# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

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

data_MeOH
_database_code_depnum_ccdc_archive 'CCDC 1569410'
_audit_update_record             
;
2017-10-26 deposited with the CCDC.
2017-10-31 downloaded from the CCDC.
;

_audit_creation_date             2017-08-07T18:43:44-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C56 H62 N2 O8 0.33(C O)'
_chemical_formula_sum            'C56.33 H63.33 N2 O8.33'
_chemical_formula_weight         901.75
_chemical_absolute_configuration rm

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'P 3'
_symmetry_space_group_name_Hall  'P 3'
_symmetry_Int_Tables_number      143
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'

_cell_length_a                   21.411(3)
_cell_length_b                   21.411(3)
_cell_length_c                   9.7370(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3865.6(11)
_cell_formula_units_Z            3
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6578
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      21.44

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.16
_exptl_crystal_F_000             1446
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_probe          X-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bluker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_number            15155
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.098
_diffrn_reflns_theta_max         22.441
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.716
_diffrn_measured_fraction_theta_max 0.999
_reflns_Friedel_fraction_full    0.704
_reflns_Friedel_fraction_max     0.982
_reflns_Friedel_coverage         0.983
_reflns_number_total             6646
_reflns_number_gt                5948
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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.
 Residual electron densities arising from disordered atoms were treated with
 the SQUEEZE routine in the PLATON program. The solvent accessible volume was
 calculated to be 308 A3 and the electron counts in the void was 53 per unit
 cell. Methanol and water molecules were possible disordered molecules.,SQUEEZE
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0814P)²+0.3880P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6646
_refine_ls_number_parameters     600
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.044
_refine_ls_wR_factor_ref         0.1232
_refine_ls_wR_factor_gt          0.1186
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 2717 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.1(5)
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.038

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C51A C 0.4170(7) 0.1264(8) 0.7601(17) 0.0453(12) Uani 0.499(6) 1 d . . P A 1
H51A H 0.42 0.0823 0.7452 0.054 Uiso 0.499(6) 1 calc R U P A 1
H51B H 0.4663 0.1687 0.7555 0.054 Uiso 0.499(6) 1 calc R U P A 1
C52A C 0.3651(6) 0.1329(6) 0.6419(11) 0.0453(12) Uani 0.499(6) 1 d . . P A 1
H52A H 0.314 0.0976 0.6617 0.054 Uiso 0.499(6) 1 calc R U P A 1
H52B H 0.371 0.1818 0.6447 0.054 Uiso 0.499(6) 1 calc R U P A 1
C53A C 0.3844(6) 0.1188(6) 0.5003(11) 0.0453(12) Uani 0.499(6) 1 d . . P A 1
H53A H 0.353 0.123 0.4319 0.068 Uiso 0.499(6) 1 calc R U P A 1
H53B H 0.3778 0.0701 0.497 0.068 Uiso 0.499(6) 1 calc R U P A 1
H53C H 0.4348 0.1542 0.4801 0.068 Uiso 0.499(6) 1 calc R U P A 1
C51B C 0.3991(7) 0.1084(8) 0.7504(17) 0.0453(12) Uani 0.501(6) 1 d . . P A 2
H51C H 0.416 0.1547 0.7016 0.054 Uiso 0.501(6) 1 calc R U P A 2
H51D H 0.4422 0.1031 0.7598 0.054 Uiso 0.501(6) 1 calc R U P A 2
C52B C 0.3642(6) 0.0653(6) 0.6692(10) 0.0453(12) Uani 0.501(6) 1 d . . P A 2
H52C H 0.3146 0.0575 0.6751 0.054 Uiso 0.501(6) 1 calc R U P A 2
H52D H 0.3616 0.0195 0.6961 0.054 Uiso 0.501(6) 1 calc R U P A 2
C53B C 0.3878(6) 0.0799(6) 0.5167(11) 0.0453(12) Uani 0.501(6) 1 d . . P A 2
H53D H 0.3535 0.0391 0.4604 0.068 Uiso 0.501(6) 1 calc R U P A 2
H53E H 0.436 0.0858 0.5071 0.068 Uiso 0.501(6) 1 calc R U P A 2
H53F H 0.3887 0.1239 0.486 0.068 Uiso 0.501(6) 1 calc R U P A 2
C54A C 0.2498(7) 0.2070(8) 0.7595(18) 0.0451(12) Uani 0.497(6) 1 d . . P B 3
H54A H 0.2467 0.2511 0.7445 0.054 Uiso 0.497(6) 1 calc R U P B 3
H54B H 0.2006 0.1647 0.7547 0.054 Uiso 0.497(6) 1 calc R U P B 3
C55A C 0.3016(6) 0.2007(6) 0.6418(11) 0.0451(12) Uani 0.497(6) 1 d . . P B 3
H55A H 0.3527 0.2359 0.6622 0.054 Uiso 0.497(6) 1 calc R U P B 3
H55B H 0.2956 0.1518 0.6446 0.054 Uiso 0.497(6) 1 calc R U P B 3
C56A C 0.2833(6) 0.2149(6) 0.5007(11) 0.0451(12) Uani 0.497(6) 1 d . . P B 3
H56A H 0.3153 0.2113 0.4332 0.068 Uiso 0.497(6) 1 calc R U P B 3
H56B H 0.2894 0.2634 0.4975 0.068 Uiso 0.497(6) 1 calc R U P B 3
H56C H 0.2331 0.1792 0.4792 0.068 Uiso 0.497(6) 1 calc R U P B 3
C54B C 0.2678(7) 0.2252(8) 0.7508(18) 0.0451(12) Uani 0.503(6) 1 d . . P B 4
H54C H 0.2506 0.1789 0.7019 0.054 Uiso 0.503(6) 1 calc R U P B 4
H54D H 0.2248 0.2308 0.7605 0.054 Uiso 0.503(6) 1 calc R U P B 4
C55B C 0.3029(6) 0.2685(6) 0.6693(10) 0.0451(12) Uani 0.503(6) 1 d . . P B 4
H55C H 0.3524 0.276 0.6745 0.054 Uiso 0.503(6) 1 calc R U P B 4
H55D H 0.3058 0.3145 0.6958 0.054 Uiso 0.503(6) 1 calc R U P B 4
C56B C 0.2782(6) 0.2529(6) 0.5182(11) 0.0451(12) Uani 0.503(6) 1 d . . P B 4
H56D H 0.3125 0.2929 0.4604 0.068 Uiso 0.503(6) 1 calc R U P B 4
H56E H 0.2303 0.2478 0.5095 0.068 Uiso 0.503(6) 1 calc R U P B 4
H56F H 0.2762 0.2082 0.4887 0.068 Uiso 0.503(6) 1 calc R U P B 4
C101 C 0.3333 0.6667 0.453(8) 0.42(3) Uiso 1 3 d S . P . .
O101 O 0.3333 0.6667 0.626(3) 0.221(7) Uiso 1 3 d S . P . .
C31A C 0.2259(4) -0.1780(4) 1.6248(5) 0.0389(12) Uani 0.520(4) 1 d G . P C 5
C32A C 0.1655(3) -0.1865(5) 1.6948(7) 0.0389(12) Uani 0.520(4) 1 d G . P C 5
H32A H 0.1282 -0.1842 1.6463 0.047 Uiso 0.520(4) 1 calc R U P C 5
C33A C 0.1598(3) -0.1984(4) 1.8357(7) 0.0389(12) Uani 0.520(4) 1 d G . P C 5
H33A H 0.1185 -0.2042 1.8836 0.047 Uiso 0.520(4) 1 calc R U P C 5
C34A C 0.2143(3) -0.2017(4) 1.9067(5) 0.0389(12) Uani 0.520(4) 1 d G . P C 5
H34A H 0.2104 -0.2099 2.003 0.047 Uiso 0.520(4) 1 calc R U P C 5
C35A C 0.2747(3) -0.1932(3) 1.8367(6) 0.0389(12) Uani 0.520(4) 1 d G . P C 5
H35A H 0.312 -0.1955 1.8852 0.047 Uiso 0.520(4) 1 calc R U P C 5
C36A C 0.2805(3) -0.1814(4) 1.6957(6) 0.0389(12) Uani 0.520(4) 1 d G . P C 5
H36A H 0.3217 -0.1756 1.6479 0.047 Uiso 0.520(4) 1 calc R U P C 5
C39A C 0.4890(4) -0.0704(4) 1.6247(5) 0.0385(12) Uani 0.520(4) 1 d G . P C 5
C40A C 0.4856(4) -0.1283(3) 1.6958(6) 0.0385(12) Uani 0.520(4) 1 d G . P C 5
H40A H 0.4916 -0.1637 1.6481 0.046 Uiso 0.520(4) 1 calc R U P C 5
C41A C 0.4734(3) -0.1345(3) 1.8367(5) 0.0385(12) Uani 0.520(4) 1 d G . P C 5
H41A H 0.4711 -0.1741 1.8853 0.046 Uiso 0.520(4) 1 calc R U P C 5
C42A C 0.4647(4) -0.0827(3) 1.9065(5) 0.0385(12) Uani 0.520(4) 1 d G . P C 5
H42A H 0.4564 -0.0869 2.0028 0.046 Uiso 0.520(4) 1 calc R U P C 5
C43A C 0.4681(4) -0.0248(3) 1.8354(7) 0.0385(12) Uani 0.520(4) 1 d G . P C 5
H43A H 0.4621 0.0106 1.8831 0.046 Uiso 0.520(4) 1 calc R U P C 5
C44A C 0.4802(5) -0.0186(3) 1.6945(7) 0.0385(12) Uani 0.520(4) 1 d G . P C 5
H44A H 0.4825 0.0209 1.6459 0.046 Uiso 0.520(4) 1 calc R U P C 5
C31B C 0.1990(4) -0.2080(3) 1.6103(5) 0.033(3) Uani 0.480(4) 1 d G . P C 6
C32B C 0.1928(4) -0.2737(3) 1.6460(5) 0.033(2) Uani 0.480(4) 1 d G . P C 6
H32B H 0.2014 -0.301 1.5793 0.04 Uiso 0.480(4) 1 calc R U P C 6
C33B C 0.1742(4) -0.2996(3) 1.7794(6) 0.036(2) Uani 0.480(4) 1 d G . P C 6
H33B H 0.17 -0.3445 1.8038 0.044 Uiso 0.480(4) 1 calc R U P C 6
C34B C 0.1617(4) -0.2598(4) 1.8771(5) 0.044(3) Uani 0.480(4) 1 d G . P C 6
H34B H 0.1489 -0.2775 1.9682 0.053 Uiso 0.480(4) 1 calc R U P C 6
C35B C 0.1678(4) -0.1941(4) 1.8414(7) 0.048(3) Uani 0.480(4) 1 d G . P C 6
H35B H 0.1592 -0.1669 1.9081 0.058 Uiso 0.480(4) 1 calc R U P C 6
C36B C 0.1865(4) -0.1682(3) 1.7080(8) 0.032(3) Uani 0.480(4) 1 d G . P C 6
H36B H 0.1907 -0.1233 1.6836 0.039 Uiso 0.480(4) 1 calc R U P C 6
C39B C 0.4584(3) -0.0737(3) 1.6100(5) 0.030(2) Uani 0.480(4) 1 d G . P C 6
C40B C 0.3927(3) -0.1333(3) 1.6458(5) 0.032(2) Uani 0.480(4) 1 d G . P C 6
H40B H 0.3654 -0.169 1.579 0.038 Uiso 0.480(4) 1 calc R U P C 6
C41B C 0.3669(3) -0.1405(3) 1.7792(6) 0.036(2) Uani 0.480(4) 1 d G . P C 6
H41B H 0.3219 -0.1812 1.8036 0.043 Uiso 0.480(4) 1 calc R U P C 6
C42B C 0.4068(4) -0.0882(4) 1.8769(5) 0.042(3) Uani 0.480(4) 1 d G . P C 6
H42B H 0.3891 -0.0931 1.9681 0.05 Uiso 0.480(4) 1 calc R U P C 6
C43B C 0.4725(4) -0.0286(3) 1.8411(7) 0.049(3) Uani 0.480(4) 1 d G . P C 6
H43B H 0.4997 0.0071 1.9079 0.058 Uiso 0.480(4) 1 calc R U P C 6
C44B C 0.4983(3) -0.0214(3) 1.7077(7) 0.035(3) Uani 0.480(4) 1 d G . P C 6
H44B H 0.5432 0.0193 1.6832 0.041 Uiso 0.480(4) 1 calc R U P C 6
C1 C 0.4624(2) 0.2906(2) 1.0016(4) 0.0268(10) Uani 1 1 d . . . . .
C2 C 0.4961(2) 0.2588(2) 1.0732(4) 0.0264(10) Uani 1 1 d . . . . .
C3 C 0.4968(2) 0.2611(2) 1.2158(5) 0.0334(11) Uani 1 1 d . . . . .
H3 H 0.5215 0.2419 1.2658 0.04 Uiso 1 1 calc R U . . .
C4 C 0.4617(3) 0.2910(3) 1.2856(5) 0.0357(12) Uani 1 1 d . . . . .
H4 H 0.4627 0.2927 1.3831 0.043 Uiso 1 1 calc R U . . .
C5 C 0.4254(2) 0.3185(2) 1.2138(5) 0.0353(12) Uani 1 1 d . . . . .
H5 H 0.4 0.3373 1.2629 0.042 Uiso 1 1 calc R U . . .
C6 C 0.4250(2) 0.3193(2) 1.0715(5) 0.0296(11) Uani 1 1 d . . . . .
C7 C 0.5261(2) 0.2162(2) 1.0007(5) 0.0300(10) Uani 1 1 d . . . . .
H7A H 0.5245 0.2214 0.9 0.036 Uiso 1 1 calc R U . . .
H7B H 0.5769 0.2347 1.0281 0.036 Uiso 1 1 calc R U . . .
C8 C 0.4109(2) 0.0959(2) 0.9898(5) 0.0329(11) Uani 1 1 d . . . . .
C9 C 0.3637(2) 0.0279(2) 1.0442(6) 0.0383(12) Uani 1 1 d . . . . .
C10 C 0.3889(3) -0.0006(3) 1.1430(5) 0.0393(12) Uani 1 1 d . . . . .
H10 H 0.3577 -0.0474 1.1787 0.047 Uiso 1 1 calc R U . . .
C11 C 0.4591(3) 0.0386(3) 1.1902(5) 0.0385(12) Uani 1 1 d . . . . .
C12 C 0.5046(2) 0.1078(2) 1.1409(5) 0.0347(11) Uani 1 1 d . . . . .
H12 H 0.5524 0.135 1.1755 0.042 Uiso 1 1 calc R U . . .
C13 C 0.4806(2) 0.1374(2) 1.0409(5) 0.0314(11) Uani 1 1 d . . . . .
C14 C 0.2853(2) -0.0132(2) 0.9969(5) 0.0376(12) Uani 1 1 d . . . . .
H14A H 0.2829 -0.0068 0.8967 0.045 Uiso 1 1 calc R U . . .
H14B H 0.2647 -0.0653 1.0154 0.045 Uiso 1 1 calc R U . . .
C15 C 0.2043(2) 0.0426(2) 1.0016(4) 0.0270(10) Uani 1 1 d . . . . .
C16 C 0.1705(2) 0.0744(2) 1.0731(4) 0.0263(10) Uani 1 1 d . . . . .
C17 C 0.1698(2) 0.0723(2) 1.2158(5) 0.0331(11) Uani 1 1 d . . . . .
H17 H 0.1452 0.0916 1.2657 0.04 Uiso 1 1 calc R U . . .
C18 C 0.2050(3) 0.0421(3) 1.2860(5) 0.0358(12) Uani 1 1 d . . . . .
H18 H 0.2038 0.0403 1.3835 0.043 Uiso 1 1 calc R U . . .
C19 C 0.2413(2) 0.0150(2) 1.2142(5) 0.0350(12) Uani 1 1 d . . . . .
H19 H 0.2668 -0.0037 1.2632 0.042 Uiso 1 1 calc R U . . .
C20 C 0.2417(2) 0.0141(2) 1.0719(5) 0.0302(11) Uani 1 1 d . . . . .
C21 C 0.1404(2) 0.1173(2) 1.0006(5) 0.0307(10) Uani 1 1 d . . . . .
H21A H 0.142 0.1121 0.8998 0.037 Uiso 1 1 calc R U . . .
H21B H 0.0896 0.0988 1.0281 0.037 Uiso 1 1 calc R U . . .
C22 C 0.2560(2) 0.2373(2) 0.9898(5) 0.0330(11) Uani 1 1 d . . . . .
C23 C 0.3029(2) 0.3054(2) 1.0446(6) 0.0383(12) Uani 1 1 d . . . . .
C24 C 0.2780(3) 0.3341(3) 1.1428(5) 0.0396(12) Uani 1 1 d . . . . .
H24 H 0.3092 0.381 1.1781 0.048 Uiso 1 1 calc R U . . .
C25 C 0.2076(3) 0.2947(3) 1.1901(5) 0.0384(12) Uani 1 1 d . . . . .
C26 C 0.1621(2) 0.2257(2) 1.1406(5) 0.0345(11) Uani 1 1 d . . . . .
H26 H 0.1143 0.1986 1.175 0.041 Uiso 1 1 calc R U . . .
C27 C 0.1860(2) 0.1960(2) 1.0409(5) 0.0309(11) Uani 1 1 d . . . . .
C28 C 0.3816(2) 0.3469(2) 0.9970(5) 0.0389(12) Uani 1 1 d . . . . .
H28A H 0.384 0.3406 0.8968 0.047 Uiso 1 1 calc R U . . .
H28B H 0.4021 0.3989 1.0159 0.047 Uiso 1 1 calc R U . . .
C29 C 0.2147(3) 0.3756(3) 1.3791(6) 0.0565(16) Uani 1 1 d . . . . .
C30 C 0.2266(3) -0.1719(3) 1.4674(5) 0.0460(13) Uani 1 1 d . . . . .
H30 H 0.2647 -0.1818 1.4328 0.055 Uiso 1 1 calc R U . C 5
C37 C 0.4516(3) -0.0426(3) 1.3796(6) 0.0582(16) Uani 1 1 d . . . . .
C38 C 0.4949(3) -0.0652(3) 1.4677(5) 0.0466(13) Uani 1 1 d . . . . .
H38 H 0.4851 -0.1132 1.4333 0.056 Uiso 1 1 calc R U . C 5
C45 C 0.5285(2) 0.3487(2) 0.8027(5) 0.0313(11) Uani 1 1 d . . . . .
H45A H 0.5705 0.3458 0.8365 0.038 Uiso 1 1 calc R U . . .
H45B H 0.5345 0.396 0.83 0.038 Uiso 1 1 calc R U . . .
C46 C 0.5232(2) 0.3409(3) 0.6484(5) 0.0362(12) Uani 1 1 d . . . . .
H46A H 0.4826 0.3467 0.6157 0.043 Uiso 1 1 calc R U . . .
H46B H 0.5127 0.2918 0.6233 0.043 Uiso 1 1 calc R U . . .
C47 C 0.5923(3) 0.3963(3) 0.5769(6) 0.0548(15) Uani 1 1 d . . . . .
H47A H 0.6036 0.445 0.6036 0.082 Uiso 1 1 calc R U . . .
H47B H 0.5857 0.3908 0.4772 0.082 Uiso 1 1 calc R U . . .
H47C H 0.6321 0.3886 0.6041 0.082 Uiso 1 1 calc R U . . .
C48 C 0.1383(2) -0.0151(2) 0.8026(5) 0.0307(11) Uani 1 1 d . . . . .
H48A H 0.0962 -0.0124 0.8366 0.037 Uiso 1 1 calc R U . . .
H48B H 0.1325 -0.0623 0.8298 0.037 Uiso 1 1 calc R U . . .
C49 C 0.1435(2) -0.0073(2) 0.6486(5) 0.0341(11) Uani 1 1 d . . . . .
H49A H 0.1841 -0.013 0.6157 0.041 Uiso 1 1 calc R U . . .
H49B H 0.1539 0.0418 0.6236 0.041 Uiso 1 1 calc R U . . .
C50 C 0.0743(3) -0.0627(3) 0.5773(6) 0.0553(15) Uani 1 1 d . . . . .
H50A H 0.0647 -0.1114 0.599 0.083 Uiso 1 1 calc R U . . .
H50B H 0.0797 -0.0552 0.4777 0.083 Uiso 1 1 calc R U . . .
H50C H 0.0339 -0.0571 0.6092 0.083 Uiso 1 1 calc R U . . .
N1 N 0.1789(2) 0.3229(2) 1.2904(4) 0.0424(11) Uani 1 1 d . . . . .
H1 H 0.1316 0.3026 1.2929 0.051 Uiso 1 1 calc R U . . .
N2 N 0.4879(2) 0.0105(2) 1.2908(4) 0.0422(11) Uani 1 1 d . . . . .
H2 H 0.5352 0.0309 1.2936 0.051 Uiso 1 1 calc R U . . .
O1 O 0.2823(3) 0.4101(3) 1.3883(6) 0.109(2) Uani 1 1 d . . . . .
O2 O 0.2526(2) -0.0970(2) 1.4470(4) 0.0551(10) Uani 1 1 d . . . . .
H2A H 0.2977 -0.074 1.4564 0.083 Uiso 1 1 calc R U . . .
O3 O 0.3842(3) -0.0771(3) 1.3881(6) 0.109(2) Uani 1 1 d . . . . .
O4 O 0.5698(2) -0.01604(19) 1.4476(4) 0.0545(10) Uani 1 1 d . . . . .
H4A H 0.5923 -0.0389 1.4464 0.082 Uiso 1 1 calc R U . . .
O5 O 0.28103(16) 0.20988(15) 0.8895(3) 0.0347(8) Uani 1 1 d . . . . .
O6 O 0.46309(15) 0.29125(15) 0.8597(3) 0.0317(7) Uani 1 1 d . . . . .
O7 O 0.38577(16) 0.12357(15) 0.8893(3) 0.0343(7) Uani 1 1 d . . . . .
O8 O 0.20346(15) 0.04222(15) 0.8594(3) 0.0313(7) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C51A O7 1.411(18) . ?
C51A C52A 1.653(19) . ?
C52A C53A 1.512(15) . ?
C51B C52B 1.160(16) . ?
C51B O7 1.451(17) . ?
C52B C53B 1.549(15) . ?
C54A O5 1.418(18) . ?
C54A C55A 1.647(19) . ?
C55A C56A 1.502(15) . ?
C54B C55B 1.165(17) . ?
C54B O5 1.451(17) . ?
C55B C56B 1.542(15) . ?
C101 O101 1.69(7) . ?
C31A C32A 1.39 . ?
C31A C36A 1.39 . ?
C31A C30 1.537(7) . ?
C32A C33A 1.39 . ?
C33A C34A 1.39 . ?
C34A C35A 1.39 . ?
C35A C36A 1.39 . ?
C39A C40A 1.39 . ?
C39A C44A 1.39 . ?
C39A C38 1.533(7) . ?
C40A C41A 1.39 . ?
C41A C42A 1.39 . ?
C42A C43A 1.39 . ?
C43A C44A 1.39 . ?
C31B C32B 1.39 . ?
C31B C36B 1.39 . ?
C31B C30 1.558(7) . ?
C32B C33B 1.39 . ?
C33B C34B 1.39 . ?
C34B C35B 1.39 . ?
C35B C36B 1.39 . ?
C39B C40B 1.39 . ?
C39B C44B 1.39 . ?
C39B C38 1.555(7) . ?
C40B C41B 1.39 . ?
C41B C42B 1.39 . ?
C42B C43B 1.39 . ?
C43B C44B 1.39 . ?
C1 O6 1.382(5) . ?
C1 C2 1.401(6) . ?
C1 C6 1.405(6) . ?
C2 C3 1.389(6) . ?
C2 C7 1.526(6) . ?
C3 C4 1.386(7) . ?
C4 C5 1.377(7) . ?
C5 C6 1.386(7) . ?
C6 C28 1.512(7) . ?
C7 C13 1.518(6) . ?
C8 O7 1.385(6) . ?
C8 C13 1.391(6) . ?
C8 C9 1.396(7) . ?
C9 C10 1.384(7) . ?
C9 C14 1.526(7) . ?
C10 C11 1.384(7) . ?
C11 C12 1.390(7) . ?
C11 N2 1.440(6) . ?
C12 C13 1.394(7) . ?
C14 C20 1.514(6) . ?
C15 O8 1.384(5) . ?
C15 C16 1.403(6) . ?
C15 C20 1.404(6) . ?
C16 C17 1.390(6) . ?
C16 C21 1.531(6) . ?
C17 C18 1.393(7) . ?
C18 C19 1.373(7) . ?
C19 C20 1.386(7) . ?
C21 C27 1.516(6) . ?
C22 O5 1.379(6) . ?
C22 C27 1.397(6) . ?
C22 C23 1.398(7) . ?
C23 C24 1.379(7) . ?
C23 C28 1.532(7) . ?
C24 C25 1.387(7) . ?
C25 C26 1.387(7) . ?
C25 N1 1.439(6) . ?
C26 C27 1.391(7) . ?
C29 O1 1.256(7) . ?
C29 N1 1.319(7) . ?
C29 C30 1.507(8) 2 ?
C30 O2 1.424(6) . ?
C30 C29 1.507(8) 3 ?
C37 O3 1.253(7) . ?
C37 N2 1.327(7) . ?
C37 C38 1.508(8) . ?
C38 O4 1.425(6) . ?
C45 O6 1.435(5) . ?
C45 C46 1.509(6) . ?
C46 C47 1.525(7) . ?
C48 O8 1.431(5) . ?
C48 C49 1.506(6) . ?
C49 C50 1.526(7) . ?

