924 0.263 Uiso 1 1 calc R . .
H2C H 0.9093 1.0843 0.1817 0.263 Uiso 1 1 calc R . .
C3 C 0.90264(15) 1.0197(2) 0.26616(16) 0.0697(7) Uani 1 1 d . . .
H3A H 0.9430 0.9762 0.2893 0.084 Uiso 1 1 calc R . .
C4 C 0.84933(11) 0.9309(2) 0.22096(13) 0.0552(6) Uani 1 1 d . . .
C5 C 0.78818(14) 0.9655(3) 0.16323(16) 0.0745(8) Uani 1 1 d . . .
H5A H 0.7794 1.0457 0.1519 0.089 Uiso 1 1 calc R . .
C6 C 0.74070(14) 0.8846(4) 0.12276(18) 0.0868(10) Uani 1 1 d . . .
H6A H 0.7001 0.9102 0.0844 0.104 Uiso 1 1 calc R . .
C7 C 0.75214(13) 0.7655(3) 0.13793(16) 0.0757(8) Uani 1 1 d . . .
H7A H 0.7193 0.7115 0.1091 0.091 Uiso 1 1 calc R . .
C8 C 0.81230(11) 0.7241(2) 0.19586(13) 0.0559(6) Uani 1 1 d . . .
C9 C 0.86049(10) 0.8091(2) 0.23714(11) 0.0458(5) Uani 1 1 d . . .
C10 C 0.82498(14) 0.5931(2) 0.21235(16) 0.0699(7) Uani 1 1 d . . .
H10A H 0.8657 0.5850 0.2615 0.084 Uiso 1 1 calc R . .
C11 C 0.8321(2) 0.5317(3) 0.1560(2) 0.1048(12) Uani 1 1 d . . .
H11A H 0.8643 0.5713 0.1537 0.157 Uiso 1 1 calc R . .
H11B H 0.7921 0.5339 0.1077 0.157 Uiso 1 1 calc R . .
H11C H 0.8446 0.4507 0.1709 0.157 Uiso 1 1 calc R . .
C12 C 0.7739(2) 0.5312(4) 0.2165(3) 0.1254(16) Uani 1 1 d . . .
H12A H 0.7843 0.4485 0.2271 0.188 Uiso 1 1 calc R . .
H12B H 0.7331 0.5396 0.1695 0.188 Uiso 1 1 calc R . .
H12C H 0.7723 0.5664 0.2555 0.188 Uiso 1 1 calc R . .
C13 C 0.93902(9) 0.74233(16) 0.35815(11) 0.0393(4) Uani 1 1 d . . .
C22 C 1.00750(10) 0.69593(18) 0.41653(11) 0.0435(5) Uani 1 1 d . . .
C14 C 0.90465(10) 0.73638(17) 0.39300(11) 0.0414(5) Uani 1 1 d . . .
C15 C 0.84205(11) 0.7651(2) 0.36803(13) 0.0497(5) Uani 1 1 d . . .
H15A H 0.8141 0.7981 0.3209 0.060 Uiso 1 1 calc R . .
C16 C 0.82244(12) 0.7438(2) 0.41419(15) 0.0568(6) Uani 1 1 d . . .
H16A H 0.7808 0.7624 0.3977 0.068 Uiso 1 1 calc R . .
C17 C 0.86363(14) 0.6949(2) 0.48495(16) 0.0600(7) Uani 1 1 d . . .
C18 C 0.8401(2) 0.6695(3) 0.5339(2) 0.0946(11) Uani 1 1 d . . .
H18A H 0.8744 0.6362 0.5806 0.142 Uiso 1 1 calc R . .
H18B H 0.8053 0.6142 0.5089 0.142 Uiso 1 1 calc R . .
H18C H 0.8260 0.7419 0.5431 0.142 Uiso 1 1 calc R . .
C19 C 0.92571(13) 0.66749(19) 0.51104(14) 0.0558(6) Uani 1 1 d . . .
H19A H 0.9535 0.6359 0.5587 0.067 Uiso 1 1 calc R . .
