#\#CIF_1.1
 
#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2013-11-30 at 23:01:58
#  Using CIFtbx version 3.0.4  1 Sep 2006
 
#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4.3
#  Request file    : c:\wingx\files\archive.reqdat
#  CIF files read  : qm project
 
#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#
 
data_global
 
#------------------ AUDIT DETAILS -------------------------------------------#
 
_audit_creation_date            2013-11-30
_audit_creation_method          'WinGX routine CIF_UPDATE'
_audit_conform_dict_name        cif_core.dic
_audit_conform_dict_version     2.4.3
_audit_conform_dict_location    ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record            ?
 
#------------------ AUTHOR DETAILS -------------------------------------------#
 
# Name and address of author for correspondence
 
_publ_contact_author_name       ' '
_publ_contact_author_address
;
 
;
_publ_contact_author_email       ' '
_publ_contact_author_fax         ' '
_publ_contact_author_phone       ' '
 
 
# Insert blank lines between references
 
_publ_section_references
;
Blessing, R. H. (1995) Acta Cryst., A51, 33-38.
 
Blessing, R. H. (1987) Cryst. Rev. 1, 3-58.
 
Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397.
 
Bruker (2012) APEX2 (Version 2012.10-0), SAINT (version 8.27B), SADABS
(version 2012/1), BrukerAXS Inc, Madison, Wisconsin, USA.
 
ABSCOR: Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
 
CAD-4 Software: Enraf-Nonius (1989). CAD-4 Software (or CAD-4 EXPRESS).
Enraf-Nonius, Delft, The Netherlands.
 
Cambridge Structural Database: Allen, F. R. (2002). Acta Cryst. B58, 380-388.
 
CAMERON: Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON.
Chemical Crystallography Laboratory, Oxford, England.
 
CrysAlis CCD, CrysAlis RED and associated programs: Oxford Diffraction (2006).
Program name(s). Oxford Diffraction Ltd, Abingdon, England.
 
CRYSTALS: Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. &
Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487.
 
COLLECT: Nonius (1998). COLLECT. Nonius BV, Delft, The Netherlands.
 
DENZO/SCALEPACK:  Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology,
Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr
& R. M. Sweet, pp. 307-326. New York: Academic Press.
 
DIAMOND: Brandenburg, K.(2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.
 
DIF4 and REDU4: Stoe & Cie (1991). Program name(s). Stoe & Cie, Darmstadt,
Germany.
 
DIFABS: Walker, N. &  Stuart, D. (1983). Acta Cryst., A39, 158 - 166.
 
DIRAX: Duisenberg, A. J. M. (1992). J. Appl. Cryst. 25, 92-96.
 
DIRDIF-2008: Beurskens, P.T., Beurskens, G., de Gelder, R., Garciía-Granda,
S., Gould, R.O. & Smits, J.M.M. (2008) The DIRDIF-2008 program
system, Crystallography Laboratory, Radboud University  Nijmegen,
The Netherlands.
 
EDMA: Palatinus, L., Prathapa, S. J. & van Smaalen, S. (2012) J. Appl. Cryst.
45, 575-580.
 
enCIFer: Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler,
M. (2004). J. Appl. Cryst. 37, 335-338.
 
EVALCCD: Duisenberg, A. J. M., Kroon-Batenburg, L. M. J. & Schreurs,
A. M. M. (2003). J. Appl. Cryst. 36, 220-229.
 
JANA2000: Petricek, V. & Dusek, M. (2000). JANA2000. Institute of Physics,
Czech Academy of Sciences, Prague, Czech Republic.
 
MERCURY: Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington,
P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R.,
van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.
 
MOGUL: Bruno, I. J., Cole, J. C., Kessler, M., Luo, J., Motherwell,
W. D. S., Purkis, L. H., Smith, B. R., Taylor, R., Cooper, R. I., Harris,
S. E. & Orpen, A. G. (2004). J. Chem. Inf. Comput. Sci. 44, 2133-2144.
 
ORTEPII: Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge
National Laboratory, Tennessee, USA.
 
ORTEPIII:  Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII.
Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA.
 
ORTEP-3: Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
 
PARST: Nardelli, M. (1995). J. Appl. Cryst. 28, 659.
 
PLATON: Spek, A. L. (2009). Acta. Cryst. D65, 148-155.
 