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
O7 C51A C52A 107.5(11) . . ?
C53A C52A C51A 110.9(10) . . ?
C52B C51B O7 133.8(14) . . ?
C51B C52B C53B 118.6(13) . . ?
O5 C54A C55A 107.6(11) . . ?
C56A C55A C54A 111.4(10) . . ?
C55B C54B O5 133.8(13) . . ?
C54B C55B C56B 117.6(13) . . ?
C32A C31A C36A 120 . . ?
C32A C31A C30 118.0(4) . . ?
C36A C31A C30 121.8(4) . . ?
C33A C32A C31A 120 . . ?
C32A C33A C34A 120 . . ?
C35A C34A C33A 120 . . ?
C36A C35A C34A 120 . . ?
C35A C36A C31A 120 . . ?
C40A C39A C44A 120 . . ?
C40A C39A C38 121.8(4) . . ?
C44A C39A C38 117.9(4) . . ?
C41A C40A C39A 120 . . ?
C40A C41A C42A 120 . . ?
C43A C42A C41A 120 . . ?
C42A C43A C44A 120 . . ?
C43A C44A C39A 120 . . ?
C32B C31B C36B 120 . . ?
C32B C31B C30 123.2(4) . . ?
C36B C31B C30 116.6(4) . . ?
C31B C32B C33B 120 . . ?
C34B C33B C32B 120 . . ?
C33B C34B C35B 120 . . ?
C34B C35B C36B 120 . . ?
C35B C36B C31B 120 . . ?
C40B C39B C44B 120 . . ?
C40B C39B C38 123.3(4) . . ?
C44B C39B C38 116.4(4) . . ?
C39B C40B C41B 120 . . ?
C42B C41B C40B 120 . . ?
C41B C42B C43B 120 . . ?
C42B C43B C44B 120 . . ?
C43B C44B C39B 120 . . ?
O6 C1 C2 119.8(4) . . ?
O6 C1 C6 119.0(4) . . ?
C2 C1 C6 121.1(4) . . ?
C3 C2 C1 118.7(4) . . ?
C3 C2 C7 118.9(4) . . ?
C1 C2 C7 122.2(4) . . ?
C4 C3 C2 120.5(4) . . ?
C5 C4 C3 120.1(4) . . ?
C4 C5 C6 121.4(4) . . ?
C5 C6 C1 118.1(4) . . ?
C5 C6 C28 119.6(4) . . ?
C1 C6 C28 122.3(4) . . ?
C13 C7 C2 108.5(3) . . ?
O7 C8 C13 120.0(4) . . ?
O7 C8 C9 118.7(4) . . ?
C13 C8 C9 121.1(4) . . ?
C10 C9 C8 119.0(4) . . ?
C10 C9 C14 120.9(4) . . ?
C8 C9 C14 120.1(4) . . ?
C9 C10 C11 120.6(4) . . ?
C10 C11 C12 120.1(5) . . ?
C10 C11 N2 122.4(4) . . ?
C12 C11 N2 117.5(4) . . ?
C11 C12 C13 120.3(4) . . ?
C8 C13 C12 118.7(4) . . ?
C8 C13 C7 120.4(4) . . ?
C12 C13 C7 120.5(4) . . ?
C20 C14 C9 110.2(4) . . ?
O8 C15 C16 119.4(4) . . ?
O8 C15 C20 119.6(4) . . ?
C16 C15 C20 120.9(4) . . ?
C17 C16 C15 118.7(4) . . ?
C17 C16 C21 118.7(4) . . ?
C15 C16 C21 122.4(4) . . ?
C16 C17 C18 120.4(4) . . ?
C19 C18 C17 119.9(4) . . ?
C18 C19 C20 121.5(4) . . ?
C19 C20 C15 118.3(4) . . ?
C19 C20 C14 119.7(4) . . ?
C15 C20 C14 121.9(4) . . ?
C27 C21 C16 108.4(3) . . ?
O5 C22 C27 120.3(4) . . ?
O5 C22 C23 119.0(4) . . ?
C27 C22 C23 120.6(4) . . ?
C24 C23 C22 119.5(4) . . ?
C24 C23 C28 120.7(4) . . ?
C22 C23 C28 119.8(4) . . ?
C23 C24 C25 120.3(4) . . ?
C24 C25 C26 120.1(5) . . ?
C24 C25 N1 122.3(4) . . ?
C26 C25 N1 117.6(4) . . ?
C25 C26 C27 120.5(4) . . ?
C26 C27 C22 118.8(4) . . ?
C26 C27 C21 120.7(4) . . ?
C22 C27 C21 120.1(4) . . ?
C6 C28 C23 110.0(4) . . ?
O1 C29 N1 123.8(6) . . ?
O1 C29 C30 118.5(5) . 2 ?
N1 C29 C30 117.5(5) . 2 ?
O2 C30 C29 109.1(4) . 3 ?
O2 C30 C31A 102.5(5) . . ?
C29 C30 C31A 123.4(5) 3 . ?
O2 C30 C31B 121.5(5) . . ?
C29 C30 C31B 101.5(4) 3 . ?
O3 C37 N2 123.8(6) . . ?
O3 C37 C38 119.0(5) . . ?
N2 C37 C38 117.0(5) . . ?
O4 C38 C37 109.3(4) . . ?
O4 C38 C39A 102.3(5) . . ?
C37 C38 C39A 123.3(5) . . ?
O4 C38 C39B 121.6(5) . . ?
C37 C38 C39B 101.1(4) . . ?
O6 C45 C46 107.6(3) . . ?
C45 C46 C47 112.2(4) . . ?
O8 C48 C49 107.7(3) . . ?
C48 C49 C50 112.2(4) . . ?
C29 N1 C25 127.9(5) . . ?
C37 N2 C11 127.7(5) . . ?
C22 O5 C54A 112.1(7) . . ?
C22 O5 C54B 113.7(7) . . ?
C1 O6 C45 113.3(3) . . ?
C8 O7 C51A 111.8(7) . . ?
C8 O7 C51B 113.6(7) . . ?
C15 O8 C48 113.3(3) . . ?


# 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_rac1
_database_code_depnum_ccdc_archive 'CCDC 1569415'
_audit_update_record             
;
2017-10-26 deposited with the CCDC.
2017-10-31 downloaded from the CCDC.
;

_audit_creation_date             2017-08-07T21:10:06-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C56 H62 N2 O8'
_chemical_formula_sum            'C56 H62 N2 O8'
_chemical_formula_weight         891.07

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15
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                   31.802(11)
_cell_length_b                   9.443(3)
_cell_length_c                   17.980(6)
_cell_angle_alpha                90
_cell_angle_beta                 119.438(3)
_cell_angle_gamma                90
_cell_volume                     4703(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    2018
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      20.70

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_F_000             1904
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_probe          X-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bluker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_number            6808
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.274
_diffrn_reflns_theta_max         20.701
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.568
_diffrn_measured_fraction_theta_max 0.995
_reflns_Friedel_coverage         0
_reflns_number_total             2418
_reflns_number_gt                1840
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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     
;
 w=1/[σ²(Fo²)+(0.0544P)²+5.4441P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2418
_refine_ls_number_parameters     301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.1187
_refine_ls_wR_factor_gt          0.1051
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.037

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 -0.08023(11) 0.2322(3) 0.2723(2) 0.0342(8) Uani 1 1 d . . . . .
C2 C -0.12309(12) 0.1862(3) 0.2026(2) 0.0339(8) Uani 1 1 d . . . . .
C3 C -0.15402(11) 0.1018(3) 0.2177(2) 0.0360(8) Uani 1 1 d . . . . .
H3 H -0.184 0.0725 0.1712 0.043 Uiso 1 1 calc R U . . .
C4 C -0.14147(12) 0.0600(3) 0.3001(2) 0.0331(8) Uani 1 1 d . . . . .
C5 C -0.09679(12) 0.0966(3) 0.3673(2) 0.0361(8) Uani 1 1 d . . . . .
H5 H -0.0875 0.0626 0.423 0.043 Uiso 1 1 calc R U . . .
C6 C -0.06524(11) 0.1824(3) 0.3550(2) 0.0337(8) Uani 1 1 d . . . . .
C7 C -0.01518(11) 0.2169(3) 0.42670(19) 0.0385(9) Uani 1 1 d . . . . .
H7A H -0.0127 0.1907 0.482 0.046 Uiso 1 1 calc R U . . .
H7B H -0.0095 0.3201 0.4274 0.046 Uiso 1 1 calc R U . . .
C8 C 0.02291(11) 0.1378(3) 0.41583(18) 0.0325(8) Uani 1 1 d . . . . .
C9 C 0.01869(12) -0.0069(3) 0.40071(19) 0.0380(9) Uani 1 1 d . . . . .
H9 H -0.0081 -0.0559 0.398 0.046 Uiso 1 1 calc R U . . .
C10 C 0.05242(13) -0.0815(4) 0.3894(2) 0.0439(9) Uani 1 1 d . . . . .
H10 H 0.0496 -0.1813 0.3819 0.053 Uiso 1 1 calc R U . . .
C11 C 0.09024(12) -0.0107(3) 0.38907(19) 0.0395(9) Uani 1 1 d . . . . .
H11 H 0.1131 -0.0623 0.3803 0.047 Uiso 1 1 calc R U . . .
C12 C 0.09542(11) 0.1354(3) 0.40135(18) 0.0326(8) Uani 1 1 d . . . . .
C13 C 0.06198(11) 0.2071(3) 0.41687(18) 0.0316(8) Uani 1 1 d . . . . .
C14 C 0.13262(11) 0.2130(3) 0.38766(19) 0.0363(8) Uani 1 1 d . . . . .
H14A H 0.1654 0.1794 0.4293 0.044 Uiso 1 1 calc R U . . .
H14B H 0.1309 0.3158 0.3966 0.044 Uiso 1 1 calc R U . . .
C15 C 0.10099(12) 0.3951(3) 0.5126(2) 0.0436(9) Uani 1 1 d . . . . .
H15A H 0.1325 0.3506 0.5286 0.052 Uiso 1 1 calc R U . . .
H15B H 0.0909 0.3645 0.5542 0.052 Uiso 1 1 calc R U . . .
C16 C 0.10564(13) 0.5555(3) 0.5142(2) 0.0509(10) Uani 1 1 d . . . . .
H16A H 0.111 0.5855 0.4668 0.061 Uiso 1 1 calc R U . . .
H16B H 0.075 0.5984 0.5046 0.061 Uiso 1 1 calc R U . . .
C17 C 0.14597(13) 0.6095(4) 0.5963(2) 0.0647(11) Uani 1 1 d . . . . .
H17A H 0.139 0.5897 0.6427 0.097 Uiso 1 1 calc R U . . .
H17B H 0.1493 0.7119 0.5921 0.097 Uiso 1 1 calc R U . . .
H17C H 0.1761 0.5623 0.6082 0.097 Uiso 1 1 calc R U . . .
C18 C -0.06421(13) 0.4654(3) 0.2429(2) 0.0501(10) Uani 1 1 d . . . . .
H18A H -0.0997 0.4694 0.2063 0.06 Uiso 1 1 calc R U . . .
H18B H -0.0497 0.5091 0.2107 0.06 Uiso 1 1 calc R U . . .
C19 C -0.05003(14) 0.5497(4) 0.3219(2) 0.0541(10) Uani 1 1 d . . . . .
H19A H -0.0144 0.5486 0.358 0.065 Uiso 1 1 calc R U . . .
H19B H -0.0641 0.5062 0.3547 0.065 Uiso 1 1 calc R U . . .
C20 C -0.06742(15) 0.7023(4) 0.3000(3) 0.0734(13) Uani 1 1 d . . . . .
H20A H -0.0521 0.747 0.2702 0.11 Uiso 1 1 calc R U . . .
H20B H -0.0588 0.7546 0.3527 0.11 Uiso 1 1 calc R U . . .
H20C H -0.1026 0.7034 0.2632 0.11 Uiso 1 1 calc R U . . .
C21 C -0.22129(13) -0.0176(3) 0.2768(2) 0.0382(9) Uani 1 1 d . . . . .
C22 C -0.24629(12) -0.1034(3) 0.3160(2) 0.0391(9) Uani 1 1 d . . . . .
H22 H -0.2743 -0.1547 0.2691 0.047 Uiso 1 1 calc R U . . .
C23 C -0.26516(11) -0.0080(3) 0.3620(2) 0.0402(9) Uani 1 1 d . . . . .
C24 C -0.28628(13) 0.1221(4) 0.3290(2) 0.0527(10) Uani 1 1 d . . . . .
H24 H -0.2888 0.1547 0.2769 0.063 Uiso 1 1 calc R U . . .
C25 C -0.30374(14) 0.2051(4) 0.3715(3) 0.0586(11) Uani 1 1 d . . . . .
H25 H -0.3176 0.2948 0.3489 0.07 Uiso 1 1 calc R U . . .
C26 C -0.30113(14) 0.1583(4) 0.4469(3) 0.0597(11) Uani 1 1 d . . . . .
H26 H -0.3129 0.2153 0.4763 0.072 Uiso 1 1 calc R U . . .
C27 C -0.28117(14) 0.0277(4) 0.4780(2) 0.0586(11) Uani 1 1 d . . . . .
H27 H -0.2797 -0.0066 0.5289 0.07 Uiso 1 1 calc R U . . .
C28 C -0.26312(12) -0.0546(4) 0.4364(2) 0.0488(10) Uani 1 1 d . . . . .
H28 H -0.2492 -0.1442 0.4594 0.059 Uiso 1 1 calc R U . . .
N1 N -0.17315(10) -0.0222(3) 0.31796(17) 0.0386(7) Uani 1 1 d . . . . .
H1 H -0.1595 -0.0823 0.3607 0.046 Uiso 1 1 calc R U . . .
O1 O -0.04935(7) 0.3187(2) 0.25978(13) 0.0387(6) Uani 1 1 d . . . . .
O2 O 0.06588(7) 0.3529(2) 0.42864(13) 0.0360(6) Uani 1 1 d . . . . .
O3 O -0.24564(8) 0.0519(2) 0.21093(15) 0.0478(6) Uani 1 1 d . . . . .
O4 O -0.21378(8) -0.2052(2) 0.37424(14) 0.0445(6) Uani 1 1 d . . . . .
H4 H -0.2221 -0.2867 0.3533 0.067 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 O1 1.378(3) . ?
C1 C2 1.392(4) . ?
C1 C6 1.401(4) . ?
C2 C3 1.393(4) . ?
C2 C14 1.518(4) 2 ?
C3 C4 1.389(4) . ?
C4 C5 1.383(4) . ?
C4 N1 1.427(4) . ?
C5 C6 1.390(4) . ?
C6 C7 1.512(4) . ?
C7 C8 1.515(4) . ?
C8 C9 1.387(4) . ?
C8 C13 1.396(4) . ?
C9 C10 1.379(4) . ?
C10 C11 1.378(4) . ?
C11 C12 1.395(4) . ?
C12 C13 1.399(4) . ?
C12 C14 1.511(4) . ?
C13 O2 1.390(3) . ?
C14 C2 1.518(4) 2 ?
C15 O2 1.425(4) . ?
C15 C16 1.520(5) . ?
C16 C17 1.492(5) . ?
C18 O1 1.448(4) . ?
C18 C19 1.491(5) . ?
C19 C20 1.524(5) . ?
C21 O3 1.237(4) . ?
C21 N1 1.334(4) . ?
C21 C22 1.528(4) . ?
C22 O4 1.424(4) . ?
C22 C23 1.531(5) . ?
C23 C28 1.380(5) . ?
C23 C24 1.387(5) . ?
C24 C25 1.387(5) . ?
C25 C26 1.389(5) . ?
C26 C27 1.373(5) . ?
C27 C28 1.384(5) . ?