C20 C 0.94624(11) 0.68801(17) 0.46448(12) 0.0453(5) Uani 1 1 d . . .
C21 C 1.06085(12) 0.6279(2) 0.55067(13) 0.0587(6) Uani 1 1 d . . .
H21A H 1.0489 0.6091 0.5842 0.088 Uiso 1 1 calc R . .
H21B H 1.0910 0.6922 0.5710 0.088 Uiso 1 1 calc R . .
H21C H 1.0800 0.5596 0.5446 0.088 Uiso 1 1 calc R . .
C23 C 1.05706(9) 0.79187(19) 0.43804(11) 0.0440(5) Uani 1 1 d . . .
C24 C 1.05238(13) 0.8978(2) 0.46700(16) 0.0674(7) Uani 1 1 d . . .
H24A H 1.0198 0.9074 0.4739 0.081 Uiso 1 1 calc R . .
C25 C 1.09469(15) 0.9883(3) 0.48560(18) 0.0822(9) Uani 1 1 d . . .
H25A H 1.0909 1.0586 0.5051 0.099 Uiso 1 1 calc R . .
C26 C 1.14259(15) 0.9753(3) 0.47556(16) 0.0815(9) Uani 1 1 d . . .
H26A H 1.1711 1.0372 0.4877 0.098 Uiso 1 1 calc R . .
C27 C 1.14878(14) 0.8711(3) 0.44767(16) 0.0801(9) Uani 1 1 d . . .
H27A H 1.1816 0.8620 0.4412 0.096 Uiso 1 1 calc R . .
C28 C 1.10563(11) 0.7790(3) 0.42906(13) 0.0595(6) Uani 1 1 d . . .
H28A H 1.1099 0.7082 0.4104 0.071 Uiso 1 1 calc R . .
N1 N 0.92381(8) 0.77190(16) 0.29346(9) 0.0435(4) Uani 1 1 d . . .
N2 N 1.00468(9) 0.66234(17) 0.47886(10) 0.0525(5) Uani 1 1 d . . .
O1 O 1.01912(8) 0.59144(13) 0.38981(9) 0.0557(4) Uani 1 1 d . . .
H1 H 1.0178 0.6070 0.3521 0.084 Uiso 1 1 calc R . .
O1W O 1.0000 0.6696(2) 0.2500 0.0598(6) Uani 1 2 d S . .


_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 C3 1.489(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.544(5) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.513(4) . ?
C3 H3A 0.9800 . ?
C4 C5 1.386(4) . ?
C4 C9 1.405(3) . ?
C5 C6 1.362(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.373(5) . ?
C6 H6A 0.9300 . ?
C7 C8 1.396(4) . ?
C7 H7A 0.9300 . ?
C8 C9 1.405(3) . ?
C8 C10 1.510(4) . ?
C9 N1 1.422(3) . ?
C10 C11 1.507(4) . ?
C10 C12 1.524(4) . ?
C10 H10A 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N1 1.273(3) . ?
C13 C14 1.451(3) . ?
C13 C22 1.549(3) . ?
C22 O1 1.418(2) . ?
C22 N2 1.449(3) . ?
C22 C23 1.519(3) . ?
C14 C15 1.398(3) . ?
C14 C20 1.399(3) . ?
C15 C16 1.375(3) . ?
C15 H15A 0.9300 . ?
C16 C17 1.389(4) . ?
C16 H16A 0.9300 . ?
C17 C19 1.376(4) . ?
C17 C18 1.517(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.400(3) . ?
C19 H19A 0.9300 . ?
C20 N2 1.366(3) . ?
C21 N2 1.444(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 C28 1.366(3) . ?
C23 C24 1.387(3) . ?
C24 C25 1.367(4) . ?
C24 H24A 0.9300 . ?
C25 C26 1.365(5) . ?
C25 H25A 0.9300 . ?
C26 C27 1.372(5) . ?
C26 H26A 0.9300 . ?
C27 C28 1.394(4) . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9300 . ?
O1 H1 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 C4 112.4(3) . . ?
C1 C3 C2 110.0(4) . . ?