PROCESS: Rigaku (1996). PROCESS. Rigaku Corporation, Tokyo, Japan.
 
PROCESS-AUTO: Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.
 
PublCIF: Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.
 
SCHAKAL: Keller, E. (1999) University of Freiburg, Germany.
 
SHELX: Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
 
SHELXD: Schneider, T. R. & Sheldrick, G. M. (2002) Acta Cryst. D58, 1772-1779.
 
SIR92: Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla,
M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.
 
SIR97: Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L.,
Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. &
Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.
 
SIR2002: Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L.,
Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst. 36, 1103.
 
SIR2004: Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B.,
Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R.
(2005). J. Appl. Cryst. 38, 381-388.
 
SIR2008 & IL MILIONE: Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B.,
Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G., Siliqi, D.,
& Spagna, R. (2007). J. Appl. Cryst. 40, 609-613.
 
SIR2011: Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B.,
Cascarano, G. L., Giacovazzo, C., Mallamo, M., Mazzone, A., Polidori, G.
& Spagna, R. (2012). J. Appl. Cryst. 45, 357-361.
 
SUPERFLIP: Palatinus, L. & Chapuis, G. (2007) J. Appl. Cryst. 40, 786-790.
 
TEXSAN: Molecular Structure Corporation & Rigaku (2000). TEXSAN. MSC,
The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.
 
WinGX: Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
 
X-AREA, X-RED, X-RED32, X-SHAPE:  Stoe & Cie (2002). Program name(s).
Stoe & Cie GmbH, Darmstadt, Germany.
 
XCAD4: Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
 
XSCANS: Siemens (1994). XSCANS. Siemens Analytical X-ray Instruments Inc.,
Madison, Wisconsin, USA.
 
;
 
#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#
 
data_shelx
 
_audit_creation_date                    2013-11-30T23:01:58-00:00
_audit_creation_method                  'WinGX routine CIF_UPDATE'
_audit_conform_dict_name                cif_core.dic
_audit_conform_dict_version             2.4.3
_audit_conform_dict_location            ftp://ftp.iucr.org/pub/cif_core.dic
_publ_requested_category                FO
 
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#
 
_chemical_name_systematic
;
 ?
;
_chemical_formula_moiety                'C33 H36 N2 O3'
_chemical_formula_sum                   'C33 H36 N2 O3'
_chemical_formula_weight                508.64
_chemical_melting_point                 ?
 
#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
 
_symmetry_cell_setting                  monoclinic
_symmetry_space_group_name_H-M          'P 21/c'
_symmetry_space_group_name_Hall         '-P 2ybc'
_symmetry_Int_Tables_number             14
loop_
    _symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
 
_cell_length_a                          6.1664(3)
_cell_length_b                          23.5787(9)
_cell_length_c                          20.6871(7)
_cell_angle_alpha                       90
_cell_angle_beta                        99.9610(10)
_cell_angle_gamma                       90
_cell_volume                            2962.5(2)
_cell_formula_units_Z                   4
_cell_measurement_temperature           223
_cell_measurement_reflns_used           11656
_cell_measurement_theta_min             3.12
_cell_measurement_theta_max             27.47
_cell_measurement_wavelength            0.71073
 
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
 
_exptl_crystal_description              prism
_exptl_crystal_colour                   brown
_exptl_crystal_size_max                 0.38
_exptl_crystal_size_mid                 0.2
_exptl_crystal_size_min                 0.05
_exptl_crystal_density_diffrn           1.14
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    1088
_exptl_special_details
;
 ?
;
 
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
 
_exptl_absorpt_coefficient_mu           0.073
_exptl_absorpt_correction_type          none
 