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
O1 C1 C2 120.0(3) . . ?
O1 C1 C6 118.3(3) . . ?
C2 C1 C6 121.5(3) . . ?
C1 C2 C3 118.4(3) . . ?
C1 C2 C14 120.2(3) . 2 ?
C3 C2 C14 121.0(3) . 2 ?
C4 C3 C2 120.7(3) . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 N1 118.4(3) . . ?
C3 C4 N1 122.0(3) . . ?
C4 C5 C6 121.2(3) . . ?
C5 C6 C1 118.0(3) . . ?
C5 C6 C7 122.0(3) . . ?
C1 C6 C7 120.0(3) . . ?
C6 C7 C8 110.9(3) . . ?
C9 C8 C13 117.6(3) . . ?
C9 C8 C7 120.3(3) . . ?
C13 C8 C7 122.0(3) . . ?
C10 C9 C8 121.6(3) . . ?
C11 C10 C9 119.8(3) . . ?
C10 C11 C12 120.9(3) . . ?
C11 C12 C13 117.9(3) . . ?
C11 C12 C14 119.7(3) . . ?
C13 C12 C14 122.1(3) . . ?
O2 C13 C8 118.6(3) . . ?
O2 C13 C12 119.3(3) . . ?
C8 C13 C12 122.0(3) . . ?
C12 C14 C2 109.4(2) . 2 ?
O2 C15 C16 108.5(3) . . ?
C17 C16 C15 112.8(3) . . ?
O1 C18 C19 113.4(3) . . ?
C18 C19 C20 111.0(3) . . ?
O3 C21 N1 123.8(3) . . ?
O3 C21 C22 120.0(3) . . ?
N1 C21 C22 116.2(3) . . ?
O4 C22 C21 110.1(3) . . ?
O4 C22 C23 109.6(3) . . ?
C21 C22 C23 111.6(2) . . ?
C28 C23 C24 118.7(3) . . ?
C28 C23 C22 119.5(3) . . ?
C24 C23 C22 121.8(3) . . ?
C23 C24 C25 120.4(4) . . ?
C24 C25 C26 120.7(4) . . ?
C27 C26 C25 118.5(4) . . ?
C26 C27 C28 121.0(4) . . ?
C23 C28 C27 120.7(3) . . ?
C21 N1 C4 127.0(3) . . ?
C1 O1 C18 114.6(2) . . ?
C13 O2 C15 113.8(2) . . ?



# 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_2PrOH
_database_code_depnum_ccdc_archive 'CCDC 1569414'
_audit_update_record             
;
2017-10-26 deposited with the CCDC.
2017-10-31 downloaded from the CCDC.
;

_audit_creation_date             2017-10-25T17:25:03-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C56 H62 N2 O8 (C3H8O)'
_chemical_formula_sum            'C59 H70 N2 O9'
_chemical_formula_weight         951.17
_chemical_absolute_configuration rm

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_Int_Tables_number      5
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   30.587(2)
_cell_length_b                   9.5507(8)
_cell_length_c                   19.5075(15)
_cell_angle_alpha                90
_cell_angle_beta                 113.5600(10)
_cell_angle_gamma                90
_cell_volume                     5223.6(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6280
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      28.54

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_F_000             2044
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_probe          X-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bluker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0173
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_number            15902
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.157
_diffrn_reflns_theta_max         29.124
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.926

_reflns_Friedel_fraction_full    0.755
_reflns_Friedel_fraction_max     0.61
_reflns_Friedel_coverage         0.588
_reflns_number_total             10913
_reflns_number_gt                9273
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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     
;
 w=1/[σ²(Fo²)+(0.0546P)²+6.1356P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         10913
_refine_ls_number_parameters     667
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1199
_refine_ls_wR_factor_gt          0.1123
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 3135 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.1(4)
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.043

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
O8 O 0.04826(8) 0.2702(2) 0.98062(11) 0.0355(5) Uani 1 1 d . . . . .
N2 N 0.16859(8) -0.0653(3) 0.89952(14) 0.0320(5) Uani 1 1 d . . . . .
H60 H 0.1548 -0.1051 0.8553 0.038 Uiso 1 1 calc R U . . .
C47 C 0.09432(10) 0.0550(3) 0.86961(15) 0.0284(6) Uani 1 1 d . . . . .
H47 H 0.0854 0.0258 0.8193 0.034 Uiso 1 1 calc R U . . .
C51 C 0.07809(10) 0.1839(3) 0.96181(15) 0.0280(6) Uani 1 1 d . . . . .
O9 O 0.80349(10) 0.5113(3) 0.14284(14) 0.0564(7) Uani 1 1 d . . . . .
H9 H 0.79 0.4968 0.0966 0.085 Uiso 1 1 calc R U . . .
C49 C 0.15073(10) 0.0510(3) 0.99824(15) 0.0301(6) Uani 1 1 d . . . . .
H49 H 0.1799 0.0187 1.0357 0.036 Uiso 1 1 calc R U . . .
C48 C 0.13834(10) 0.0139(3) 0.92384(16) 0.0286(6) Uani 1 1 d . . . . .
C50 C 0.12038(10) 0.1357(3) 1.01787(15) 0.0289(6) Uani 1 1 d . . . . .
O7 O 0.23985(8) -0.0551(3) 1.00041(12) 0.0496(6) Uani 1 1 d . . . . .
C53 C 0.13032(10) 0.1620(4) 1.09952(15) 0.0319(6) Uani 1 1 d . . . . .
H53A H 0.1294 0.2639 1.1083 0.038 Uiso 1 1 calc R U . . .
H53B H 0.1625 0.127 1.1315 0.038 Uiso 1 1 calc R U . . .
C52 C 0.21584(10) -0.0875(3) 0.93553(16) 0.0333(6) Uani 1 1 d . . . . .
C59 C 0.81234(15) 0.4325(5) 0.2636(2) 0.0570(10) Uani 1 1 d . . . . .
H59A H 0.7971 0.52 0.2684 0.086 Uiso 1 1 calc R U . . .
H59B H 0.847 0.445 0.2844 0.086 Uiso 1 1 calc R U . . .
H59C H 0.8041 0.3579 0.2909 0.086 Uiso 1 1 calc R U . . .
C57 C 0.79518(12) 0.3935(4) 0.1829(2) 0.0437(8) Uani 1 1 d . . . . .
H57 H 0.7602 0.374 0.163 0.052 Uiso 1 1 calc R U . . .
C55 C 0.05299(19) 0.4960(5) 0.9273(3) 0.0701(12) Uani 1 1 d . . . . .
H55A H 0.018 0.4939 0.8984 0.084 Uiso 1 1 calc R U . . .
H55B H 0.0681 0.4526 0.8961 0.084 Uiso 1 1 calc R U . . .
C54 C 0.06445(19) 0.4148(4) 0.9937(2) 0.0658(12) Uani 1 1 d . . . . .
H54A H 0.0501 0.4601 1.0254 0.079 Uiso 1 1 calc R U . . .
H54B H 0.0995 0.4153 1.0218 0.079 Uiso 1 1 calc R U . . .
C56 C 0.06928(19) 0.6487(5) 0.9426(3) 0.0757(14) Uani 1 1 d . . . . .
H56A H 0.1041 0.6521 0.9689 0.114 Uiso 1 1 calc R U . . .
H56B H 0.0546 0.6926 0.9736 0.114 Uiso 1 1 calc R U . . .
H56C H 0.0596 0.6993 0.8951 0.114 Uiso 1 1 calc R U . . .
C58 C 0.82021(17) 0.2687(4) 0.1692(2) 0.0647(11) Uani 1 1 d . . . . .
H58A H 0.8543 0.2891 0.1862 0.097 Uiso 1 1 calc R U . . .
H58B H 0.8069 0.2472 0.1157 0.097 Uiso 1 1 calc R U . . .
H58C H 0.8158 0.1882 0.197 0.097 Uiso 1 1 calc R U . . .
O6 O 0.06466(7) 0.3050(2) 1.14802(10) 0.0279(4) Uani 1 1 d . . . . .
C39 C 0.08846(11) -0.0567(3) 1.11246(16) 0.0330(6) Uani 1 1 d . . . . .
H39 H 0.1098 -0.1081 1.0976 0.04 Uiso 1 1 calc R U . . .
C38 C 0.09317(10) 0.0879(3) 1.11991(14) 0.0278(6) Uani 1 1 d . . . . .
O5 O 0.20508(8) -0.2224(2) 0.82354(12) 0.0400(5) Uani 1 1 d . . . . .
H5 H 0.2027 -0.3071 0.8332 0.06 Uiso 1 1 calc R U . . .
C36 C 0.02407(10) 0.0918(3) 1.15290(14) 0.0265(6) Uani 1 1 d . . . . .
C45 C 0.01391(10) 0.1725(3) 0.83164(14) 0.0276(6) Uani 1 1 d . . . . .
H45A H 0.0116 0.1495 0.7808 0.033 Uiso 1 1 calc R U . . .
H45B H 0.0082 0.2742 0.8334 0.033 Uiso 1 1 calc R U . . .
C37 C 0.06106(10) 0.1611(3) 1.14135(14) 0.0253(5) Uani 1 1 d . . . . .
C33 C 0.26420(10) -0.0412(3) 0.86171(16) 0.0315(6) Uani 1 1 d . . . . .
C42 C 0.09125(10) 0.3550(3) 1.22277(15) 0.0312(6) Uani 1 1 d . . . . .
H42A H 0.1242 0.3177 1.2422 0.037 Uiso 1 1 calc R U . . .
H42B H 0.0759 0.324 1.2563 0.037 Uiso 1 1 calc R U . . .
C41 C 0.02118(11) -0.0525(3) 1.14522(16) 0.0340(6) Uani 1 1 d . . . . .
H41 H -0.0035 -0.1012 1.1532 0.041 Uiso 1 1 calc R U . . .
C32 C 0.25541(11) -0.0261(4) 0.78652(18) 0.0417(8) Uani 1 1 d . . . . .
H32 H 0.2347 -0.0899 0.7509 0.05 Uiso 1 1 calc R U . . .
C46 C 0.06330(10) 0.1376(3) 0.88794(15) 0.0275(6) Uani 1 1 d . . . . .
C34 C 0.23915(10) -0.1560(3) 0.88727(17) 0.0333(6) Uani 1 1 d . . . . .
H34 H 0.2632 -0.2264 0.9179 0.04 Uiso 1 1 calc R U . . .
C43 C 0.09197(10) 0.5122(3) 1.21949(17) 0.0344(7) Uani 1 1 d . . . . .
H43A H 0.0588 0.5473 1.1963 0.041 Uiso 1 1 calc R U . . .
H43B H 0.1085 0.5413 1.1873 0.041 Uiso 1 1 calc R U . . .
C40 C 0.05351(12) -0.1271(3) 1.12621(18) 0.0381(7) Uani 1 1 d . . . . .
H40 H 0.0516 -0.2263 1.1227 0.046 Uiso 1 1 calc R U . . .
C31 C 0.27677(12) 0.0817(5) 0.7630(2) 0.0513(10) Uani 1 1 d . . . . .
H31 H 0.2707 0.0908 0.7115 0.062 Uiso 1 1 calc R U . . .
C30 C 0.30643(12) 0.1747(5) 0.8135(2) 0.0556(11) Uani 1 1 d . . . . .
H30 H 0.3205 0.249 0.7971 0.067 Uiso 1 1 calc R U . . .
C44 C 0.11677(12) 0.5784(4) 1.2962(2) 0.0488(9) Uani 1 1 d . . . . .
H44A H 0.1507 0.5533 1.3169 0.073 Uiso 1 1 calc R U . . .
H44B H 0.1021 0.5442 1.3294 0.073 Uiso 1 1 calc R U . . .
H44C H 0.1135 0.6804 1.2917 0.073 Uiso 1 1 calc R U . . .
C28 C 0.29531(11) 0.0522(4) 0.91193(17) 0.0423(8) Uani 1 1 d . . . . .
H28 H 0.3028 0.0419 0.9638 0.051 Uiso 1 1 calc R U . . .
C29 C 0.31574(13) 0.1602(4) 0.8877(2) 0.0521(9) Uani 1 1 d . . . . .
H29 H 0.3364 0.2247 0.9228 0.062 Uiso 1 1 calc R U . . .
O3 O 0.54447(6) 0.25434(19) 0.65698(10) 0.0236(4) Uani 1 1 d . . . . .
O1 O 0.75000(7) 0.6562(2) 0.58312(10) 0.0279(4) Uani 1 1 d . . . . .
O4 O 0.44150(8) 0.2790(2) 0.50325(11) 0.0330(5) Uani 1 1 d . . . . .
C13 C 0.38434(9) 0.5381(3) 0.57763(14) 0.0263(6) Uani 1 1 d . . . . .
H13 H 0.3872 0.5761 0.6243 0.032 Uiso 1 1 calc R U . . .
C5 C 0.50318(9) 0.4721(3) 0.64610(13) 0.0235(5) Uani 1 1 d . . . . .
N1 N 0.68049(8) 0.6986(2) 0.48238(12) 0.0269(5) Uani 1 1 d . . . . .
H61 H 0.6674 0.7556 0.4441 0.032 Uiso 1 1 calc R U . . .
C6 C 0.50292(10) 0.6171(3) 0.63954(15) 0.0280(6) Uani 1 1 d . . . . .
H6 H 0.4756 0.6683 0.6365 0.034 Uiso 1 1 calc R U . . .
C7 C 0.45906(9) 0.3974(3) 0.64596(14) 0.0255(6) Uani 1 1 d . . . . .
H7A H 0.4641 0.2948 0.6478 0.031 Uiso 1 1 calc R U . . .
H7B H 0.4535 0.425 0.6907 0.031 Uiso 1 1 calc R U . . .
C3 C 0.58197(9) 0.4677(3) 0.64264(13) 0.0234(5) Uani 1 1 d . . . . .
O2 O 0.71194(8) 0.9152(2) 0.44230(11) 0.0399(5) Uani 1 1 d . . . . .
H2A H 0.7231 0.9869 0.4303 0.06 Uiso 1 1 calc R U . . .
C4 C 0.54330(10) 0.3988(3) 0.64878(13) 0.0229(5) Uani 1 1 d . . . . .
C9 C 0.41038(9) 0.3797(3) 0.50688(15) 0.0249(5) Uani 1 1 d . . . . .
C2 C 0.58061(11) 0.6138(3) 0.63841(16) 0.0302(6) Uani 1 1 d . . . . .
H2 H 0.607 0.6628 0.6362 0.036 Uiso 1 1 calc R U . . .
C8 C 0.41622(9) 0.4353(3) 0.57633(14) 0.0252(5) Uani 1 1 d . . . . .
C35 C 0.62278(10) 0.3892(3) 0.63402(15) 0.0265(6) Uani 1 1 d . . . . .
H35A H 0.6533 0.4128 0.6758 0.032 Uiso 1 1 calc R U . . .
H35B H 0.6176 0.2869 0.6349 0.032 Uiso 1 1 calc R U . . .
C10 C 0.62460(9) 0.4311(3) 0.56004(14) 0.0250(5) Uani 1 1 d . . . . .
C12 C 0.65163(9) 0.5866(3) 0.48774(15) 0.0252(5) Uani 1 1 d . . . . .
C1 C 0.54178(11) 0.6882(3) 0.63741(16) 0.0324(6) Uani 1 1 d . . . . .
H1 H 0.5417 0.7876 0.6353 0.039 Uiso 1 1 calc R U . . .
C15 C 0.74529(10) 0.8630(3) 0.51121(15) 0.0290(6) Uani 1 1 d . . . . .
H15 H 0.7757 0.8414 0.5057 0.035 Uiso 1 1 calc R U . . .
C11 C 0.65579(9) 0.5340(3) 0.55678(14) 0.0256(5) Uani 1 1 d . . . . .
H11 H 0.6799 0.5687 0.6016 0.031 Uiso 1 1 calc R U . . .
C14 C 0.72568(10) 0.7277(3) 0.52923(14) 0.0253(6) Uani 1 1 d . . . . .
C17 C 0.72510(10) 1.0735(3) 0.57226(16) 0.0318(6) Uani 1 1 d . . . . .
H17 H 0.6961 1.0836 0.5294 0.038 Uiso 1 1 calc R U . . .
C23 C 0.56500(11) 0.0570(3) 0.73863(17) 0.0353(7) Uani 1 1 d . . . . .
H23A H 0.5862 0.0254 0.7894 0.042 Uiso 1 1 calc R U . . .
H23B H 0.5753 0.0093 0.7025 0.042 Uiso 1 1 calc R U . . .
C22 C 0.57074(11) 0.2117(3) 0.73317(15) 0.0324(6) Uani 1 1 d . . . . .
H22A H 0.5586 0.2614 0.7665 0.039 Uiso 1 1 calc R U . . .
H22B H 0.6049 0.2352 0.7489 0.039 Uiso 1 1 calc R U . . .
C21 C 0.79786(10) 0.9493(3) 0.63966(15) 0.0296(6) Uani 1 1 d . . . . .
H21 H 0.819 0.8743 0.643 0.036 Uiso 1 1 calc R U . . .
C16 C 0.75597(9) 0.9647(3) 0.57583(14) 0.0252(5) Uani 1 1 d . . . . .
C19 C 0.77814(11) 1.1535(4) 0.69375(17) 0.0379(7) Uani 1 1 d . . . . .
H19 H 0.786 1.2188 0.7336 0.046 Uiso 1 1 calc R U . . .
C18 C 0.73632(11) 1.1677(4) 0.63101(17) 0.0372(7) Uani 1 1 d . . . . .
H18 H 0.7151 1.2423 0.628 0.045 Uiso 1 1 calc R U . . .
C20 C 0.80869(10) 1.0432(4) 0.69822(16) 0.0359(7) Uani 1 1 d . . . . .
H20 H 0.8372 1.0321 0.7418 0.043 Uiso 1 1 calc R U . . .
C24 C 0.51426(12) 0.0134(4) 0.72316(19) 0.0435(8) Uani 1 1 d . . . . .
H24A H 0.4933 0.0398 0.672 0.065 Uiso 1 1 calc R U . . .
H24B H 0.5037 0.0605 0.7585 0.065 Uiso 1 1 calc R U . . .
H24C H 0.513 -0.0883 0.729 0.065 Uiso 1 1 calc R U . . .
C25A C 0.4410(4) 0.1445(8) 0.5256(4) 0.0324(16) Uani 0.506(9) 1 d . . P A 1
H25A H 0.4642 0.1436 0.5784 0.039 Uiso 0.506(9) 1 calc R U P A 1
H25B H 0.4093 0.1338 0.5275 0.039 Uiso 0.506(9) 1 calc R U P A 1
C26A C 0.4480(2) 0.0248(6) 0.4986(3) 0.0344(17) Uani 0.506(9) 1 d . . P A 1
H26A H 0.4831 0.012 0.5196 0.041 Uiso 0.506(9) 1 calc R U P A 1
H26B H 0.4382 0.0408 0.4444 0.041 Uiso 0.506(9) 1 calc R U P A 1
C27A C 0.4274(4) -0.1191(13) 0.5051(6) 0.043(3) Uani 0.506(9) 1 d . . P A 1
H27A H 0.4385 -0.1895 0.4791 0.065 Uiso 0.506(9) 1 calc R U P A 1
H27B H 0.3925 -0.1147 0.4823 0.065 Uiso 0.506(9) 1 calc R U P A 1
H27C H 0.4381 -0.1446 0.558 0.065 Uiso 0.506(9) 1 calc R U P A 1
C25B C 0.4160(3) 0.1376(7) 0.5030(5) 0.0296(16) Uani 0.494(9) 1 d . . P A 2
H25C H 0.4345 0.0936 0.5521 0.036 Uiso 0.494(9) 1 calc R U P A 2
H25D H 0.3846 0.1626 0.5031 0.036 Uiso 0.494(9) 1 calc R U P A 2
C26B C 0.4092(2) 0.0553(7) 0.4622(3) 0.0354(19) Uani 0.494(9) 1 d . . P A 2
H26C H 0.4341 0.0602 0.442 0.043 Uiso 0.494(9) 1 calc R U P A 2
H26D H 0.3783 0.0759 0.4203 0.043 Uiso 0.494(9) 1 calc R U P A 2
C27B C 0.4073(5) -0.0963(15) 0.4874(8) 0.056(3) Uani 0.494(9) 1 d . . P A 2
H27D H 0.401 -0.1599 0.4451 0.084 Uiso 0.494(9) 1 calc R U P A 2
H27E H 0.3817 -0.1051 0.5055 0.084 Uiso 0.494(9) 1 calc R U P A 2
H27F H 0.4379 -0.1206 0.5278 0.084 Uiso 0.494(9) 1 calc R U P A 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
O8 C51 1.383(3) . ?
O8 C54 1.454(5) . ?
N2 C52 1.347(4) . ?
N2 C48 1.416(4) . ?
C47 C46 1.386(4) . ?
C47 C48 1.395(4) . ?
C51 C50 1.396(4) . ?
C51 C46 1.398(4) . ?
O9 C57 1.449(4) . ?
C49 C48 1.391(4) . ?
C49 C50 1.395(4) . ?
C50 C53 1.519(4) . ?
O7 C52 1.222(4) . ?
C53 C38 1.521(4) . ?
C52 C34 1.536(4) . ?
C59 C57 1.494(5) . ?
C57 C58 1.496(5) . ?
C55 C54 1.427(6) . ?
C55 C56 1.532(7) . ?
O6 C37 1.381(3) . ?
O6 C42 1.438(3) . ?
C39 C40 1.377(5) . ?
C39 C38 1.390(4) . ?
C38 C37 1.399(4) . ?
O5 C34 1.414(4) . ?
C36 C41 1.385(4) . ?
C36 C37 1.404(4) . ?
C36 C45 1.521(4) 2_557 ?
C45 C46 1.508(4) . ?
C45 C36 1.522(4) 2_557 ?
C33 C28 1.384(5) . ?
C33 C32 1.389(4) . ?
C33 C34 1.531(4) . ?
C42 C43 1.504(4) . ?
C41 C40 1.384(4) . ?
C32 C31 1.392(5) . ?
C43 C44 1.518(4) . ?
C31 C30 1.366(6) . ?
C30 C29 1.365(5) . ?
C28 C29 1.384(5) . ?
O3 C4 1.388(3) . ?
O3 C22 1.437(3) . ?
O1 C14 1.225(3) . ?
O4 C25A 1.359(7) . ?
O4 C9 1.375(3) . ?
O4 C25B 1.558(8) . ?
C13 C12 1.389(4) 2_656 ?
C13 C8 1.392(4) . ?
C5 C6 1.390(4) . ?
C5 C4 1.395(4) . ?
C5 C7 1.526(4) . ?
N1 C14 1.346(3) . ?
N1 C12 1.417(3) . ?
C6 C1 1.384(4) . ?
C7 C8 1.507(4) . ?
C3 C2 1.397(4) . ?
C3 C4 1.400(4) . ?
C3 C35 1.522(4) . ?
O2 C15 1.414(3) . ?
C9 C8 1.399(4) . ?
C9 C10 1.405(4) 2_656 ?
C2 C1 1.378(4) . ?
C35 C10 1.520(4) . ?
C10 C11 1.389(4) . ?
C10 C9 1.405(4) 2_656 ?
C12 C13 1.389(4) 2_656 ?
C12 C11 1.394(4) . ?
C15 C16 1.520(4) . ?
C15 C14 1.524(4) . ?
C17 C16 1.387(4) . ?
C17 C18 1.388(4) . ?
C23 C22 1.496(4) . ?
C23 C24 1.516(4) . ?
C21 C20 1.384(4) . ?
C21 C16 1.392(4) . ?
C19 C18 1.379(4) . ?
C19 C20 1.387(5) . ?
C25A C26A 1.311(10) . ?
C26A C27A 1.538(14) . ?
C25B C26B 1.078(10) . ?
C26B C27B 1.539(15) . ?