C4 C3 C2 113.2(3) . . ?
C1 C3 H3A 106.9 . . ?
C4 C3 H3A 106.9 . . ?
C2 C3 H3A 106.9 . . ?
C5 C4 C9 117.6(2) . . ?
C5 C4 C3 122.0(2) . . ?
C9 C4 C3 120.4(2) . . ?
C6 C5 C4 121.4(3) . . ?
C6 C5 H5A 119.3 . . ?
C4 C5 H5A 119.3 . . ?
C5 C6 C7 120.7(3) . . ?
C5 C6 H6A 119.6 . . ?
C7 C6 H6A 119.6 . . ?
C6 C7 C8 121.1(3) . . ?
C6 C7 H7A 119.4 . . ?
C8 C7 H7A 119.4 . . ?
C7 C8 C9 117.2(3) . . ?
C7 C8 C10 121.1(2) . . ?
C9 C8 C10 121.7(2) . . ?
C8 C9 C4 121.9(2) . . ?
C8 C9 N1 119.8(2) . . ?
C4 C9 N1 118.16(19) . . ?
C11 C10 C8 111.4(3) . . ?
C11 C10 C12 110.0(3) . . ?
C8 C10 C12 112.8(3) . . ?
C11 C10 H10A 107.4 . . ?
C8 C10 H10A 107.4 . . ?
C12 C10 H10A 107.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C14 134.19(19) . . ?
N1 C13 C22 118.96(17) . . ?
C14 C13 C22 106.80(17) . . ?
O1 C22 N2 107.50(16) . . ?
O1 C22 C23 112.72(17) . . ?
N2 C22 C23 111.99(17) . . ?
O1 C22 C13 110.20(16) . . ?
N2 C22 C13 102.77(16) . . ?
C23 C22 C13 111.16(16) . . ?
C15 C14 C20 119.59(19) . . ?
C15 C14 C13 133.0(2) . . ?
C20 C14 C13 107.42(18) . . ?
C16 C15 C14 119.1(2) . . ?
C16 C15 H15A 120.5 . . ?
C14 C15 H15A 120.5 . . ?
C15 C16 C17 121.3(2) . . ?
C15 C16 H16A 119.3 . . ?
C17 C16 H16A 119.3 . . ?
C19 C17 C16 120.6(2) . . ?
C19 C17 C18 119.3(3) . . ?
C16 C17 C18 120.1(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 C20 118.7(2) . . ?
C17 C19 H19A 120.6 . . ?
C20 C19 H19A 120.6 . . ?
N2 C20 C14 111.80(18) . . ?
N2 C20 C19 127.5(2) . . ?
C14 C20 C19 120.7(2) . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C28 C23 C24 118.5(2) . . ?
C28 C23 C22 122.8(2) . . ?
C24 C23 C22 118.7(2) . . ?
C25 C24 C23 121.3(3) . . ?
C25 C24 H24A 119.4 . . ?
C23 C24 H24A 119.4 . . ?
C26 C25 C24 119.9(3) . . ?
C26 C25 H25A 120.1 . . ?
C24 C25 H25A 120.1 . . ?
C25 C26 C27 120.1(3) . . ?
C25 C26 H26A 119.9 . . ?
C27 C26 H26A 119.9 . . ?
C26 C27 C28 119.7(3) . . ?
C26 C27 H27A 120.2 . . ?
C28 C27 H27A 120.2 . . ?
C23 C28 C27 120.6(3) . . ?
C23 C28 H28A 119.7 . . ?
C27 C28 H28A 119.7 . . ?
C13 N1 C9 120.62(17) . . ?
C20 N2 C21 125.56(19) . . ?
C20 N2 C22 111.14(17) . . ?
C21 N2 C22 122.32(19) . . ?
C22 O1 H1 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_theta_full        27.70
_diffrn_measured_fraction_theta_full 0.979
_refine_diff_density_max         0.758
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.051

#======================================================end of cif
####################################################################### 
# 
# 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_6a
_database_code_depnum_ccdc_archive 'CCDC 1407827'
_audit_update_record             
;
2015-06-19 deposited with the CCDC.