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
 
_diffrn_source                          'fine-focus sealed x-ray tube'
_diffrn_ambient_temperature             223
_diffrn_radiation_wavelength            0.71073
_diffrn_radiation_type                  MoK\a
_diffrn_radiation_monochromator         graphite
_diffrn_radiation_probe                 x-ray
_diffrn_measurement_device_type         'Rigaku R-Axis Rapid'
_diffrn_measurement_method              'φ and ω'
_diffrn_detector_area_resol_mean        10
_diffrn_reflns_av_R_equivalents         0.0502
_diffrn_reflns_number                   28339
_diffrn_reflns_limit_h_min              -7
_diffrn_reflns_limit_h_max              7
_diffrn_reflns_limit_k_min              -30
_diffrn_reflns_limit_k_max              30
_diffrn_reflns_limit_l_min              -26
_diffrn_reflns_limit_l_max              26
_diffrn_reflns_theta_min                3.121
_diffrn_reflns_theta_max                27.476
_diffrn_reflns_theta_full               25.242
_diffrn_measured_fraction_theta_full    0.998
_diffrn_measured_fraction_theta_max     0.996
_diffrn_standards_number                0
_diffrn_standards_interval_count        .
_diffrn_standards_interval_time         .
_diffrn_standards_decay_%               ?
_reflns_number_total                    6741
_reflns_number_gt                       3367
_reflns_threshold_expression            'I > 2σ(I)'
 
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
 
_computing_data_collection              'Rapid Auto (Rigaku, 2006)'
_computing_cell_refinement              'Rapid Auto (Rigaku, 2006)'
_computing_data_reduction               'Rapid Auto (Rigaku, 2006)'
_computing_structure_solution           'SIR2004 (Giacovazzo et al, 2004)'
_computing_structure_refinement         'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics           'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material         'WinGX (Farrugia, 1999)'
 
#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#
 
_atom_sites_solution_primary            direct
_atom_sites_solution_hydrogens          geom
 
#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#
 
_refine_special_details
;
 ?
;
_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details
                      'w=1/[σ²(Fo²)+(0.1779P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment           constr
_refine_ls_extinction_method            SHELXL
_refine_ls_extinction_expression
                                    Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef              0.048(6)
_refine_ls_number_reflns                6741
_refine_ls_number_parameters            345
_refine_ls_number_restraints            0
_refine_ls_number_constraints           0
_refine_ls_R_factor_all                 0.1492
_refine_ls_R_factor_gt                  0.0823
_refine_ls_wR_factor_ref                0.3128
_refine_ls_wR_factor_gt                 0.2219
_refine_ls_goodness_of_fit_ref          1.136
_refine_ls_restrained_S_all             1.136
_refine_ls_shift/su_max                 0
_refine_ls_shift/su_mean                0
_refine_diff_density_max                0.452
_refine_diff_density_min                -0.341
_refine_diff_density_rms                0.095
 