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
C51 O8 C54 113.4(3) . . ?
C52 N2 C48 128.1(3) . . ?
C46 C47 C48 121.1(2) . . ?
O8 C51 C50 119.4(2) . . ?
O8 C51 C46 119.1(2) . . ?
C50 C51 C46 121.3(3) . . ?
C48 C49 C50 120.0(3) . . ?
C49 C48 C47 119.8(3) . . ?
C49 C48 N2 122.9(3) . . ?
C47 C48 N2 117.3(2) . . ?
C49 C50 C51 119.1(2) . . ?
C49 C50 C53 120.5(3) . . ?
C51 C50 C53 120.1(3) . . ?
C50 C53 C38 109.9(2) . . ?
O7 C52 N2 125.1(3) . . ?
O7 C52 C34 120.6(3) . . ?
N2 C52 C34 114.3(3) . . ?
O9 C57 C59 108.1(3) . . ?
O9 C57 C58 108.1(3) . . ?
C59 C57 C58 113.4(3) . . ?
C54 C55 C56 113.5(4) . . ?
C55 C54 O8 114.5(4) . . ?
C37 O6 C42 114.7(2) . . ?
C40 C39 C38 121.4(3) . . ?
C39 C38 C37 118.2(3) . . ?
C39 C38 C53 119.5(3) . . ?
C37 C38 C53 122.2(3) . . ?
C41 C36 C37 118.2(3) . . ?
C41 C36 C45 120.3(3) . 2_557 ?
C37 C36 C45 121.4(3) . 2_557 ?
C46 C45 C36 111.5(2) . 2_557 ?
O6 C37 C38 119.1(3) . . ?
O6 C37 C36 119.6(3) . . ?
C38 C37 C36 121.3(3) . . ?
C28 C33 C32 118.0(3) . . ?
C28 C33 C34 121.5(3) . . ?
C32 C33 C34 120.5(3) . . ?
O6 C42 C43 107.5(2) . . ?
C36 C41 C40 121.3(3) . . ?
C33 C32 C31 120.4(3) . . ?
C47 C46 C51 118.2(3) . . ?
C47 C46 C45 121.8(2) . . ?
C51 C46 C45 119.9(2) . . ?
O5 C34 C33 108.9(2) . . ?
O5 C34 C52 111.8(2) . . ?
C33 C34 C52 108.0(3) . . ?
C42 C43 C44 112.6(3) . . ?
C39 C40 C41 119.6(3) . . ?
C30 C31 C32 120.5(3) . . ?
C31 C30 C29 119.7(4) . . ?
C29 C28 C33 121.0(3) . . ?
C30 C29 C28 120.4(4) . . ?
C4 O3 C22 112.3(2) . . ?
C25A O4 C9 123.2(4) . . ?
C9 O4 C25B 104.6(3) . . ?
C12 C13 C8 121.5(2) 2_656 . ?
C6 C5 C4 118.4(3) . . ?
C6 C5 C7 119.5(3) . . ?
C4 C5 C7 122.0(2) . . ?
C14 N1 C12 127.3(2) . . ?
C1 C6 C5 121.2(3) . . ?
C8 C7 C5 109.8(2) . . ?
C2 C3 C4 117.9(3) . . ?
C2 C3 C35 119.5(3) . . ?
C4 C3 C35 122.4(2) . . ?
O3 C4 C5 119.0(2) . . ?
O3 C4 C3 119.6(2) . . ?
C5 C4 C3 121.4(2) . . ?
O4 C9 C8 119.5(2) . . ?
O4 C9 C10 118.8(2) . 2_656 ?
C8 C9 C10 121.5(2) . 2_656 ?
C1 C2 C3 121.4(3) . . ?
C13 C8 C9 117.8(2) . . ?
C13 C8 C7 121.1(2) . . ?
C9 C8 C7 120.7(2) . . ?
C10 C35 C3 108.5(2) . . ?
C11 C10 C9 119.1(2) . 2_656 ?
C11 C10 C35 121.1(2) . . ?
C9 C10 C35 119.2(2) 2_656 . ?
C13 C12 C11 120.0(2) 2_656 . ?
C13 C12 N1 118.1(2) 2_656 . ?
C11 C12 N1 121.6(2) . . ?
C2 C1 C6 119.5(3) . . ?
O2 C15 C16 113.4(2) . . ?
O2 C15 C14 108.5(2) . . ?
C16 C15 C14 108.9(2) . . ?
C10 C11 C12 120.0(2) . . ?
O1 C14 N1 125.1(3) . . ?
O1 C14 C15 120.7(2) . . ?
N1 C14 C15 114.2(2) . . ?
C16 C17 C18 120.4(3) . . ?
C22 C23 C24 113.4(3) . . ?
O3 C22 C23 108.7(2) . . ?
C20 C21 C16 120.0(3) . . ?
C17 C16 C21 119.3(3) . . ?
C17 C16 C15 121.4(2) . . ?
C21 C16 C15 119.3(3) . . ?
C18 C19 C20 119.5(3) . . ?
C19 C18 C17 120.3(3) . . ?
C21 C20 C19 120.5(3) . . ?
C26A C25A O4 132.1(6) . . ?
C25A C26A C27A 127.4(8) . . ?
C26B C25B O4 125.7(6) . . ?
C25B C26B C27B 118.0(8) . . ?


# 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_CH3CN
_database_code_depnum_ccdc_archive 'CCDC 1569411'
_audit_update_record             
;
2017-10-26 deposited with the CCDC.
2017-10-31 downloaded from the CCDC.
;

_audit_creation_date             2017-08-07T18:30:54-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C56 H62 N2 O8, 0.33(C2 N)'
_chemical_formula_sum            'C56.67 H63 N2.33 O8'
_chemical_formula_weight         904.76
_chemical_absolute_configuration rm

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'P 3'
_symmetry_space_group_name_Hall  'P 3'
_symmetry_Int_Tables_number      143
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'

_cell_length_a                   21.4358(15)
_cell_length_b                   21.4358(15)
_cell_length_c                   9.7080(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3863.1(6)
_cell_formula_units_Z            3
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8496
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      23.72

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_F_000             1450
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_probe          X-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bluker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_number            17120
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.097
_diffrn_reflns_theta_max         23.729
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.835
_diffrn_measured_fraction_theta_max 1
_reflns_Friedel_fraction_full    0.689
_reflns_Friedel_fraction_max     0.824
_reflns_Friedel_coverage         0.824
_reflns_number_total             7148
_reflns_number_gt                6611
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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.
 Residual electron densities arising from disordered atoms were treated with
 the SQUEEZE routine in the PLATON program. The solvent accessible volume was
 calculated to be 290 A3 and the electron counts in the void was 39 per unit
 cell. Acetonitrile and water molecules were possible disordered molecules.,SQUEEZE
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1536P)²+3.1283P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7148
_refine_ls_number_parameters     676
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0968
_refine_ls_wR_factor_gt          0.0945
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 2800 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.8(4)
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.034