2015-08-10 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C116 H128 N8 O4'
_chemical_formula_sum            'C116 H128 N8 O4'
_chemical_formula_weight         1698.26

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'p 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.225(2)
_cell_length_b                   12.718(3)
_cell_length_c                   24.068(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.287(6)
_cell_angle_gamma                90.00
_cell_volume                     2506.9(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2378
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      22.05

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9826
_exptl_absorpt_correction_T_max  0.9926
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15586
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_sigmaI/netI    0.0738
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         27.75
_reflns_number_total             5744
_reflns_number_gt                2762
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0975P)²+0.2648P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5744
_refine_ls_number_parameters     294
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1475
_refine_ls_R_factor_gt           0.0686
_refine_ls_wR_factor_ref         0.2165
_refine_ls_wR_factor_gt          0.1761
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6577(3) 0.97654(17) 0.04663(10) 0.0879(7) Uani 1 1 d . . .
N1 N 0.4204(2) 0.67207(14) 0.14574(8) 0.0467(5) Uani 1 1 d . . .
N2 N 0.3822(3) 0.83749(15) 0.02780(8) 0.0546(6) Uani 1 1 d . . .
H2 H 0.4233 0.8774 0.0039 0.066 Uiso 1 1 d R . .
C1 C 0.9017(4) 0.9065(3) 0.0862(2) 0.1209(16) Uani 1 1 d . . .
H1A H 0.9244 0.9125 0.1259 0.181 Uiso 1 1 calc R . .
H1B H 0.9479 0.9656 0.0684 0.181 Uiso 1 1 calc R . .
H1C H 0.9490 0.8428 0.0736 0.181 Uiso 1 1 calc R . .
C2 C 0.7242(3) 0.9046(2) 0.07176(12) 0.0596(7) Uani 1 1 d . . .
C3 C 0.6328(3) 0.81022(19) 0.08968(11) 0.0550(7) Uani 1 1 d . . .
H3A H 0.6709 0.7936 0.1280 0.066 Uiso 1 1 calc R . .
H3B H 0.6581 0.7507 0.0668 0.066 Uiso 1 1 calc R . .
C4 C 0.4491(3) 0.82450(17) 0.08557(9) 0.0431(6) Uani 1 1 d . . .
C5 C 0.4005(3) 0.91362(17) 0.12364(10) 0.0446(6) Uani 1 1 d . . .
C6 C 0.4497(4) 0.9111(2) 0.17949(11) 0.0665(8) Uani 1 1 d . . .
H6 H 0.5122 0.8551 0.1942 0.080 Uiso 1 1 calc R . .
C7 C 0.4077(5) 0.9905(3) 0.21388(14) 0.0894(11) Uani 1 1 d . . .
H7 H 0.4426 0.9877 0.2517 0.107 Uiso 1 1 calc R . .
C8 C 0.3167(5) 1.0726(3) 0.19371(18) 0.0968(12) Uani 1 1 d . . .
H8 H 0.2890 1.1261 0.2174 0.116 Uiso 1 1 calc R . .
C9 C 0.2666(4) 1.0762(2) 0.13906(17) 0.0894(11) Uani 1 1 d . . .
H9 H 0.2035 1.1325 0.1250 0.107 Uiso 1 1 calc R . .
C10 C 0.3073(3) 0.9976(2) 0.10364(13) 0.0627(7) Uani 1 1 d . . .
H10 H 0.2716 1.0013 0.0659 0.075 Uiso 1 1 calc R . .
C11 C 0.3642(3) 0.72261(16) 0.10239(9) 0.0420(5) Uani 1 1 d . . .
C12 C 0.2291(3) 0.70530(16) 0.05974(10) 0.0462(6) Uani 1 1 d . . .
C13 C 0.2457(3) 0.77728(18) 0.01689(10) 0.0502(6) Uani 1 1 d . . .
C14 C 0.1355(4) 0.7789(2) -0.03034(12) 0.0713(9) Uani 1 1 d . . .
H14 H 0.1469 0.8266 -0.0590 0.086 Uiso 1 1 calc R . .