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
N101 N 0.3333 0.6667 0.8861(15) 0.142(4) Uiso 1 3 d S . P . .
C102 C 0.3333 0.6667 0.7654(14) 0.101(3) Uiso 1 3 d S . P . .
C101 C 0.3333 0.6667 0.6282(15) 0.120(4) Uiso 1 3 d S . P . .
H7 H 0.551(2) 0.736(2) 0.410(3) 0.039(9) Uiso 1 1 d . . . . .
H15 H 0.4021(19) 0.5173(18) 0.409(3) 0.035(9) Uiso 1 1 d . . . . .
C1A C 0.5960(2) 0.7749(2) 0.5993(3) 0.0272(15) Uani 0.632(3) 1 d G . P A 1
C2A C 0.53818(19) 0.72057(18) 0.6709(3) 0.0363(13) Uani 0.632(3) 1 d G . P A 1
H2A H 0.5026 0.6793 0.6232 0.044 Uiso 0.632(3) 1 calc R U P A 1
C3A C 0.53232(19) 0.72659(18) 0.8122(3) 0.0406(14) Uani 0.632(3) 1 d G . P A 1
H3A H 0.4928 0.6895 0.8612 0.049 Uiso 0.632(3) 1 calc R U P A 1
C4A C 0.5843(2) 0.7869(2) 0.8820(3) 0.0375(13) Uani 0.632(3) 1 d G . P A 1
H4A H 0.5803 0.791 0.9786 0.045 Uiso 0.632(3) 1 calc R U P A 1
C5A C 0.6422(2) 0.8412(2) 0.8104(5) 0.047(4) Uani 0.632(3) 1 d G . P A 1
H5A H 0.6777 0.8824 0.8581 0.056 Uiso 0.632(3) 1 calc R U P A 1
C6A C 0.6480(2) 0.8352(2) 0.6691(5) 0.034(2) Uani 0.632(3) 1 d G . P A 1
H6A H 0.6876 0.8723 0.6202 0.041 Uiso 0.632(3) 1 calc R U P A 1
C9A C 0.4415(2) 0.5121(2) 0.5990(3) 0.0275(15) Uani 0.632(3) 1 d G . P A 1
C10A C 0.38718(17) 0.5155(2) 0.6707(3) 0.0353(12) Uani 0.632(3) 1 d G . P A 1
H10A H 0.3459 0.5097 0.6231 0.042 Uiso 0.632(3) 1 calc R U P A 1
C11A C 0.39327(18) 0.5274(2) 0.8121(3) 0.0420(14) Uani 0.632(3) 1 d G . P A 1
H11A H 0.3561 0.5298 0.8611 0.05 Uiso 0.632(3) 1 calc R U P A 1
C12A C 0.4537(2) 0.5359(2) 0.8817(3) 0.0362(13) Uani 0.632(3) 1 d G . P A 1
H12A H 0.4579 0.5441 0.9783 0.043 Uiso 0.632(3) 1 calc R U P A 1
C13A C 0.5080(2) 0.5325(3) 0.8100(5) 0.046(4) Uani 0.632(3) 1 d G . P A 1
H13A H 0.5493 0.5383 0.8576 0.055 Uiso 0.632(3) 1 calc R U P A 1
C14A C 0.5019(2) 0.5206(3) 0.6686(5) 0.033(2) Uani 0.632(3) 1 d G . P A 1
H14A H 0.5391 0.5182 0.6196 0.039 Uiso 0.632(3) 1 calc R U P A 1
C1B C 0.5911(4) 0.8005(4) 0.5804(6) 0.031(3) Uani 0.368(3) 1 d G . P A 2
C2B C 0.5316(3) 0.8065(4) 0.6175(5) 0.031(2) Uani 0.368(3) 1 d G . P A 2
H2B H 0.4956 0.7979 0.5512 0.037 Uiso 0.368(3) 1 calc R U P A 2
C3B C 0.5249(3) 0.8251(4) 0.7517(6) 0.039(2) Uani 0.368(3) 1 d G . P A 2
H3B H 0.4843 0.8292 0.7771 0.047 Uiso 0.368(3) 1 calc R U P A 2
C4B C 0.5776(4) 0.8376(4) 0.8487(5) 0.039(2) Uani 0.368(3) 1 d G . P A 2
H4B H 0.5731 0.8503 0.9404 0.047 Uiso 0.368(3) 1 calc R U P A 2
C5B C 0.6371(3) 0.8317(5) 0.8116(7) 0.028(6) Uani 0.368(3) 1 d G . P A 2
H5B H 0.6731 0.8403 0.8779 0.033 Uiso 0.368(3) 1 calc R U P A 2
C6B C 0.6438(4) 0.8131(5) 0.6774(8) 0.029(3) Uani 0.368(3) 1 d G . P A 2
H6B H 0.6844 0.809 0.652 0.035 Uiso 0.368(3) 1 calc R U P A 2
C9B C 0.4673(4) 0.5426(3) 0.5815(6) 0.029(3) Uani 0.368(3) 1 d G . P A 2
C10B C 0.4796(5) 0.5025(3) 0.6789(8) 0.029(3) Uani 0.368(3) 1 d G . P A 2
H10B H 0.4753 0.4576 0.6539 0.035 Uiso 0.368(3) 1 calc R U P A 2
C11B C 0.4982(5) 0.5279(4) 0.8129(7) 0.027(6) Uani 0.368(3) 1 d G . P A 2
H11B H 0.5066 0.5005 0.8795 0.033 Uiso 0.368(3) 1 calc R U P A 2
C12B C 0.5045(4) 0.5935(4) 0.8495(5) 0.039(2) Uani 0.368(3) 1 d G . P A 2
H12B H 0.5172 0.6109 0.9411 0.046 Uiso 0.368(3) 1 calc R U P A 2
C13B C 0.4922(3) 0.6337(3) 0.7521(6) 0.036(2) Uani 0.368(3) 1 d G . P A 2
H13B H 0.4966 0.6785 0.7771 0.044 Uiso 0.368(3) 1 calc R U P A 2
C14B C 0.4736(4) 0.6082(3) 0.6181(5) 0.030(2) Uani 0.368(3) 1 d G . P A 2
H14B H 0.4652 0.6357 0.5515 0.036 Uiso 0.368(3) 1 calc R U P A 2
C51A C 0.8930(5) 1.2910(6) -0.2730(11) 0.0420(9) Uani 0.512(5) 1 d . . P B 3
H51A H 0.846 1.2639 -0.3205 0.05 Uiso 0.512(5) 1 calc R U P B 3
H51B H 0.9008 1.3403 -0.2611 0.05 Uiso 0.512(5) 1 calc R U P B 3
C52A C 0.9345(4) 1.2986(4) -0.3598(7) 0.0420(9) Uani 0.512(5) 1 d . . P B 3
H52A H 0.9426 1.257 -0.3545 0.05 Uiso 0.512(5) 1 calc R U P B 3
H52B H 0.9808 1.3421 -0.3366 0.05 Uiso 0.512(5) 1 calc R U P B 3
C53A C 0.9172(6) 1.3058(6) -0.5117(9) 0.059(2) Uani 0.512(5) 1 d . . P B 3
H53A H 0.9566 1.3111 -0.5708 0.089 Uiso 0.512(5) 1 calc R U P B 3
H53B H 0.9117 1.3483 -0.5216 0.089 Uiso 0.512(5) 1 calc R U P B 3
H53C H 0.8723 1.2627 -0.5389 0.089 Uiso 0.512(5) 1 calc R U P B 3
C51B C 0.8728(5) 1.2903(6) -0.2664(12) 0.0420(9) Uani 0.488(5) 1 d . . P B 4
H51C H 0.9162 1.3379 -0.282 0.05 Uiso 0.488(5) 1 calc R U P B 4
H51D H 0.8298 1.2959 -0.2711 0.05 Uiso 0.488(5) 1 calc R U P B 4
C52B C 0.8680(4) 1.2343(4) -0.3792(8) 0.0420(9) Uani 0.488(5) 1 d . . P B 4
H52C H 0.9042 1.2199 -0.3585 0.05 Uiso 0.488(5) 1 calc R U P B 4
H52D H 0.8197 1.1906 -0.3751 0.05 Uiso 0.488(5) 1 calc R U P B 4
C53B C 0.8807(5) 1.2657(5) -0.5220(9) 0.0420(9) Uani 0.488(5) 1 d . . P B 4
H53D H 0.8776 1.23 -0.5888 0.063 Uiso 0.488(5) 1 calc R U P B 4
H53E H 0.9287 1.3086 -0.5267 0.063 Uiso 0.488(5) 1 calc R U P B 4
H53F H 0.8442 1.279 -0.5436 0.063 Uiso 0.488(5) 1 calc R U P B 4
C54A C 0.7931(5) 1.0436(6) -0.2664(11) 0.0435(8) Uani 0.503(5) 1 d . . P C 5
H54A H 0.7493 0.9963 -0.2822 0.052 Uiso 0.503(5) 1 calc R U P C 5
H54B H 0.8357 1.0372 -0.2716 0.052 Uiso 0.503(5) 1 calc R U P C 5
C55A C 0.7988(4) 1.0997(4) -0.3790(7) 0.0435(8) Uani 0.503(5) 1 d . . P C 5
H55A H 0.7628 1.1146 -0.359 0.052 Uiso 0.503(5) 1 calc R U P C 5
H55B H 0.8473 1.1432 -0.3749 0.052 Uiso 0.503(5) 1 calc R U P C 5
C56A C 0.7857(4) 1.0670(5) -0.5235(8) 0.0435(8) Uani 0.503(5) 1 d . . P C 5
H56A H 0.7892 1.1025 -0.5912 0.065 Uiso 0.503(5) 1 calc R U P C 5
H56B H 0.7376 1.0242 -0.5277 0.065 Uiso 0.503(5) 1 calc R U P C 5
H56C H 0.822 1.0532 -0.544 0.065 Uiso 0.503(5) 1 calc R U P C 5
C54B C 0.7733(5) 1.0419(6) -0.2738(12) 0.0435(8) Uani 0.497(5) 1 d . . P C 6
H54C H 0.8205 1.0686 -0.3211 0.052 Uiso 0.497(5) 1 calc R U P C 6
H54D H 0.765 0.9924 -0.2617 0.052 Uiso 0.497(5) 1 calc R U P C 6
C55B C 0.7327(4) 1.0348(4) -0.3596(8) 0.0435(8) Uani 0.497(5) 1 d . . P C 6
H55C H 0.7253 1.0768 -0.3545 0.052 Uiso 0.497(5) 1 calc R U P C 6
H55D H 0.6861 0.9918 -0.336 0.052 Uiso 0.497(5) 1 calc R U P C 6
C56B C 0.7492(4) 1.0269(5) -0.5116(8) 0.0435(8) Uani 0.497(5) 1 d . . P C 6
H56D H 0.7099 1.0222 -0.5702 0.065 Uiso 0.497(5) 1 calc R U P C 6
H56E H 0.7538 0.9839 -0.5215 0.065 Uiso 0.497(5) 1 calc R U P C 6
H56F H 0.7943 1.0695 -0.5394 0.065 Uiso 0.497(5) 1 calc R U P C 6
C7 C 0.60143(19) 0.7710(2) 0.4421(4) 0.0445(9) Uani 1 1 d . . . . .
C8 C 0.6240(2) 0.8378(2) 0.3556(4) 0.0535(11) Uani 1 1 d . . . . .
C15 C 0.4378(2) 0.5029(2) 0.4422(4) 0.0440(9) Uani 1 1 d . . . . .
C16 C 1.0428(2) 1.4957(2) 0.3553(4) 0.0532(11) Uani 1 1 d . . . . .
C17 C 0.76221(17) 1.01861(16) -0.0345(3) 0.0320(7) Uani 1 1 d . . . . .
C18 C 0.69414(17) 0.99699(16) 0.0192(4) 0.0351(8) Uani 1 1 d . . . . .
C19 C 0.66583(18) 0.94342(18) 0.1185(4) 0.0389(8) Uani 1 1 d . . . . .
H19 H 0.6192 0.9281 0.1547 0.047 Uiso 1 1 calc R U . . .
C20 C 0.70466(17) 0.91195(16) 0.1658(4) 0.0350(8) Uani 1 1 d . . . . .
C21 C 0.77422(17) 0.93588(17) 0.1159(3) 0.0324(7) Uani 1 1 d . . . . .
H21 H 0.8014 0.9152 0.1498 0.039 Uiso 1 1 calc R U . . .
C22 C 0.80386(16) 0.99020(16) 0.0162(3) 0.0288(7) Uani 1 1 d . . . . .
C23 C 0.88250(16) 1.02370(16) -0.0236(3) 0.0289(7) Uani 1 1 d . . . . .
H23A H 0.8878 1.0304 -0.1246 0.035 Uiso 1 1 calc R U . . .
H23B H 0.9011 0.9916 0.0041 0.035 Uiso 1 1 calc R U . . .
C24 C 0.95678(16) 1.16164(17) -0.0227(3) 0.0250(7) Uani 1 1 d . . . . .
C25 C 0.92499(16) 1.09613(16) 0.0486(3) 0.0244(7) Uani 1 1 d . . . . .
C26 C 0.92676(17) 1.09765(17) 0.1921(3) 0.0309(7) Uani 1 1 d . . . . .
H26 H 0.907 1.0538 0.2421 0.037 Uiso 1 1 calc R U . . .
C27 C 0.95700(18) 1.16253(18) 0.2625(3) 0.0339(8) Uani 1 1 d . . . . .
H27 H 0.9588 1.1631 0.3603 0.041 Uiso 1 1 calc R U . . .
C28 C 0.98443(17) 1.22607(18) 0.1903(3) 0.0331(8) Uani 1 1 d . . . . .
H28 H 1.0033 1.2702 0.2395 0.04 Uiso 1 1 calc R U . . .
C29 C 0.98527(15) 1.22738(16) 0.0476(3) 0.0272(7) Uani 1 1 d . . . . .
C30 C 1.01351(17) 1.29877(17) -0.0270(4) 0.0377(8) Uani 1 1 d . . . . .
H30A H 1.0078 1.2903 -0.1277 0.045 Uiso 1 1 calc R U . . .
H30B H 1.0655 1.33 -0.0072 0.045 Uiso 1 1 calc R U . . .
C31 C 0.90420(17) 1.31472(17) -0.0345(4) 0.0328(8) Uani 1 1 d . . . . .
C32 C 0.97243(17) 1.33626(16) 0.0194(4) 0.0350(8) Uani 1 1 d . . . . .
C33 C 1.00115(18) 1.39005(18) 0.1182(4) 0.0396(8) Uani 1 1 d . . . . .
H33 H 1.048 1.4057 0.1536 0.048 Uiso 1 1 calc R U . . .
C34 C 0.96199(17) 1.42138(16) 0.1659(4) 0.0358(8) Uani 1 1 d . . . . .
C35 C 0.89246(17) 1.39740(17) 0.1159(3) 0.0328(7) Uani 1 1 d . . . . .
H35 H 0.8652 1.418 0.1499 0.039 Uiso 1 1 calc R U . . .
C36 C 0.86285(16) 1.34313(16) 0.0162(3) 0.0292(7) Uani 1 1 d . . . . .
C37 C 0.78413(16) 1.30949(16) -0.0238(3) 0.0286(7) Uani 1 1 d . . . . .
H37A H 0.7789 1.3026 -0.1248 0.034 Uiso 1 1 calc R U . . .
H37B H 0.7655 1.3416 0.0036 0.034 Uiso 1 1 calc R U . . .
C38 C 0.70966(15) 1.17175(17) -0.0227(3) 0.0248(7) Uani 1 1 d . . . . .
C39 C 0.74160(15) 1.23710(16) 0.0487(3) 0.0242(7) Uani 1 1 d . . . . .
C40 C 0.73988(17) 1.23569(17) 0.1920(3) 0.0308(7) Uani 1 1 d . . . . .
H40 H 0.7597 1.2796 0.242 0.037 Uiso 1 1 calc R U . . .
C41 C 0.70949(19) 1.17070(18) 0.2627(3) 0.0341(8) Uani 1 1 d . . . . .
H41 H 0.7076 1.1701 0.3605 0.041 Uiso 1 1 calc R U . . .
C42 C 0.68216(17) 1.10715(18) 0.1905(3) 0.0332(8) Uani 1 1 d . . . . .
H42 H 0.6633 1.0631 0.2398 0.04 Uiso 1 1 calc R U . . .
C43 C 0.68141(15) 1.10572(16) 0.0474(3) 0.0272(7) Uani 1 1 d . . . . .
C44 C 0.65321(17) 1.03470(17) -0.0272(4) 0.0383(8) Uani 1 1 d . . . . .
H44A H 0.6591 1.0433 -0.1278 0.046 Uiso 1 1 calc R U . . .
H44B H 0.6012 1.0035 -0.0074 0.046 Uiso 1 1 calc R U . . .
C45 C 1.01559(16) 1.15420(18) -0.2219(3) 0.0294(7) Uani 1 1 d . . . . .
H45A H 1.0132 1.1097 -0.1871 0.035 Uiso 1 1 calc R U . . .
H45B H 1.0625 1.1958 -0.1946 0.035 Uiso 1 1 calc R U . . .
C46 C 1.00812(17) 1.15106(19) -0.3763(3) 0.0326(7) Uani 1 1 d . . . . .
H46A H 1.0144 1.1974 -0.4101 0.039 Uiso 1 1 calc R U . . .
H46B H 0.9589 1.1127 -0.4013 0.039 Uiso 1 1 calc R U . . .
C47 C 1.0627(2) 1.1363(3) -0.4475(4) 0.0505(10) Uani 1 1 d . . . . .
H47A H 1.0566 1.0903 -0.4149 0.076 Uiso 1 1 calc R U . . .
H47B H 1.1115 1.1751 -0.4261 0.076 Uiso 1 1 calc R U . . .
H47C H 1.055 1.134 -0.5473 0.076 Uiso 1 1 calc R U . . .
C48 C 0.65103(16) 1.17915(18) -0.2218(3) 0.0296(7) Uani 1 1 d . . . . .
H48A H 0.6535 1.2238 -0.1871 0.036 Uiso 1 1 calc R U . . .
H48B H 0.6041 1.1376 -0.1944 0.036 Uiso 1 1 calc R U . . .
C49 C 0.65852(17) 1.18214(19) -0.3764(3) 0.0333(8) Uani 1 1 d . . . . .
H49A H 0.652 1.1356 -0.4101 0.04 Uiso 1 1 calc R U . . .
H49B H 0.7078 1.2203 -0.4015 0.04 Uiso 1 1 calc R U . . .
C50 C 0.6040(2) 1.1973(3) -0.4475(4) 0.0523(10) Uani 1 1 d . . . . .
H50A H 0.6104 1.2434 -0.4149 0.078 Uiso 1 1 calc R U . . .
H50B H 0.5551 1.1587 -0.4258 0.078 Uiso 1 1 calc R U . . .
H50C H 0.6115 1.1995 -0.5473 0.078 Uiso 1 1 calc R U . . .
N1 N 0.67664(15) 0.85518(14) 0.2648(3) 0.0381(7) Uani 1 1 d . . . . .
H1 H 0.6968 0.8281 0.266 0.046 Uiso 1 1 calc R U . . .
N2 N 0.99010(15) 1.47835(14) 0.2649(3) 0.0388(7) Uani 1 1 d . . . . .
H2 H 0.9699 1.5054 0.266 0.047 Uiso 1 1 calc R U . . .
O1 O 0.65013(14) 0.74490(14) 0.4195(3) 0.0503(7) Uani 1 1 d . . . . .
H1A H 0.6268 0.6999 0.4106 0.075 Uiso 1 1 calc R U . . .
O2 O 0.5908(2) 0.8702(2) 0.3693(5) 0.1043(15) Uani 1 1 d . . . . .
O3 O 0.41146(14) 0.42814(14) 0.4194(3) 0.0508(7) Uani 1 1 d . . . . .
H3 H 0.3665 0.4068 0.4095 0.076 Uiso 1 1 calc R U . . .
O4 O 0.5369(2) 0.61275(18) 0.3693(5) 0.1047(15) Uani 1 1 d . . . . .
O5 O 0.78970(11) 1.07112(12) -0.1344(2) 0.0337(5) Uani 1 1 d . . . . .
O6 O 0.95793(11) 1.16149(12) -0.1652(2) 0.0289(5) Uani 1 1 d . . . . .
O7 O 0.87686(11) 1.26209(11) -0.1345(2) 0.0334(5) Uani 1 1 d . . . . .
O8 O 0.70860(11) 1.17175(12) -0.1654(2) 0.0291(5) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
N101 C102 1.172(15) . ?
C102 C101 1.332(16) . ?
C1A C2A 1.39 . ?
C1A C6A 1.39 . ?
C1A C7 1.536(5) . ?
C2A C3A 1.39 . ?
C3A C4A 1.39 . ?
C4A C5A 1.39 . ?
C5A C6A 1.39 . ?
C9A C10A 1.39 . ?
C9A C14A 1.39 . ?
C9A C15 1.532(5) . ?
C10A C11A 1.39 . ?
C11A C12A 1.39 . ?
C12A C13A 1.39 . ?
C13A C14A 1.39 . ?
C1B C2B 1.39 . ?
C1B C6B 1.39 . ?
C1B C7 1.547(6) . ?
C2B C3B 1.39 . ?
C3B C4B 1.39 . ?
C4B C5B 1.39 . ?
C5B C6B 1.39 . ?
C9B C10B 1.39 . ?
C9B C14B 1.39 . ?
C9B C15 1.554(6) . ?
C10B C11B 1.39 . ?
C11B C12B 1.39 . ?
C12B C13B 1.39 . ?
C13B C14B 1.39 . ?
C51A C52A 1.176(11) . ?
C51A O7 1.448(11) . ?
C52A C53A 1.547(12) . ?
C51B O7 1.437(12) . ?
C51B C52B 1.589(13) . ?
C52B C53B 1.506(11) . ?
C54A O5 1.428(12) . ?
C54A C55A 1.584(13) . ?
C55A C56A 1.531(11) . ?
C54B C55B 1.158(11) . ?
C54B O5 1.459(11) . ?
C55B C56B 1.546(11) . ?
C7 O1 1.427(5) . ?
C7 C8 1.516(6) . ?
C8 O2 1.225(5) . ?
C8 N1 1.330(5) . ?
C15 O3 1.424(5) . ?
C15 C16 1.514(6) 2_765 ?
C16 O4 1.227(5) 3_675 ?
C16 N2 1.328(5) . ?
C16 C15 1.514(6) 3_675 ?
C17 O5 1.375(4) . ?
C17 C18 1.393(5) . ?
C17 C22 1.398(4) . ?
C18 C19 1.386(5) . ?
C18 C44 1.528(5) . ?
C19 C20 1.386(5) . ?
C20 C21 1.399(5) . ?
C20 N1 1.426(4) . ?
C21 C22 1.399(5) . ?
C22 C23 1.515(4) . ?
C23 C25 1.522(4) . ?
C24 O6 1.384(3) . ?
C24 C25 1.400(4) . ?
C24 C29 1.401(4) . ?
C25 C26 1.393(4) . ?
C26 C27 1.386(5) . ?
C27 C28 1.375(5) . ?
C28 C29 1.386(4) . ?
C29 C30 1.519(4) . ?
C30 C32 1.527(5) . ?
C31 O7 1.378(4) . ?
C31 C36 1.392(4) . ?
C31 C32 1.397(5) . ?
C32 C33 1.385(5) . ?
C33 C34 1.391(5) . ?
C34 C35 1.398(5) . ?
C34 N2 1.429(4) . ?
C35 C36 1.399(5) . ?
C36 C37 1.517(4) . ?
C37 C39 1.523(4) . ?
C38 O8 1.386(3) . ?
C38 C39 1.398(4) . ?
C38 C43 1.406(4) . ?
C39 C40 1.392(4) . ?
C40 C41 1.389(5) . ?
C41 C42 1.375(5) . ?
C42 C43 1.389(4) . ?
C43 C44 1.512(4) . ?
C45 O6 1.431(4) . ?
C45 C46 1.506(4) . ?
C46 C47 1.521(5) . ?
C48 O8 1.429(4) . ?
C48 C49 1.508(4) . ?
C49 C50 1.525(5) . ?
O4 C16 1.227(5) 2_765 ?

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
N101 C102 C101 180.000(17) . . ?
C2A C1A C6A 120 . . ?
C2A C1A C7 120.8(3) . . ?
C6A C1A C7 119.2(3) . . ?
C1A C2A C3A 120 . . ?
C4A C3A C2A 120 . . ?
C5A C4A C3A 120 . . ?
C4A C5A C6A 120 . . ?
C5A C6A C1A 120 . . ?
C10A C9A C14A 120 . . ?
C10A C9A C15 120.9(3) . . ?
C14A C9A C15 119.0(3) . . ?
C11A C10A C9A 120 . . ?
C12A C11A C10A 120 . . ?
C13A C12A C11A 120 . . ?
C12A C13A C14A 120 . . ?
C13A C14A C9A 120 . . ?
C2B C1B C6B 120 . . ?
C2B C1B C7 126.1(4) . . ?
C6B C1B C7 113.5(4) . . ?
C3B C2B C1B 120 . . ?
C2B C3B C4B 120 . . ?
C3B C4B C5B 120 . . ?
C6B C5B C4B 120 . . ?
C5B C6B C1B 120 . . ?
C10B C9B C14B 120 . . ?
C10B C9B C15 113.8(4) . . ?
C14B C9B C15 125.8(4) . . ?
C9B C10B C11B 120 . . ?
C12B C11B C10B 120 . . ?
C11B C12B C13B 120 . . ?
C14B C13B C12B 120 . . ?
C13B C14B C9B 120 . . ?
C52A C51A O7 136.6(8) . . ?
C51A C52A C53A 119.6(8) . . ?
O7 C51B C52B 107.0(7) . . ?
C53B C52B C51B 111.6(7) . . ?
O5 C54A C55A 107.8(7) . . ?
C56A C55A C54A 110.9(7) . . ?
C55B C54B O5 136.6(9) . . ?
C54B C55B C56B 120.1(9) . . ?
O1 C7 C8 109.6(3) . . ?
O1 C7 C1A 105.3(3) . . ?
C8 C7 C1A 119.8(3) . . ?
O1 C7 C1B 125.2(4) . . ?
C8 C7 C1B 97.9(4) . . ?
O2 C8 N1 124.5(4) . . ?
O2 C8 C7 118.3(3) . . ?
N1 C8 C7 117.2(3) . . ?
O3 C15 C16 109.7(3) . 2_765 ?
O3 C15 C9A 105.4(3) . . ?
C16 C15 C9A 120.1(3) 2_765 . ?
O3 C15 C9B 125.1(4) . . ?
C16 C15 C9B 98.3(4) 2_765 . ?
O4 C16 N2 124.5(4) 3_675 . ?
O4 C16 C15 118.3(3) 3_675 3_675 ?
N2 C16 C15 117.1(3) . 3_675 ?
O5 C17 C18 119.0(3) . . ?
O5 C17 C22 120.0(3) . . ?
C18 C17 C22 121.0(3) . . ?
C19 C18 C17 119.2(3) . . ?
C19 C18 C44 120.9(3) . . ?
C17 C18 C44 119.8(3) . . ?
C20 C19 C18 120.9(3) . . ?
C19 C20 C21 119.8(3) . . ?
C19 C20 N1 122.6(3) . . ?
C21 C20 N1 117.6(3) . . ?
C20 C21 C22 120.2(3) . . ?
C17 C22 C21 118.9(3) . . ?
C17 C22 C23 120.3(3) . . ?
C21 C22 C23 120.4(3) . . ?
C22 C23 C25 108.8(2) . . ?
O6 C24 C25 119.5(3) . . ?
O6 C24 C29 119.3(3) . . ?
C25 C24 C29 121.1(3) . . ?
C26 C25 C24 118.5(3) . . ?
C26 C25 C23 118.6(3) . . ?
C24 C25 C23 122.6(3) . . ?
C27 C26 C25 120.7(3) . . ?
C28 C27 C26 119.8(3) . . ?
C27 C28 C29 121.6(3) . . ?
C28 C29 C24 118.2(3) . . ?
C28 C29 C30 119.5(3) . . ?
C24 C29 C30 122.3(3) . . ?
C29 C30 C32 110.2(3) . . ?
O7 C31 C36 120.3(3) . . ?
O7 C31 C32 118.8(3) . . ?
C36 C31 C32 120.9(3) . . ?
C33 C32 C31 119.4(3) . . ?
C33 C32 C30 120.6(3) . . ?
C31 C32 C30 120.0(3) . . ?
C32 C33 C34 120.5(3) . . ?
C33 C34 C35 119.8(3) . . ?
C33 C34 N2 122.6(3) . . ?
C35 C34 N2 117.6(3) . . ?
C34 C35 C36 120.2(3) . . ?
C31 C36 C35 119.0(3) . . ?
C31 C36 C37 120.1(3) . . ?
C35 C36 C37 120.5(3) . . ?
C36 C37 C39 108.9(2) . . ?
O8 C38 C39 119.7(3) . . ?
O8 C38 C43 119.0(3) . . ?
C39 C38 C43 121.2(3) . . ?
C40 C39 C38 118.7(3) . . ?
C40 C39 C37 118.7(3) . . ?
C38 C39 C37 122.4(3) . . ?
C41 C40 C39 120.6(3) . . ?
C42 C41 C40 119.7(3) . . ?
C41 C42 C43 121.7(3) . . ?
C42 C43 C38 117.9(3) . . ?
C42 C43 C44 119.7(3) . . ?
C38 C43 C44 122.4(3) . . ?
C43 C44 C18 110.2(3) . . ?
O6 C45 C46 108.0(2) . . ?
C45 C46 C47 112.7(3) . . ?
O8 C48 C49 107.8(2) . . ?
C48 C49 C50 112.5(3) . . ?
C8 N1 C20 128.4(3) . . ?
C16 N2 C34 128.3(3) . . ?
C17 O5 C54A 112.6(5) . . ?
C17 O5 C54B 113.0(5) . . ?
C24 O6 C45 113.7(2) . . ?
C31 O7 C51B 112.0(5) . . ?
C31 O7 C51A 113.0(5) . . ?
C38 O8 C48 113.4(2) . . ?