C15 C 0.0097(5) 0.7084(2) -0.03339(15) 0.0902(11) Uani 1 1 d . . .
H15 H -0.0657 0.7087 -0.0647 0.108 Uiso 1 1 calc R . .
C16 C -0.0085(4) 0.6371(2) 0.00856(15) 0.0822(10) Uani 1 1 d . . .
H16 H -0.0959 0.5904 0.0052 0.099 Uiso 1 1 calc R . .
C17 C 0.1006(3) 0.63382(19) 0.05522(12) 0.0635(8) Uani 1 1 d . . .
H17 H 0.0888 0.5848 0.0833 0.076 Uiso 1 1 calc R . .
C18 C 0.3454(3) 0.57634(17) 0.16016(10) 0.0464(6) Uani 1 1 d . . .
C19 C 0.2350(4) 0.5783(2) 0.20065(12) 0.0656(8) Uani 1 1 d . . .
C20 C 0.1680(4) 0.4834(2) 0.21488(14) 0.0816(10) Uani 1 1 d . . .
H20 H 0.0920 0.4826 0.2412 0.098 Uiso 1 1 calc R . .
C21 C 0.2102(5) 0.3913(2) 0.19150(15) 0.0850(10) Uani 1 1 d . . .
H21 H 0.1612 0.3288 0.2011 0.102 Uiso 1 1 calc R . .
C22 C 0.3232(4) 0.3908(2) 0.15439(13) 0.0699(8) Uani 1 1 d . . .
H22 H 0.3550 0.3269 0.1400 0.084 Uiso 1 1 calc R . .
C23 C 0.3932(3) 0.48237(18) 0.13711(10) 0.0498(6) Uani 1 1 d . . .
C24 C 0.5221(4) 0.4808(2) 0.09634(12) 0.0654(8) Uani 1 1 d . . .
H24 H 0.5089 0.5459 0.0746 0.079 Uiso 1 1 calc R . .
C25 C 0.6889(5) 0.4846(4) 0.12685(17) 0.1152(14) Uani 1 1 d . . .
H25A H 0.7694 0.4868 0.1004 0.173 Uiso 1 1 calc R . .
H25B H 0.7058 0.4232 0.1499 0.173 Uiso 1 1 calc R . .
H25C H 0.6986 0.5464 0.1498 0.173 Uiso 1 1 calc R . .
C26 C 0.5037(6) 0.3906(3) 0.05477(15) 0.1098(13) Uani 1 1 d . . .
H26A H 0.3946 0.3902 0.0368 0.165 Uiso 1 1 calc R . .
H26B H 0.5249 0.3252 0.0740 0.165 Uiso 1 1 calc R . .
H26C H 0.5801 0.3995 0.0273 0.165 Uiso 1 1 calc R . .
C27 C 0.1967(6) 0.6810(3) 0.2300(2) 0.1182(16) Uani 1 1 d . . .
H27 H 0.2809 0.7325 0.2228 0.142 Uiso 1 1 calc R . .
C28 C 0.1966(7) 0.6689(4) 0.2938(2) 0.157(2) Uani 1 1 d . . .
H28A H 0.2983 0.6386 0.3088 0.236 Uiso 1 1 calc R . .
H28B H 0.1083 0.6238 0.3020 0.236 Uiso 1 1 calc R . .
H28C H 0.1833 0.7366 0.3104 0.236 Uiso 1 1 calc R . .
C29 C 0.0354(10) 0.7229(5) 0.2058(2) 0.210(4) Uani 1 1 d . . .
H29A H -0.0328 0.6656 0.1921 0.315 Uiso 1 1 calc R . .
H29B H 0.0520 0.7700 0.1757 0.315 Uiso 1 1 calc R . .
H29C H -0.0164 0.7599 0.2342 0.315 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
O1 C2 1.201(3) . ?
N1 C11 1.275(3) . ?
N1 C18 1.422(3) . ?
N2 C13 1.365(3) . ?
N2 C4 1.457(3) . ?
N2 H2 0.8598 . ?
C1 C2 1.470(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.500(3) . ?
C3 C4 1.516(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.534(3) . ?
C4 C11 1.544(3) . ?
C5 C6 1.368(3) . ?
C5 C10 1.375(3) . ?
C6 C7 1.369(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.349(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.342(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.375(4) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.458(3) . ?
C12 C17 1.391(3) . ?
C12 C13 1.395(3) . ?
C13 C14 1.387(3) . ?
C14 C15 1.366(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.372(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C23 1.390(3) . ?
C18 C19 1.392(4) . ?
C19 C20 1.383(4) . ?
C19 C27 1.532(4) . ?
C20 C21 1.358(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.347(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.380(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.510(4) . ?
C24 C25 1.496(5) . ?
C24 C26 1.520(4) . ?
C24 H24 0.9800 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C29 1.496(7) . ?
C27 C28 1.544(6) . ?
C27 H27 0.9800 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

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
C11 N1 C18 119.89(19) . . ?
C13 N2 C4 110.59(19) . . ?
C13 N2 H2 124.7 . . ?
C4 N2 H2 124.7 . . ?
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 . . ?
O1 C2 C1 120.2(3) . . ?
O1 C2 C3 122.5(2) . . ?
C1 C2 C3 117.4(2) . . ?
C2 C3 C4 114.11(19) . . ?
C2 C3 H3A 108.7 . . ?
C4 C3 H3A 108.7 . . ?
C2 C3 H3B 108.7 . . ?
C4 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
N2 C4 C3 111.2(2) . . ?
N2 C4 C5 112.96(18) . . ?
C3 C4 C5 111.28(19) . . ?
N2 C4 C11 101.85(17) . . ?
C3 C4 C11 110.77(18) . . ?
C5 C4 C11 108.33(18) . . ?
C6 C5 C10 117.8(2) . . ?
C6 C5 C4 120.0(2) . . ?
C10 C5 C4 122.2(2) . . ?
C5 C6 C7 120.6(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C8 C7 C6 121.0(3) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C9 C8 C7 119.3(3) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 120.8(3) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C5 120.5(3) . . ?
C9 C10 H10 119.8 . . ?
C5 C10 H10 119.8 . . ?
N1 C11 C12 134.0(2) . . ?
N1 C11 C4 119.9(2) . . ?
C12 C11 C4 106.02(18) . . ?
C17 C12 C13 119.8(2) . . ?
C17 C12 C11 132.7(2) . . ?
C13 C12 C11 107.5(2) . . ?
N2 C13 C14 127.8(2) . . ?
N2 C13 C12 111.1(2) . . ?
C14 C13 C12 121.0(2) . . ?
C15 C14 C13 117.9(3) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
C14 C15 C16 121.7(3) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C12 118.6(3) . . ?
C16 C17 H17 120.7 . . ?
C12 C17 H17 120.7 . . ?
C23 C18 C19 121.4(2) . . ?
C23 C18 N1 119.6(2) . . ?
C19 C18 N1 118.8(2) . . ?
C20 C19 C18 117.3(3) . . ?
C20 C19 C27 121.8(3) . . ?
C18 C19 C27 120.9(2) . . ?
C21 C20 C19 121.8(3) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C22 C21 C20 119.8(3) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 121.9(3) . . ?
C21 C22 H22 119.1 . . ?
C23 C22 H22 119.1 . . ?
C22 C23 C18 117.7(2) . . ?
C22 C23 C24 121.5(2) . . ?
C18 C23 C24 120.8(2) . . ?
C25 C24 C23 110.4(3) . . ?
C25 C24 C26 112.3(3) . . ?
C23 C24 C26 113.9(3) . . ?
C25 C24 H24 106.6 . . ?
C23 C24 H24 106.6 . . ?
C26 C24 H24 106.6 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C29 C27 C19 109.7(4) . . ?
C29 C27 C28 110.0(3) . . ?
C19 C27 C28 113.1(3) . . ?
C29 C27 H27 108.0 . . ?
C19 C27 H27 108.0 . . ?
C28 C27 H27 108.0 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        27.75
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.041

#======================================================end of cif