# 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_EtOH
_database_code_depnum_ccdc_archive 'CCDC 1569412'
_audit_update_record             
;
2017-10-26 deposited with the CCDC.
2017-10-31 downloaded from the CCDC.
;

_audit_creation_date             2017-10-26T17:23:43-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C56 H62 N2 O8 0.33(C2 H6 O)'
_chemical_formula_sum            'C56.67 H64 N2 O8.33'
_chemical_formula_weight         906.43
_chemical_absolute_configuration rm

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'P 3'
_symmetry_space_group_name_Hall  'P 3'
_symmetry_Int_Tables_number      143
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'

_cell_length_a                   21.4114(18)
_cell_length_b                   21.4114(18)
_cell_length_c                   9.7990(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3890.5(7)
_cell_formula_units_Z            3
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9065
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      23.36

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.11
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_F_000             1454
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_probe          X-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bluker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_number            16561
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.098
_diffrn_reflns_theta_max         23.389
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.803
_diffrn_measured_fraction_theta_max 0.999
_reflns_Friedel_fraction_full    0.797
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_coverage         0.992
_reflns_number_total             7517
_reflns_number_gt                7005
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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.
 Residual electron densities arising from disordered atoms were treated with
 the SQUEEZE routine in the PLATON program. The solvent accessible volume was
 calculated to be 282 A3 and the electron counts in the void was 42 per unit
 cell. Ethanol and water molecules were possible disordered molecules.,SQUEEZE
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0940P)²+0.7506P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7517
_refine_ls_number_parameters     670
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.046
_refine_ls_wR_factor_ref         0.1282
_refine_ls_wR_factor_gt          0.1246
_refine_ls_goodness_of_fit_ref   1.05
_refine_ls_restrained_S_all      1.05
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 3285 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.8(4)
_refine_diff_density_max         0.566
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.045

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1A C 0.4892(5) 0.5585(4) 0.2876(6) 0.028(3) Uani 0.395(4) 1 d G . P A 1
C2A C 0.4803(6) 0.4982(4) 0.2171(10) 0.038(4) Uani 0.395(4) 1 d G . P A 1
H2A H 0.4824 0.4607 0.2645 0.046 Uiso 0.395(4) 1 calc R U P A 1
C3A C 0.4682(6) 0.4929(4) 0.0771(10) 0.080(12) Uani 0.395(4) 1 d G . P A 1
H3A H 0.462 0.4517 0.0289 0.096 Uiso 0.395(4) 1 calc R U P A 1
C4A C 0.4650(5) 0.5479(4) 0.0077(6) 0.043(3) Uani 0.395(4) 1 d G . P A 1
H4A H 0.4567 0.5443 -0.088 0.052 Uiso 0.395(4) 1 calc R U P A 1
C5A C 0.4739(4) 0.6081(4) 0.0782(6) 0.047(3) Uani 0.395(4) 1 d G . P A 1
H5A H 0.4718 0.6457 0.0307 0.056 Uiso 0.395(4) 1 calc R U P A 1
C6A C 0.4861(5) 0.6135(3) 0.2182(6) 0.042(3) Uani 0.395(4) 1 d G . P A 1
H6A H 0.4922 0.6546 0.2664 0.05 Uiso 0.395(4) 1 calc R U P A 1
C39A C 0.5972(4) 0.8227(5) 0.2888(6) 0.028(3) Uani 0.395(4) 1 d G . P A 1
C40A C 0.6486(4) 0.8134(6) 0.2192(10) 0.032(4) Uani 0.395(4) 1 d G . P A 1
H40A H 0.688 0.8154 0.2673 0.039 Uiso 0.395(4) 1 calc R U P A 1
C41A C 0.6421(4) 0.8011(5) 0.0793(10) 0.052(10) Uani 0.395(4) 1 d G . P A 1
H41A H 0.6771 0.7947 0.0318 0.063 Uiso 0.395(4) 1 calc R U P A 1
C42A C 0.5843(5) 0.7981(4) 0.0089(6) 0.041(3) Uani 0.395(4) 1 d G . P A 1
H42A H 0.5799 0.7897 -0.0867 0.05 Uiso 0.395(4) 1 calc R U P A 1
C43A C 0.5330(4) 0.8075(4) 0.0785(6) 0.045(3) Uani 0.395(4) 1 d G . P A 1
H43A H 0.4935 0.8055 0.0304 0.054 Uiso 0.395(4) 1 calc R U P A 1
C44A C 0.5395(4) 0.8198(5) 0.2184(6) 0.044(3) Uani 0.395(4) 1 d G . P A 1
H44A H 0.5044 0.8262 0.2659 0.052 Uiso 0.395(4) 1 calc R U P A 1
C1B C 0.4586(2) 0.5317(3) 0.3037(4) 0.031(2) Uani 0.605(4) 1 d G . P A 2
C2B C 0.4982(2) 0.5184(4) 0.2071(6) 0.037(2) Uani 0.605(4) 1 d G . P A 2
H2B H 0.5429 0.5223 0.2317 0.044 Uiso 0.605(4) 1 calc R U P A 2
C3B C 0.4723(3) 0.4996(3) 0.0746(5) 0.031(4) Uani 0.605(4) 1 d G . P A 2
H3B H 0.4993 0.4905 0.0086 0.038 Uiso 0.605(4) 1 calc R U P A 2
C4B C 0.4068(3) 0.4939(3) 0.0387(4) 0.0460(18) Uani 0.605(4) 1 d G . P A 2
H4B H 0.3891 0.4809 -0.0518 0.055 Uiso 0.605(4) 1 calc R U P A 2
C5B C 0.36728(19) 0.5071(3) 0.1353(4) 0.0379(15) Uani 0.605(4) 1 d G . P A 2
H5B H 0.3225 0.5032 0.1107 0.045 Uiso 0.605(4) 1 calc R U P A 2
C6B C 0.3932(2) 0.5260(3) 0.2677(4) 0.0327(15) Uani 0.605(4) 1 d G . P A 2
H6B H 0.3661 0.535 0.3337 0.039 Uiso 0.605(4) 1 calc R U P A 2
C39B C 0.5935(3) 0.7921(2) 0.3030(4) 0.031(2) Uani 0.605(4) 1 d G . P A 2
C40B C 0.6458(3) 0.8319(2) 0.2059(6) 0.036(2) Uani 0.605(4) 1 d G . P A 2
H40B H 0.6864 0.8769 0.2301 0.043 Uiso 0.605(4) 1 calc R U P A 2
C41B C 0.6387(3) 0.8059(3) 0.0735(5) 0.038(5) Uani 0.605(4) 1 d G . P A 2
H41B H 0.6744 0.8331 0.0072 0.046 Uiso 0.605(4) 1 calc R U P A 2
C42B C 0.5792(3) 0.7401(3) 0.0382(4) 0.0437(18) Uani 0.605(4) 1 d G . P A 2
H42B H 0.5743 0.7223 -0.0523 0.052 Uiso 0.605(4) 1 calc R U P A 2
C43B C 0.5269(2) 0.70032(19) 0.1353(4) 0.0384(16) Uani 0.605(4) 1 d G . P A 2
H43B H 0.4862 0.6553 0.1112 0.046 Uiso 0.605(4) 1 calc R U P A 2
C44B C 0.5340(2) 0.7263(2) 0.2677(4) 0.0358(15) Uani 0.605(4) 1 d G . P A 2
H44B H 0.4982 0.6991 0.3341 0.043 Uiso 0.605(4) 1 calc R U P A 2
C51A C 0.2506(6) 0.0431(8) 1.1606(14) 0.0451(7) Uani 0.508(6) 1 d . . P B 3
H51A H 0.2054 -0.0037 1.1508 0.054 Uiso 0.508(6) 1 calc R U P B 3
H51B H 0.2385 0.0771 1.2058 0.054 Uiso 0.508(6) 1 calc R U P B 3
C52A C 0.3024(5) 0.0334(5) 1.2483(9) 0.0451(7) Uani 0.508(6) 1 d . . P B 3
H52A H 0.3512 0.0763 1.2405 0.054 Uiso 0.508(6) 1 calc R U P B 3
H52B H 0.305 -0.0093 1.217 0.054 Uiso 0.508(6) 1 calc R U P B 3
C53A C 0.2774(5) 0.0229(5) 1.3982(9) 0.0451(7) Uani 0.508(6) 1 d . . P B 3
H53A H 0.2682 0.0617 1.4248 0.068 Uiso 0.508(6) 1 calc R U P B 3
H53B H 0.315 0.0241 1.4568 0.068 Uiso 0.508(6) 1 calc R U P B 3
H53C H 0.233 -0.0237 1.4082 0.068 Uiso 0.508(6) 1 calc R U P B 3
C51B C 0.2658(6) 0.0413(8) 1.1611(15) 0.0451(7) Uani 0.492(6) 1 d . . P B 4
H51C H 0.2843 0.0074 1.1708 0.054 Uiso 0.492(6) 1 calc R U P B 4
H51D H 0.213 0.014 1.1763 0.054 Uiso 0.492(6) 1 calc R U P B 4
C52B C 0.3005(5) 0.0997(5) 1.2668(9) 0.0451(7) Uani 0.492(6) 1 d . . P B 4
H52C H 0.2834 0.1346 1.2548 0.054 Uiso 0.492(6) 1 calc R U P B 4
H52D H 0.3534 0.1259 1.2536 0.054 Uiso 0.492(6) 1 calc R U P B 4
C53B C 0.2828(5) 0.0687(5) 1.4115(10) 0.0451(7) Uani 0.492(6) 1 d . . P B 4
H53D H 0.2304 0.0418 1.424 0.068 Uiso 0.492(6) 1 calc R U P B 4
H53E H 0.3044 0.1082 1.4779 0.068 Uiso 0.492(6) 1 calc R U P B 4
H53F H 0.3022 0.0364 1.4253 0.068 Uiso 0.492(6) 1 calc R U P B 4
C54A C 0.4159(6) 0.2904(8) 1.1596(14) 0.0451(7) Uani 0.511(6) 1 d . . P C 5
H54A H 0.4609 0.3373 1.1491 0.054 Uiso 0.511(6) 1 calc R U P C 5
H54B H 0.4283 0.2568 1.205 0.054 Uiso 0.511(6) 1 calc R U P C 5
C55A C 0.3646(5) 0.3003(5) 1.2478(9) 0.0451(7) Uani 0.511(6) 1 d . . P C 5
H55A H 0.3157 0.2575 1.2399 0.054 Uiso 0.511(6) 1 calc R U P C 5
H55B H 0.3621 0.343 1.2165 0.054 Uiso 0.511(6) 1 calc R U P C 5
C56A C 0.3890(5) 0.3107(5) 1.3975(9) 0.0451(7) Uani 0.511(6) 1 d . . P C 5
H56A H 0.3863 0.2663 1.4314 0.068 Uiso 0.511(6) 1 calc R U P C 5
H56B H 0.3575 0.3217 1.4524 0.068 Uiso 0.511(6) 1 calc R U P C 5
H56C H 0.4388 0.3506 1.4042 0.068 Uiso 0.511(6) 1 calc R U P C 5
C54B C 0.4000(6) 0.2918(8) 1.1617(14) 0.0451(7) Uani 0.489(6) 1 d . . P C 6
H54C H 0.3804 0.3248 1.1713 0.054 Uiso 0.489(6) 1 calc R U P C 6
H54D H 0.4527 0.3201 1.1776 0.054 Uiso 0.489(6) 1 calc R U P C 6
C55B C 0.3659(5) 0.2330(5) 1.2663(9) 0.0451(7) Uani 0.489(6) 1 d . . P C 6
H55C H 0.3837 0.1986 1.2542 0.054 Uiso 0.489(6) 1 calc R U P C 6
H55D H 0.3129 0.2063 1.2538 0.054 Uiso 0.489(6) 1 calc R U P C 6
C56B C 0.3841(6) 0.2648(6) 1.4094(10) 0.0451(7) Uani 0.489(6) 1 d . . P C 6
H56D H 0.4366 0.2942 1.4193 0.068 Uiso 0.489(6) 1 calc R U P C 6
H56E H 0.3652 0.2257 1.4767 0.068 Uiso 0.489(6) 1 calc R U P C 6
H56F H 0.3622 0.295 1.4244 0.068 Uiso 0.489(6) 1 calc R U P C 6
O101 O 0.3333 0.6667 0.276(3) 0.215(7) Uiso 1 3 d S . P . .
C90 C 0.3333 0.6667 0.411(4) 0.208(10) Uiso 1 3 d S . P . .
C91 C 0.3841(16) 0.6600(17) 0.496(3) 0.121(9) Uiso 0.3333 1 d . . P . .
H38 H 0.556(2) 0.814(2) 0.480(4) 0.023(9) Uiso 1 1 d . . . . .
H7 H 0.479(2) 0.589(2) 0.481(4) 0.034(11) Uiso 1 1 d . . . . .
C7 C 0.4929(3) 0.5573(3) 0.4462(5) 0.0473(11) Uani 1 1 d . . . . .
C8 C 0.4497(3) 0.4920(3) 0.5360(6) 0.0597(14) Uani 1 1 d . . . . .
C9 C 0.4111(2) 0.31498(19) 0.9252(4) 0.0334(9) Uani 1 1 d . . . . .
C10 C 0.4810(2) 0.34319(19) 0.8739(4) 0.0317(8) Uani 1 1 d . . . . .
C11 C 0.5046(2) 0.3966(2) 0.7740(4) 0.0341(9) Uani 1 1 d . . . . .
H11 H 0.5524 0.4173 0.7398 0.041 Uiso 1 1 calc R U . . .
C12 C 0.4591(2) 0.4198(2) 0.7240(4) 0.0393(10) Uani 1 1 d . . . . .
C13 C 0.3887(2) 0.3888(2) 0.7719(5) 0.0405(10) Uani 1 1 d . . . . .
H13 H 0.3574 0.4041 0.7359 0.049 Uiso 1 1 calc R U . . .
C14 C 0.3637(2) 0.3357(2) 0.8717(5) 0.0386(10) Uani 1 1 d . . . . .
C15 C 0.2856(2) 0.2986(2) 0.9183(5) 0.0387(9) Uani 1 1 d . . . . .
H15A H 0.2833 0.2898 1.0179 0.046 Uiso 1 1 calc R U . . .
H15B H 0.2653 0.3304 0.9002 0.046 Uiso 1 1 calc R U . . .
C16 C 0.20415(19) 0.1617(2) 0.9119(3) 0.0261(8) Uani 1 1 d . . . . .
C17 C 0.24119(19) 0.2275(2) 0.8442(4) 0.0294(8) Uani 1 1 d . . . . .
C18 C 0.2408(2) 0.2266(2) 0.7016(4) 0.0355(9) Uani 1 1 d . . . . .
H18 H 0.2666 0.2707 0.653 0.043 Uiso 1 1 calc R U . . .
C19 C 0.2037(2) 0.1627(2) 0.6299(4) 0.0368(10) Uani 1 1 d . . . . .
H19 H 0.202 0.1634 0.5331 0.044 Uiso 1 1 calc R U . . .
C20 C 0.1690(2) 0.0976(2) 0.6993(4) 0.0326(9) Uani 1 1 d . . . . .
H20 H 0.1444 0.0537 0.6496 0.039 Uiso 1 1 calc R U . . .
C21 C 0.16998(19) 0.0960(2) 0.8424(4) 0.0263(8) Uani 1 1 d . . . . .
C22 C 0.1401(2) 0.0233(2) 0.9137(4) 0.0305(8) Uani 1 1 d . . . . .
H22A H 0.1416 0.0299 1.0139 0.037 Uiso 1 1 calc R U . . .
H22B H 0.0893 -0.0089 0.8863 0.037 Uiso 1 1 calc R U . . .
C23 C 0.2556(2) 0.0186(2) 0.9254(4) 0.0334(9) Uani 1 1 d . . . . .
C24 C 0.3031(2) -0.0023(2) 0.8719(5) 0.0378(9) Uani 1 1 d . . . . .
C25 C 0.2777(2) -0.0556(2) 0.7716(5) 0.0406(10) Uani 1 1 d . . . . .
H25 H 0.309 -0.071 0.7352 0.049 Uiso 1 1 calc R U . . .
C26 C 0.2077(2) -0.0863(2) 0.7244(4) 0.0384(9) Uani 1 1 d . . . . .
C27 C 0.1621(2) -0.0633(2) 0.7741(4) 0.0345(9) Uani 1 1 d . . . . .
H27 H 0.1143 -0.0843 0.7399 0.041 Uiso 1 1 calc R U . . .
C28 C 0.1855(2) -0.00975(19) 0.8737(4) 0.0316(8) Uani 1 1 d . . . . .
C29 C 0.3808(2) 0.0346(2) 0.9184(5) 0.0392(9) Uani 1 1 d . . . . .
H29A H 0.4011 0.0028 0.9004 0.047 Uiso 1 1 calc R U . . .
H29B H 0.3831 0.0434 1.018 0.047 Uiso 1 1 calc R U . . .
C30 C 0.46254(19) 0.1718(2) 0.9120(3) 0.0262(8) Uani 1 1 d . . . . .
C31 C 0.49648(18) 0.23697(19) 0.8422(3) 0.0254(8) Uani 1 1 d . . . . .
C32 C 0.4976(2) 0.2357(2) 0.6995(4) 0.0326(9) Uani 1 1 d . . . . .
H32 H 0.5224 0.2796 0.65 0.039 Uiso 1 1 calc R U . . .
C33 C 0.4628(2) 0.1706(2) 0.6301(4) 0.0367(9) Uani 1 1 d . . . . .
H33 H 0.4643 0.17 0.5332 0.044 Uiso 1 1 calc R U . . .
C34 C 0.4259(2) 0.1064(2) 0.7015(4) 0.0351(9) Uani 1 1 d . . . . .
H34 H 0.4006 0.0622 0.653 0.042 Uiso 1 1 calc R U . . .
C35 C 0.42533(19) 0.1059(2) 0.8440(4) 0.0295(8) Uani 1 1 d . . . . .
C36 C 0.5266(2) 0.3101(2) 0.9136(4) 0.0307(8) Uani 1 1 d . . . . .
H36A H 0.5252 0.3035 1.0138 0.037 Uiso 1 1 calc R U . . .
H36B H 0.5773 0.3423 0.8859 0.037 Uiso 1 1 calc R U . . .
C37 C 0.6246(3) 0.7833(3) 0.5359(6) 0.0588(13) Uani 1 1 d . . . . .
C38 C 0.6023(2) 0.8265(3) 0.4467(5) 0.0484(12) Uani 1 1 d . . . . .
C45 C 0.52824(19) 0.1799(2) 1.1119(4) 0.0302(8) Uani 1 1 d . . . . .
H45A H 0.5704 0.2247 1.0778 0.036 Uiso 1 1 calc R U . . .
H45B H 0.5341 0.1385 1.0853 0.036 Uiso 1 1 calc R U . . .
C46 C 0.5233(2) 0.1830(2) 1.2655(4) 0.0353(9) Uani 1 1 d . . . . .
H46A H 0.4819 0.1372 1.2983 0.042 Uiso 1 1 calc R U . . .
H46B H 0.5141 0.2225 1.2901 0.042 Uiso 1 1 calc R U . . .
C47 C 0.5912(3) 0.1951(3) 1.3364(5) 0.0579(13) Uani 1 1 d . . . . .
H47A H 0.5998 0.1553 1.3147 0.087 Uiso 1 1 calc R U . . .
H47B H 0.5857 0.1971 1.4353 0.087 Uiso 1 1 calc R U . . .
H47C H 0.6323 0.2406 1.3051 0.087 Uiso 1 1 calc R U . . .
C48 C 0.13821(19) 0.1534(2) 1.1117(4) 0.0307(8) Uani 1 1 d . . . . .
H48A H 0.0961 0.1085 1.0778 0.037 Uiso 1 1 calc R U . . .
H48B H 0.1322 0.1947 1.085 0.037 Uiso 1 1 calc R U . . .
C49 C 0.1436(2) 0.1505(2) 1.2660(4) 0.0348(9) Uani 1 1 d . . . . .
H49A H 0.153 0.1111 1.2906 0.042 Uiso 1 1 calc R U . . .
H49B H 0.1849 0.1964 1.2985 0.042 Uiso 1 1 calc R U . . .
C50 C 0.0755(3) 0.1382(3) 1.3369(5) 0.0579(13) Uani 1 1 d . . . . .
H50A H 0.0663 0.1775 1.3139 0.087 Uiso 1 1 calc R U . . .
H50B H 0.0814 0.1371 1.4359 0.087 Uiso 1 1 calc R U . . .
H50C H 0.0347 0.0922 1.3069 0.087 Uiso 1 1 calc R U . . .
N1 N 0.4872(2) 0.47615(18) 0.6235(4) 0.0424(9) Uani 1 1 d . . . . .
H1 H 0.5345 0.5032 0.6194 0.051 Uiso 1 1 calc R U . . .
N2 N 0.1796(2) -0.14283(18) 0.6234(4) 0.0413(8) Uani 1 1 d . . . . .
H2 H 0.1324 -0.1699 0.6195 0.05 Uiso 1 1 calc R U . . .
O1 O 0.56758(19) 0.58332(19) 0.4634(3) 0.0580(9) Uani 1 1 d . . . . .
H1A H 0.5903 0.6285 0.4568 0.087 Uiso 1 1 calc R U . . .
O2 O 0.3824(3) 0.4590(3) 0.5290(6) 0.117(2) Uani 1 1 d . . . . .
O3 O 0.5897(3) 0.7158(3) 0.5300(6) 0.116(2) Uani 1 1 d . . . . .
O4 O 0.65095(17) 0.90075(19) 0.4633(4) 0.0571(9) Uani 1 1 d . . . . .
H4 H 0.6281 0.9232 0.4646 0.086 Uiso 1 1 calc R U . . .
O5 O 0.46330(13) 0.17212(14) 1.0549(2) 0.0310(6) Uani 1 1 d . . . . .
O6 O 0.20331(13) 0.16129(14) 1.0550(2) 0.0310(6) Uani 1 1 d . . . . .
O7 O 0.28042(14) 0.07084(14) 1.0251(3) 0.0348(6) Uani 1 1 d . . . . .
O8 O 0.38629(14) 0.26241(14) 1.0253(3) 0.0347(6) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1A C2A 1.39 . ?
C1A C6A 1.39 . ?
C1A C7 1.557(7) . ?
C2A C3A 1.39 . ?
C3A C4A 1.39 . ?
C4A C5A 1.39 . ?
C5A C6A 1.39 . ?
C39A C40A 1.39 . ?
C39A C44A 1.39 . ?
C39A C38 1.551(7) . ?
C40A C41A 1.39 . ?
C41A C42A 1.39 . ?
C42A C43A 1.39 . ?
C43A C44A 1.39 . ?
C1B C2B 1.39 . ?
C1B C6B 1.39 . ?
C1B C7 1.545(6) . ?
C2B C3B 1.39 . ?
C3B C4B 1.39 . ?
C4B C5B 1.39 . ?
C5B C6B 1.39 . ?
C39B C40B 1.39 . ?
C39B C44B 1.39 . ?
C39B C38 1.556(6) . ?
C40B C41B 1.39 . ?
C41B C42B 1.39 . ?
C42B C43B 1.39 . ?
C43B C44B 1.39 . ?
C51A O7 1.464(14) . ?
C51A C52A 1.499(15) . ?
C52A C53A 1.540(13) . ?
C51B O7 1.440(14) . ?
C51B C52B 1.503(18) . ?
C52B C53B 1.531(13) . ?
C54A O8 1.453(14) . ?
C54A C55A 1.495(15) . ?
C55A C56A 1.536(12) . ?
C54B O8 1.444(14) . ?
C54B C55B 1.501(18) . ?
C55B C56B 1.522(13) . ?
O101 C90 1.32(3) . ?
C90 C91 1.43(3) . ?
C90 C91 1.43(3) 3_565 ?
C90 C91 1.43(3) 2_665 ?
C91 C91 2.02(5) 3_565 ?
C91 C91 2.02(5) 2_665 ?
C7 O1 1.416(6) . ?
C7 C8 1.514(7) . ?
C8 O2 1.251(7) . ?
C8 N1 1.329(6) . ?
C9 O8 1.383(5) . ?
C9 C14 1.397(6) . ?
C9 C10 1.398(6) . ?
C10 C11 1.394(6) . ?
C10 C36 1.516(5) . ?
C11 C12 1.386(6) . ?
C12 C13 1.389(6) . ?
C12 N1 1.436(6) . ?
C13 C14 1.388(6) . ?
C14 C15 1.520(6) . ?
C15 C17 1.518(5) . ?
C16 C17 1.391(5) . ?
C16 C21 1.397(5) . ?
C16 O6 1.402(4) . ?
C17 C18 1.398(5) . ?
C18 C19 1.382(6) . ?
C19 C20 1.386(6) . ?
C20 C21 1.402(5) . ?
C21 C22 1.525(5) . ?
C22 C28 1.512(5) . ?
C23 O7 1.376(5) . ?
C23 C24 1.402(6) . ?
C23 C28 1.403(6) . ?
C24 C25 1.394(6) . ?
C24 C29 1.512(6) . ?
C25 C26 1.381(6) . ?
C26 C27 1.383(6) . ?
C26 N2 1.441(5) . ?
C27 C28 1.395(6) . ?
C29 C35 1.522(5) . ?
C30 C31 1.389(5) . ?
C30 C35 1.395(5) . ?
C30 O5 1.400(4) . ?
C31 C32 1.399(5) . ?
C31 C36 1.532(5) . ?
C32 C33 1.386(6) . ?
C33 C34 1.385(6) . ?
C34 C35 1.396(5) . ?
C37 O3 1.253(7) . ?
C37 N2 1.323(6) 3_665 ?
C37 C38 1.514(7) . ?
C38 O4 1.408(6) . ?
C45 O5 1.429(4) . ?
C45 C46 1.513(5) . ?
C46 C47 1.514(6) . ?
C48 O6 1.430(4) . ?
C48 C49 1.520(5) . ?
C49 C50 1.516(6) . ?
N2 C37 1.323(6) 2_655 ?

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
C2A C1A C6A 120 . . ?
C2A C1A C7 117.7(5) . . ?
C6A C1A C7 121.8(5) . . ?
C1A C2A C3A 120 . . ?
C2A C3A C4A 120 . . ?
C5A C4A C3A 120 . . ?
C6A C5A C4A 120 . . ?
C5A C6A C1A 120 . . ?
C40A C39A C44A 120 . . ?
C40A C39A C38 117.2(5) . . ?
C44A C39A C38 122.3(5) . . ?
C41A C40A C39A 120 . . ?
C42A C41A C40A 120 . . ?
C41A C42A C43A 120 . . ?
C44A C43A C42A 120 . . ?
C43A C44A C39A 120 . . ?
C2B C1B C6B 120 . . ?
C2B C1B C7 117.3(3) . . ?
C6B C1B C7 122.6(3) . . ?
C3B C2B C1B 120 . . ?
C2B C3B C4B 120 . . ?
C5B C4B C3B 120 . . ?
C4B C5B C6B 120 . . ?
C5B C6B C1B 120 . . ?
C40B C39B C44B 120 . . ?
C40B C39B C38 117.4(3) . . ?
C44B C39B C38 122.5(3) . . ?
C41B C40B C39B 120 . . ?
C42B C41B C40B 120 . . ?
C41B C42B C43B 120 . . ?
C44B C43B C42B 120 . . ?
C43B C44B C39B 120 . . ?
O7 C51A C52A 111.9(8) . . ?
C51A C52A C53A 109.8(8) . . ?
O7 C51B C52B 111.3(10) . . ?
C51B C52B C53B 111.4(9) . . ?
O8 C54A C55A 112.5(8) . . ?
C54A C55A C56A 110.5(8) . . ?
O8 C54B C55B 111.0(10) . . ?
C54B C55B C56B 110.2(9) . . ?
O101 C90 C91 125.5(18) . . ?
O101 C90 C91 125.5(18) . 3_565 ?
C91 C90 C91 90(2) . 3_565 ?
O101 C90 C91 125.5(18) . 2_665 ?
C91 C90 C91 90(2) . 2_665 ?
C91 C90 C91 90(2) 3_565 2_665 ?
C90 C91 C91 45.1(13) . 3_565 ?
C90 C91 C91 45.1(12) . 2_665 ?
C91 C91 C91 59.998(5) 3_565 2_665 ?
O1 C7 C8 110.0(4) . . ?
O1 C7 C1B 119.3(4) . . ?
C8 C7 C1B 103.6(4) . . ?
O1 C7 C1A 99.7(5) . . ?
C8 C7 C1A 125.7(5) . . ?
O2 C8 N1 124.4(5) . . ?
O2 C8 C7 119.2(4) . . ?
N1 C8 C7 116.3(5) . . ?
O8 C9 C14 118.7(3) . . ?
O8 C9 C10 120.0(3) . . ?
C14 C9 C10 121.2(4) . . ?
C11 C10 C9 118.6(3) . . ?
C11 C10 C36 120.7(3) . . ?
C9 C10 C36 120.4(3) . . ?
C12 C11 C10 120.7(4) . . ?
C11 C12 C13 119.9(4) . . ?
C11 C12 N1 117.9(4) . . ?
C13 C12 N1 122.2(4) . . ?
C14 C13 C12 120.8(4) . . ?
C13 C14 C9 118.7(4) . . ?
C13 C14 C15 120.9(4) . . ?
C9 C14 C15 120.4(4) . . ?
C17 C15 C14 110.7(3) . . ?
C17 C16 C21 122.3(3) . . ?
C17 C16 O6 118.9(3) . . ?
C21 C16 O6 118.8(3) . . ?
C16 C17 C18 117.8(3) . . ?
C16 C17 C15 122.8(3) . . ?
C18 C17 C15 119.3(3) . . ?
C19 C18 C17 121.2(4) . . ?
C18 C19 C20 120.0(3) . . ?
C19 C20 C21 120.5(3) . . ?
C16 C21 C20 118.0(3) . . ?
C16 C21 C22 123.1(3) . . ?
C20 C21 C22 118.7(3) . . ?
C28 C22 C21 108.6(3) . . ?
O7 C23 C24 118.5(3) . . ?
O7 C23 C28 120.2(3) . . ?
C24 C23 C28 121.2(4) . . ?
C25 C24 C23 118.5(4) . . ?
C25 C24 C29 121.2(4) . . ?
C23 C24 C29 120.3(4) . . ?
C26 C25 C24 120.8(4) . . ?
C25 C26 C27 120.3(4) . . ?
C25 C26 N2 121.9(4) . . ?
C27 C26 N2 117.9(4) . . ?
C26 C27 C28 120.8(4) . . ?
C27 C28 C23 118.3(3) . . ?
C27 C28 C22 121.1(3) . . ?
C23 C28 C22 120.2(3) . . ?
C24 C29 C35 110.7(3) . . ?
C31 C30 C35 121.9(3) . . ?
C31 C30 O5 119.2(3) . . ?
C35 C30 O5 118.8(3) . . ?
C30 C31 C32 118.6(3) . . ?
C30 C31 C36 122.9(3) . . ?
C32 C31 C36 118.3(3) . . ?
C33 C32 C31 120.3(3) . . ?
C34 C33 C32 120.2(3) . . ?
C33 C34 C35 120.8(4) . . ?
C30 C35 C34 118.1(3) . . ?
C30 C35 C29 122.7(3) . . ?
C34 C35 C29 119.1(3) . . ?
C10 C36 C31 108.7(3) . . ?
O3 C37 N2 124.0(5) . 3_665 ?
O3 C37 C38 119.3(4) . . ?
N2 C37 C38 116.4(4) 3_665 . ?
O4 C38 C37 110.0(4) . . ?
O4 C38 C39A 99.6(5) . . ?
C37 C38 C39A 125.4(5) . . ?
O4 C38 C39B 119.0(4) . . ?
C37 C38 C39B 103.5(4) . . ?
O5 C45 C46 108.0(3) . . ?
C45 C46 C47 112.4(3) . . ?
O6 C48 C49 107.6(3) . . ?
C50 C49 C48 112.2(3) . . ?
C8 N1 C12 127.1(4) . . ?
C37 N2 C26 127.5(4) 2_655 . ?
C30 O5 C45 113.5(2) . . ?
C16 O6 C48 113.4(2) . . ?
C23 O7 C51B 112.9(7) . . ?
C23 O7 C51A 113.7(6) . . ?
C9 O8 C54B 113.0(6) . . ?
C9 O8 C54A 113.3(6) . . ?


# 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_nPrOH
_database_code_depnum_ccdc_archive 'CCDC 1569413'
_audit_update_record             
;
2017-10-26 deposited with the CCDC.
2017-10-31 downloaded from the CCDC.
;

_audit_creation_date             2017-08-07T18:05:05-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C56 H62 N2 O8'
_chemical_formula_sum            'C56 H62 N2 O8'
_chemical_formula_weight         891.07
_chemical_absolute_configuration rm

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'P 3'
_symmetry_space_group_name_Hall  'P 3'
_symmetry_Int_Tables_number      143
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'

_cell_length_a                   21.430(3)
_cell_length_b                   21.430(3)
_cell_length_c                   9.6863(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3852.4(11)
_cell_formula_units_Z            3
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5557
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      21.39

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.152
_exptl_crystal_F_000             1428
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_probe          X-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bluker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_number            13315
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.901
_diffrn_reflns_theta_max         21.429
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.625
_diffrn_measured_fraction_theta_max 0.998

_reflns_Friedel_fraction_full    0.607
_reflns_Friedel_fraction_max     0.969
_reflns_Friedel_coverage         0.971
_reflns_number_total             5749
_reflns_number_gt                5201
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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.
 Residual electron densities arising from disordered atoms were treated with
 the SQUEEZE routine in the PLATON program. The solvent accessible volume was
 calculated to be 380 A3 and the electron counts in the void was 56 per unit
 cell. 1-Propanol and water molecules were possible disordered molecules.,SQUEEZE
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0523P)²+0.5966P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5749
_refine_ls_number_parameters     526
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.037
_refine_ls_wR_factor_ref         0.0955
_refine_ls_wR_factor_gt          0.092
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 2383 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.0(5)
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.029

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1A C 0.4885(3) -0.0706(2) 1.1273(3) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
C2A C 0.4853(3) -0.1282(2) 1.1996(4) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
H2A H 0.4911 -0.1637 1.1521 0.047 Uiso 0.624(3) 1 calc R U P A 1
C3A C 0.4735(3) -0.1338(2) 1.3413(4) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
H3A H 0.4713 -0.1732 1.3906 0.047 Uiso 0.624(3) 1 calc R U P A 1
C4A C 0.4649(3) -0.0818(2) 1.4107(4) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
H4A H 0.4569 -0.0856 1.5076 0.047 Uiso 0.624(3) 1 calc R U P A 1
C5A C 0.4681(3) -0.0242(2) 1.3385(5) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
H5A H 0.4623 0.0113 1.3859 0.047 Uiso 0.624(3) 1 calc R U P A 1
C6A C 0.4799(3) -0.0186(2) 1.1968(5) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
H6A H 0.4821 0.0207 1.1474 0.047 Uiso 0.624(3) 1 calc R U P A 1
C9A C 0.1783(3) 0.4041(2) 1.1273(3) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
C10A C 0.1869(3) 0.3521(2) 1.1969(5) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
H10A H 0.1847 0.3128 1.1476 0.047 Uiso 0.624(3) 1 calc R U P A 1
C11A C 0.1987(3) 0.3578(2) 1.3386(5) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
H11A H 0.2045 0.3222 1.3861 0.047 Uiso 0.624(3) 1 calc R U P A 1
C12A C 0.2018(3) 0.4154(2) 1.4108(4) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
H12A H 0.2099 0.4192 1.5076 0.047 Uiso 0.624(3) 1 calc R U P A 1
C13A C 0.1933(3) 0.4673(2) 1.3412(4) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
H13A H 0.1954 0.5067 1.3905 0.047 Uiso 0.624(3) 1 calc R U P A 1
C14A C 0.1815(3) 0.4617(2) 1.1995(4) 0.0388(6) Uani 0.624(3) 1 d G . P A 1
H14A H 0.1757 0.4972 1.1519 0.047 Uiso 0.624(3) 1 calc R U P A 1
C1B C 0.4579(4) -0.0747(4) 1.1098(6) 0.0388(6) Uani 0.376(3) 1 d G . P A 2
C2B C 0.3920(4) -0.1339(4) 1.1458(7) 0.0388(6) Uani 0.376(3) 1 d G . P A 2
H2B H 0.3646 -0.1695 1.0786 0.047 Uiso 0.376(3) 1 calc R U P A 2
C3B C 0.3663(3) -0.1409(4) 1.2799(7) 0.0388(6) Uani 0.376(3) 1 d G . P A 2
H3B H 0.3213 -0.1814 1.3045 0.047 Uiso 0.376(3) 1 calc R U P A 2
C4B C 0.4065(4) -0.0888(4) 1.3781(6) 0.0437(13) Uani 0.376(3) 1 d G . P A 2
H4B H 0.3889 -0.0936 1.4698 0.052 Uiso 0.376(3) 1 calc R U P A 2
C5B C 0.4724(4) -0.0296(4) 1.3422(8) 0.0437(13) Uani 0.376(3) 1 d G . P A 2
H5B H 0.4998 0.006 1.4093 0.052 Uiso 0.376(3) 1 calc R U P A 2
C6B C 0.4981(3) -0.0226(4) 1.2080(9) 0.0437(13) Uani 0.376(3) 1 d G . P A 2
H6B H 0.5431 0.0178 1.1834 0.052 Uiso 0.376(3) 1 calc R U P A 2
C9B C 0.2091(4) 0.4080(4) 1.1095(7) 0.0437(13) Uani 0.376(3) 1 d G . P A 2
C10B C 0.1688(3) 0.3556(4) 1.2073(9) 0.0437(13) Uani 0.376(3) 1 d G . P A 2
H10B H 0.1239 0.3152 1.1822 0.052 Uiso 0.376(3) 1 calc R U P A 2
C11B C 0.1942(4) 0.3625(4) 1.3417(8) 0.0437(13) Uani 0.376(3) 1 d G . P A 2
H11B H 0.1666 0.3267 1.4085 0.052 Uiso 0.376(3) 1 calc R U P A 2
C12B C 0.2598(4) 0.4217(4) 1.3784(6) 0.0437(13) Uani 0.376(3) 1 d G . P A 2
H12B H 0.2772 0.4264 1.4702 0.052 Uiso 0.376(3) 1 calc R U P A 2
C13B C 0.3002(4) 0.4741(4) 1.2806(8) 0.0437(13) Uani 0.376(3) 1 d G . P A 2
H13B H 0.3451 0.5146 1.3057 0.052 Uiso 0.376(3) 1 calc R U P A 2
C14B C 0.2748(4) 0.4672(4) 1.1462(7) 0.0437(13) Uani 0.376(3) 1 d G . P A 2
H14B H 0.3024 0.503 1.0794 0.052 Uiso 0.376(3) 1 calc R U P A 2
C51A C 0.4168(7) 0.1261(8) 0.2579(18) 0.0499(8) Uani 0.488(6) 1 d . . P B 3
H51A H 0.4193 0.0818 0.2412 0.06 Uiso 0.488(6) 1 calc R U P B 3
H51B H 0.4662 0.1681 0.2523 0.06 Uiso 0.488(6) 1 calc R U P B 3
C52A C 0.3666(6) 0.1330(6) 0.1491(10) 0.0499(8) Uani 0.488(6) 1 d . . P B 3
H52A H 0.3156 0.0979 0.1706 0.06 Uiso 0.488(6) 1 calc R U P B 3
H52B H 0.3729 0.182 0.1535 0.06 Uiso 0.488(6) 1 calc R U P B 3
C53A C 0.3847(6) 0.1189(6) 0.0039(11) 0.0499(8) Uani 0.488(6) 1 d . . P B 3
H53A H 0.3571 0.1291 -0.0641 0.075 Uiso 0.488(6) 1 calc R U P B 3
H53B H 0.3723 0.0684 -0.0038 0.075 Uiso 0.488(6) 1 calc R U P B 3
H53C H 0.4364 0.1503 -0.0133 0.075 Uiso 0.488(6) 1 calc R U P B 3
C51B C 0.3986(6) 0.1090(7) 0.2605(17) 0.0499(8) Uani 0.512(6) 1 d . . P B 4
H51C H 0.4179 0.1563 0.2142 0.06 Uiso 0.512(6) 1 calc R U P B 4
H51D H 0.4407 0.1021 0.2726 0.06 Uiso 0.512(6) 1 calc R U P B 4
C52B C 0.3644(5) 0.0665(6) 0.1697(10) 0.0499(8) Uani 0.512(6) 1 d . . P B 4
H52C H 0.3149 0.0589 0.1734 0.06 Uiso 0.512(6) 1 calc R U P B 4
H52D H 0.3609 0.02 0.1945 0.06 Uiso 0.512(6) 1 calc R U P B 4
C53B C 0.3890(6) 0.0819(6) 0.0178(10) 0.0499(8) Uani 0.512(6) 1 d . . P B 4
H53D H 0.3542 0.0425 -0.0405 0.075 Uiso 0.512(6) 1 calc R U P B 4
H53E H 0.4365 0.086 0.0086 0.075 Uiso 0.512(6) 1 calc R U P B 4
H53F H 0.3921 0.1272 -0.0114 0.075 Uiso 0.512(6) 1 calc R U P B 4
C54A C 0.2502(7) 0.2074(8) 0.2564(18) 0.0499(8) Uani 0.491(6) 1 d . . P C 5
H54A H 0.2479 0.2518 0.2395 0.06 Uiso 0.491(6) 1 calc R U P C 5
H54B H 0.2009 0.1654 0.2499 0.06 Uiso 0.491(6) 1 calc R U P C 5
C55A C 0.3005(6) 0.2008(6) 0.1498(10) 0.0499(8) Uani 0.491(6) 1 d . . P C 5
H55A H 0.3513 0.2362 0.1717 0.06 Uiso 0.491(6) 1 calc R U P C 5
H55B H 0.2945 0.152 0.1545 0.06 Uiso 0.491(6) 1 calc R U P C 5
C56A C 0.2825(6) 0.2147(6) 0.0044(11) 0.0499(8) Uani 0.491(6) 1 d . . P C 5
H56A H 0.3107 0.2051 -0.0632 0.075 Uiso 0.491(6) 1 calc R U P C 5
H56B H 0.2943 0.265 -0.0033 0.075 Uiso 0.491(6) 1 calc R U P C 5
H56C H 0.231 0.1829 -0.0135 0.075 Uiso 0.491(6) 1 calc R U P C 5
C54B C 0.2678(7) 0.2239(7) 0.2624(18) 0.0499(8) Uani 0.509(6) 1 d . . P C 6
H54C H 0.2488 0.1767 0.2159 0.06 Uiso 0.509(6) 1 calc R U P C 6
H54D H 0.2255 0.2304 0.2746 0.06 Uiso 0.509(6) 1 calc R U P C 6
C55B C 0.3025(5) 0.2675(6) 0.1701(10) 0.0499(8) Uani 0.509(6) 1 d . . P C 6
H55C H 0.3522 0.2755 0.1735 0.06 Uiso 0.509(6) 1 calc R U P C 6
H55D H 0.3056 0.3138 0.1947 0.06 Uiso 0.509(6) 1 calc R U P C 6
C56B C 0.2772(6) 0.2512(6) 0.0179(10) 0.0499(8) Uani 0.509(6) 1 d . . P C 6
H56D H 0.3114 0.2907 -0.0411 0.075 Uiso 0.509(6) 1 calc R U P C 6
H56E H 0.2294 0.2464 0.0093 0.075 Uiso 0.509(6) 1 calc R U P C 6
H56F H 0.2747 0.2061 -0.0109 0.075 Uiso 0.509(6) 1 calc R U P C 6
O5 O 0.28148(15) 0.21020(15) 0.3942(3) 0.0367(7) Uani 1 1 d . . . . .
O6 O 0.20350(14) 0.04223(14) 0.3636(3) 0.0329(7) Uani 1 1 d . . . . .
O7 O 0.38510(15) 0.12306(15) 0.3944(3) 0.0368(7) Uani 1 1 d . . . . .
O8 O 0.46316(14) 0.29122(14) 0.3637(3) 0.0330(7) Uani 1 1 d . . . . .
C49 C 0.1432(2) -0.0082(2) 0.1526(4) 0.0378(11) Uani 1 1 d . . . . .
H49A H 0.1834 -0.0145 0.1194 0.045 Uiso 1 1 calc R U . . .
H49B H 0.154 0.0409 0.127 0.045 Uiso 1 1 calc R U . . .
C46 C 0.5236(2) 0.3414(2) 0.1524(4) 0.0380(11) Uani 1 1 d . . . . .
H46A H 0.4832 0.3473 0.1189 0.046 Uiso 1 1 calc R U . . .
H46B H 0.5131 0.2924 0.1268 0.046 Uiso 1 1 calc R U . . .
C50 C 0.0740(3) -0.0630(3) 0.0810(5) 0.0580(15) Uani 1 1 d . . . . .
H50A H 0.0341 -0.0563 0.1117 0.087 Uiso 1 1 calc R U . . .
H50B H 0.0634 -0.1118 0.1043 0.087 Uiso 1 1 calc R U . . .
H50C H 0.0798 -0.0561 -0.0192 0.087 Uiso 1 1 calc R U . . .
C47 C 0.5927(3) 0.3965(3) 0.0814(5) 0.0574(15) Uani 1 1 d . . . . .
H47A H 0.6329 0.3909 0.114 0.086 Uiso 1 1 calc R U . . .
H47B H 0.6022 0.4452 0.1031 0.086 Uiso 1 1 calc R U . . .
H47C H 0.5874 0.389 -0.0187 0.086 Uiso 1 1 calc R U . . .
C45 C 0.5279(2) 0.3485(2) 0.3071(4) 0.0334(11) Uani 1 1 d . . . . .
H45A H 0.57 0.3459 0.3417 0.04 Uiso 1 1 calc R U . . .
H45B H 0.5336 0.3956 0.3348 0.04 Uiso 1 1 calc R U . . .
C48 C 0.1386(2) -0.0154(2) 0.3071(4) 0.0339(11) Uani 1 1 d . . . . .
H48A H 0.0964 -0.0127 0.3414 0.041 Uiso 1 1 calc R U . . .
H48B H 0.133 -0.0623 0.335 0.041 Uiso 1 1 calc R U . . .
H15 H 0.181(2) 0.444(3) 0.939(4) 0.034(12) Uiso 1 1 d . . . . .
H7 H 0.490(2) -0.109(2) 0.940(4) 0.031(12) Uiso 1 1 d . . . . .
C7 C 0.4967(3) -0.0653(3) 0.9701(5) 0.0474(13) Uani 1 1 d . . . . .
C8 C 0.4528(3) -0.0431(3) 0.8834(6) 0.0558(14) Uani 1 1 d . . . . .
C15 C 0.1700(3) 0.3985(3) 0.9702(5) 0.0460(13) Uani 1 1 d . . . . .
C16 C 0.2142(3) 0.3767(3) 0.8835(6) 0.0560(14) Uani 1 1 d . . . . .
C17 C 0.4105(2) 0.0955(2) 0.4946(5) 0.0363(11) Uani 1 1 d . . . . .
C18 C 0.3635(2) 0.0278(2) 0.5477(5) 0.0382(12) Uani 1 1 d . . . . .
C19 C 0.3890(2) -0.0008(2) 0.6463(5) 0.0421(12) Uani 1 1 d . . . . .
H19 H 0.358 -0.0479 0.6811 0.05 Uiso 1 1 calc R U . . .
C20 C 0.4589(2) 0.0380(2) 0.6946(5) 0.0397(12) Uani 1 1 d . . . . .
C21 C 0.5043(2) 0.1072(2) 0.6438(5) 0.0372(11) Uani 1 1 d . . . . .
H21 H 0.5524 0.134 0.677 0.045 Uiso 1 1 calc R U . . .
C22 C 0.4800(2) 0.1372(2) 0.5451(4) 0.0322(11) Uani 1 1 d . . . . .
C23 C 0.5252(2) 0.2157(2) 0.5054(4) 0.0306(10) Uani 1 1 d . . . . .
H23A H 0.5239 0.221 0.4041 0.037 Uiso 1 1 calc R U . . .
H23B H 0.5759 0.2342 0.5334 0.037 Uiso 1 1 calc R U . . .
C24 C 0.4619(2) 0.2902(2) 0.5062(4) 0.0287(11) Uani 1 1 d . . . . .
C25 C 0.4953(2) 0.2582(2) 0.5775(4) 0.0276(10) Uani 1 1 d . . . . .
C26 C 0.4957(2) 0.2602(2) 0.7204(4) 0.0352(11) Uani 1 1 d . . . . .
H26 H 0.5203 0.2408 0.7703 0.042 Uiso 1 1 calc R U . . .
C27 C 0.4609(2) 0.2901(3) 0.7918(4) 0.0375(12) Uani 1 1 d . . . . .
H27 H 0.4616 0.2913 0.8898 0.045 Uiso 1 1 calc R U . . .
C28 C 0.4256(2) 0.3178(2) 0.7189(5) 0.0379(12) Uani 1 1 d . . . . .
H28 H 0.4007 0.3371 0.768 0.045 Uiso 1 1 calc R U . . .
C29 C 0.4248(2) 0.3186(2) 0.5766(5) 0.0305(11) Uani 1 1 d . . . . .
C30 C 0.3814(2) 0.3465(2) 0.5018(5) 0.0398(12) Uani 1 1 d . . . . .
H30A H 0.3841 0.3407 0.401 0.048 Uiso 1 1 calc R U . . .
H30B H 0.4019 0.3984 0.5217 0.048 Uiso 1 1 calc R U . . .
C31 C 0.2563(2) 0.2378(2) 0.4950(5) 0.0356(11) Uani 1 1 d . . . . .
C32 C 0.3031(2) 0.3054(2) 0.5482(5) 0.0392(12) Uani 1 1 d . . . . .
C33 C 0.2777(2) 0.3341(2) 0.6469(5) 0.0416(12) Uani 1 1 d . . . . .
H33 H 0.3088 0.381 0.6824 0.05 Uiso 1 1 calc R U . . .
C34 C 0.2074(2) 0.2951(2) 0.6940(5) 0.0401(12) Uani 1 1 d . . . . .
C35 C 0.1625(2) 0.2262(2) 0.6440(5) 0.0365(11) Uani 1 1 d . . . . .
H35 H 0.1146 0.1991 0.6778 0.044 Uiso 1 1 calc R U . . .
C36 C 0.1868(2) 0.1961(2) 0.5446(4) 0.0312(11) Uani 1 1 d . . . . .
C37 C 0.1418(2) 0.1179(2) 0.5053(4) 0.0312(10) Uani 1 1 d . . . . .
H37A H 0.1434 0.1126 0.404 0.037 Uiso 1 1 calc R U . . .
H37B H 0.091 0.0996 0.5326 0.037 Uiso 1 1 calc R U . . .
C38 C 0.2046(2) 0.0431(2) 0.5068(4) 0.0276(10) Uani 1 1 d . . . . .
C39 C 0.1711(2) 0.0750(2) 0.5778(4) 0.0271(10) Uani 1 1 d . . . . .
C40 C 0.1710(2) 0.0735(2) 0.7205(4) 0.0353(11) Uani 1 1 d . . . . .
H40 H 0.1467 0.0932 0.7704 0.042 Uiso 1 1 calc R U . . .
C41 C 0.2056(2) 0.0435(3) 0.7916(4) 0.0368(12) Uani 1 1 d . . . . .
H41 H 0.2048 0.0423 0.8897 0.044 Uiso 1 1 calc R U . . .
C42 C 0.2413(2) 0.0157(2) 0.7191(5) 0.0386(12) Uani 1 1 d . . . . .
H42 H 0.2661 -0.0036 0.7685 0.046 Uiso 1 1 calc R U . . .
C43 C 0.2420(2) 0.0150(2) 0.5764(5) 0.0302(10) Uani 1 1 d . . . . .
C44 C 0.2851(2) -0.0134(2) 0.5015(5) 0.0407(12) Uani 1 1 d . . . . .
H44A H 0.2823 -0.0078 0.4007 0.049 Uiso 1 1 calc R U . . .
H44B H 0.2645 -0.0653 0.5218 0.049 Uiso 1 1 calc R U . . .
N1 N 0.1786(2) 0.3234(2) 0.7929(4) 0.0436(10) Uani 1 1 d . . . . .
H1 H 0.1313 0.3032 0.7942 0.052 Uiso 1 1 calc R U . . .
N2 N 0.4882(2) 0.0098(2) 0.7925(4) 0.0437(10) Uani 1 1 d . . . . .
H2 H 0.5354 0.0299 0.7929 0.052 Uiso 1 1 calc R U . . .
O1 O 0.09540(18) 0.35004(17) 0.9470(4) 0.0531(9) Uani 1 1 d . . . . .
H1A H 0.0737 0.3734 0.9391 0.08 Uiso 1 1 calc R U . . .
O2 O 0.2804(2) 0.4098(3) 0.8960(5) 0.1031(17) Uani 1 1 d . . . . .
O3 O 0.57130(18) -0.01668(17) 0.9467(4) 0.0530(9) Uani 1 1 d . . . . .
H3 H 0.5931 -0.04 0.9392 0.079 Uiso 1 1 calc R U . . .
O4 O 0.3862(2) -0.0767(3) 0.8954(5) 0.1033(17) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1A C2A 1.39 . ?
C1A C6A 1.39 . ?
C1A C7 1.530(6) . ?
C2A C3A 1.39 . ?
C3A C4A 1.39 . ?
C4A C5A 1.39 . ?
C5A C6A 1.39 . ?
C9A C10A 1.39 . ?
C9A C14A 1.39 . ?
C9A C15 1.530(6) . ?
C10A C11A 1.39 . ?
C11A C12A 1.39 . ?
C12A C13A 1.39 . ?
C13A C14A 1.39 . ?
C1B C2B 1.39 . ?
C1B C6B 1.39 . ?
C1B C7 1.547(7) . ?
C2B C3B 1.39 . ?
C3B C4B 1.39 . ?
C4B C5B 1.39 . ?
C5B C6B 1.39 . ?
C9B C10B 1.39 . ?
C9B C14B 1.39 . ?
C9B C15 1.548(7) . ?
C10B C11B 1.39 . ?
C11B C12B 1.39 . ?
C12B C13B 1.39 . ?
C13B C14B 1.39 . ?
C51A O7 1.473(17) . ?
C51A C52A 1.566(19) . ?
C52A C53A 1.529(14) . ?
C51B C52B 1.214(17) . ?
C51B O7 1.394(17) . ?
C52B C53B 1.542(14) . ?
C54A O5 1.482(17) . ?
C54A C55A 1.549(19) . ?
C55A C56A 1.528(14) . ?
C54B C55B 1.237(18) . ?
C54B O5 1.375(17) . ?
C55B C56B 1.549(14) . ?
O5 C31 1.383(5) . ?
O6 C38 1.387(5) . ?
O6 C48 1.429(5) . ?
O7 C17 1.382(5) . ?
O8 C24 1.381(5) . ?
O8 C45 1.425(5) . ?
C49 C48 1.502(6) . ?
C49 C50 1.522(6) . ?
C46 C45 1.505(6) . ?
C46 C47 1.520(6) . ?
C7 O3 1.424(6) . ?
C7 C8 1.504(7) . ?
C8 O4 1.243(6) . ?
C8 N2 1.333(6) . ?
C15 O1 1.423(6) . ?
C15 C16 1.504(7) . ?
C16 O2 1.235(6) . ?
C16 N1 1.336(6) . ?
C17 C18 1.386(6) . ?
C17 C22 1.388(6) . ?
C18 C19 1.387(7) . ?
C18 C44 1.522(6) . ?
C19 C20 1.381(7) . ?
C20 C21 1.394(6) . ?
C20 N2 1.427(6) . ?
C21 C22 1.391(6) . ?
C22 C23 1.512(6) . ?
C23 C25 1.522(6) . ?
C24 C25 1.396(6) . ?
C24 C29 1.396(6) . ?
C25 C26 1.385(6) . ?
C26 C27 1.387(6) . ?
C27 C28 1.369(6) . ?
C28 C29 1.379(6) . ?
C29 C30 1.518(6) . ?
C30 C32 1.521(6) . ?
C31 C32 1.384(6) . ?
C31 C36 1.385(6) . ?
C32 C33 1.387(7) . ?
C33 C34 1.384(7) . ?
C34 C35 1.385(6) . ?
C34 N1 1.431(6) . ?
C35 C36 1.396(6) . ?
C36 C37 1.505(6) . ?
C37 C39 1.520(6) . ?
C38 C43 1.394(6) . ?
C38 C39 1.397(6) . ?
C39 C40 1.382(6) . ?
C40 C41 1.383(6) . ?
C41 C42 1.375(6) . ?
C42 C43 1.383(6) . ?
C43 C44 1.520(6) . ?

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
C2A C1A C6A 120 . . ?
C2A C1A C7 121.3(3) . . ?
C6A C1A C7 118.6(3) . . ?
C1A C2A C3A 120 . . ?
C2A C3A C4A 120 . . ?
C5A C4A C3A 120 . . ?
C4A C5A C6A 120 . . ?
C5A C6A C1A 120 . . ?
C10A C9A C14A 120 . . ?
C10A C9A C15 118.5(3) . . ?
C14A C9A C15 121.4(3) . . ?
C9A C10A C11A 120 . . ?
C10A C11A C12A 120 . . ?
C13A C12A C11A 120 . . ?
C14A C13A C12A 120 . . ?
C13A C14A C9A 120 . . ?
C2B C1B C6B 120 . . ?
C2B C1B C7 124.9(5) . . ?
C6B C1B C7 114.6(5) . . ?
C1B C2B C3B 120 . . ?
C2B C3B C4B 120 . . ?
C3B C4B C5B 120 . . ?
C6B C5B C4B 120 . . ?
C5B C6B C1B 120 . . ?
C10B C9B C14B 120 . . ?
C10B C9B C15 114.2(5) . . ?
C14B C9B C15 125.3(5) . . ?
C11B C10B C9B 120 . . ?
C12B C11B C10B 120 . . ?
C11B C12B C13B 120 . . ?
C12B C13B C14B 120 . . ?
C13B C14B C9B 120 . . ?
O7 C51A C52A 106.5(10) . . ?
C53A C52A C51A 110.2(10) . . ?
C52B C51B O7 136.3(11) . . ?
C51B C52B C53B 121.2(11) . . ?
O5 C54A C55A 106.4(10) . . ?
C56A C55A C54A 110.0(10) . . ?
C55B C54B O5 136.1(11) . . ?
C54B C55B C56B 120.5(11) . . ?
C54B O5 C31 113.2(7) . . ?
C31 O5 C54A 112.8(6) . . ?
C38 O6 C48 113.4(3) . . ?
C17 O7 C51B 113.1(7) . . ?
C17 O7 C51A 112.2(6) . . ?
C24 O8 C45 113.7(3) . . ?
C48 C49 C50 112.7(4) . . ?
C45 C46 C47 112.6(4) . . ?
O8 C45 C46 108.1(3) . . ?
O6 C48 C49 107.9(3) . . ?
O3 C7 C8 109.3(4) . . ?
O3 C7 C1A 105.0(4) . . ?
C8 C7 C1A 120.8(4) . . ?
O3 C7 C1B 124.6(5) . . ?
C8 C7 C1B 98.6(5) . . ?
O4 C8 N2 123.7(5) . . ?
O4 C8 C7 118.9(5) . . ?
N2 C8 C7 117.3(5) . . ?
O1 C15 C16 109.7(4) . . ?
O1 C15 C9A 105.0(4) . . ?
C16 C15 C9A 120.8(4) . . ?
O1 C15 C9B 124.8(5) . . ?
C16 C15 C9B 98.3(5) . . ?
O2 C16 N1 123.8(5) . . ?
O2 C16 C15 119.2(5) . . ?
N1 C16 C15 116.9(5) . . ?
O7 C17 C18 118.2(4) . . ?
O7 C17 C22 119.9(4) . . ?
C18 C17 C22 121.8(4) . . ?
C17 C18 C19 118.5(4) . . ?
C17 C18 C44 120.8(4) . . ?
C19 C18 C44 120.7(4) . . ?
C20 C19 C18 121.1(4) . . ?
C19 C20 C21 119.4(4) . . ?
C19 C20 N2 123.0(4) . . ?
C21 C20 N2 117.6(4) . . ?
C22 C21 C20 120.7(4) . . ?
C17 C22 C21 118.3(4) . . ?
C17 C22 C23 120.7(4) . . ?
C21 C22 C23 120.7(4) . . ?
C22 C23 C25 108.8(3) . . ?
O8 C24 C25 119.4(4) . . ?
O8 C24 C29 119.5(4) . . ?
C25 C24 C29 121.1(4) . . ?
C26 C25 C24 118.4(4) . . ?
C26 C25 C23 118.6(4) . . ?
C24 C25 C23 122.7(4) . . ?
C25 C26 C27 121.0(4) . . ?
C28 C27 C26 119.0(4) . . ?
C27 C28 C29 122.2(4) . . ?
C28 C29 C24 118.1(4) . . ?
C28 C29 C30 119.6(4) . . ?
C24 C29 C30 122.3(4) . . ?
C29 C30 C32 110.3(3) . . ?
O5 C31 C32 118.5(4) . . ?
O5 C31 C36 119.5(4) . . ?
C32 C31 C36 122.0(4) . . ?
C31 C32 C33 118.7(4) . . ?
C31 C32 C30 120.5(4) . . ?
C33 C32 C30 120.7(4) . . ?
C34 C33 C32 120.6(4) . . ?
C33 C34 C35 119.7(4) . . ?
C33 C34 N1 122.3(4) . . ?
C35 C34 N1 118.0(4) . . ?
C34 C35 C36 120.9(4) . . ?
C31 C36 C35 118.0(4) . . ?
C31 C36 C37 120.9(4) . . ?
C35 C36 C37 120.7(4) . . ?
C36 C37 C39 109.1(3) . . ?
O6 C38 C43 119.2(4) . . ?
O6 C38 C39 119.3(4) . . ?
C43 C38 C39 121.4(4) . . ?
C40 C39 C38 118.4(4) . . ?
C40 C39 C37 118.8(4) . . ?
C38 C39 C37 122.5(4) . . ?
C39 C40 C41 121.0(4) . . ?
C42 C41 C40 119.4(4) . . ?
C41 C42 C43 121.8(4) . . ?
C42 C43 C38 117.8(4) . . ?
C42 C43 C44 119.6(4) . . ?
C38 C43 C44 122.5(4) . . ?
C43 C44 C18 110.0(3) . . ?
C16 N1 C34 128.3(4) . . ?
C8 N2 C20 128.0(4) . . ?


# END of CIF