#----------------------------------------------------------------------------#
#                   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_calc_flag
    _atom_site_disorder_assembly
    _atom_site_disorder_group
C1 C 0.0455(5) 0.18623(12) 0.64607(12) 0.0440(7) Uani 1 d . .
C2 C 0.1641(5) 0.18120(12) 0.70896(12) 0.0442(7) Uani 1 d . .
C3 C 0.3011(5) 0.13224(13) 0.72900(13) 0.0486(7) Uani 1 d . .
H3 H 0.3039 0.1029 0.6984 0.058 Uiso 1 calc . .
C4 C 0.4250(5) 0.12639(13) 0.78906(13) 0.0498(7) Uani 1 d . .
C5 C 0.4122(6) 0.17103(14) 0.83826(14) 0.0570(8) Uani 1 d . .
C6 C 0.2701(5) 0.22105(13) 0.81973(13) 0.0489(7) Uani 1 d . .
C7 C 0.1588(5) 0.22424(12) 0.75799(13) 0.0464(7) Uani 1 d . .
H7 H 0.0721 0.2566 0.7461 0.056 Uiso 1 calc . .
C8 C 0.0694(5) 0.14797(12) 0.59137(12) 0.0442(7) Uani 1 d . .
C9 C -0.1164(5) 0.13146(14) 0.54646(14) 0.0539(8) Uani 1 d . .
H9 H -0.2554 0.1445 0.5526 0.065 Uiso 1 calc . .
C10 C -0.1038(5) 0.09674(14) 0.49343(14) 0.0557(8) Uani 1 d . .
H10 H -0.2339 0.0858 0.4655 0.067 Uiso 1 calc . .
C11 C 0.0991(5) 0.07759(12) 0.48051(13) 0.0481(7) Uani 1 d . .
C12 C 0.2877(5) 0.09606(12) 0.52387(13) 0.0483(7) Uani 1 d . .
H12 H 0.4276 0.085 0.5162 0.058 Uiso 1 calc . .
C13 C 0.2720(5) 0.13003(12) 0.57746(13) 0.0462(7) Uani 1 d . .
H13 H 0.4017 0.1413 0.6053 0.055 Uiso 1 calc . .
C14 C -0.1185(5) 0.23244(12) 0.62766(13) 0.0462(7) Uani 1 d . .
C15 C -0.2895(5) 0.24364(13) 0.66214(14) 0.0499(7) Uani 1 d . .
H15 H -0.3025 0.2221 0.6995 0.06 Uiso 1 calc . .
C16 C -0.4406(5) 0.28649(13) 0.64153(15) 0.0530(8) Uani 1 d . .
H16 H -0.5546 0.2936 0.6653 0.064 Uiso 1 calc . .
C17 C -0.4262(5) 0.31911(13) 0.58628(14) 0.0508(7) Uani 1 d . .
C18 C -0.2551(5) 0.30712(14) 0.55188(14) 0.0544(8) Uani 1 d . .
H18 H -0.2422 0.3283 0.5142 0.065 Uiso 1 calc . .
C19 C -0.1057(5) 0.26483(13) 0.57237(13) 0.0534(8) Uani 1 d . .
H19 H 0.0078 0.2577 0.5484 0.064 Uiso 1 calc . .
C20 C 0.5711(5) 0.07442(14) 0.80863(15) 0.0597(9) Uani 1 d . .
C21 C 0.8101(7) 0.0930(2) 0.8307(3) 0.0998(15) Uani 1 d . .
H21A H 0.9013 0.0599 0.8431 0.15 Uiso 1 calc . .
H21B H 0.8192 0.1183 0.868 0.15 Uiso 1 calc . .
H21C H 0.8615 0.1125 0.7949 0.15 Uiso 1 calc . .
C22 C 0.5665(10) 0.0341(2) 0.7506(2) 0.114(2) Uani 1 d . .
H22A H 0.6591 0.0016 0.7643 0.171 Uiso 1 calc . .
H22B H 0.621 0.0537 0.7153 0.171 Uiso 1 calc . .
H22C H 0.4166 0.0216 0.7352 0.171 Uiso 1 calc . .
C23 C 0.4917(8) 0.04210(19) 0.8634(2) 0.0937(14) Uani 1 d . .
H23A H 0.5853 0.0093 0.8752 0.14 Uiso 1 calc . .
H23B H 0.3413 0.0297 0.8488 0.14 Uiso 1 calc . .
H23C H 0.4979 0.0666 0.9014 0.14 Uiso 1 calc . .
C24 C 0.2554(5) 0.26722(13) 0.87063(14) 0.0547(8) Uani 1 d . .
C25 C 0.4804(7) 0.2946(2) 0.8931(2) 0.0876(12) Uani 1 d . .
H25A H 0.5865 0.2657 0.9104 0.131 Uiso 1 calc . .
H25B H 0.4698 0.3224 0.927 0.131 Uiso 1 calc . .
H25C H 0.5279 0.3132 0.8561 0.131 Uiso 1 calc . .
C26 C 0.1702(8) 0.24190(18) 0.93007(17) 0.0803(12) Uani 1 d . .
H26A H 0.2697 0.2123 0.9496 0.12 Uiso 1 calc . .
H26B H 0.0247 0.226 0.9159 0.12 Uiso 1 calc . .
H26C H 0.1626 0.2714 0.9622 0.12 Uiso 1 calc . .
C27 C 0.0918(7) 0.31331(15) 0.84354(17) 0.0728(10) Uani 1 d . .
H27A H 0.0862 0.3418 0.8771 0.109 Uiso 1 calc . .
H27B H -0.0531 0.2967 0.8305 0.109 Uiso 1 calc . .
H27C H 0.1379 0.3309 0.8057 0.109 Uiso 1 calc . .
C28 C 0.3190(7) 0.03029(18) 0.40883(19) 0.0784(11) Uani 1 d . .
H28A H 0.295 0.0057 0.3706 0.118 Uiso 1 calc . .
H28B H 0.4123 0.0111 0.4448 0.118 Uiso 1 calc . .
H28C H 0.3901 0.065 0.3984 0.118 Uiso 1 calc . .
C29 C -0.0834(6) 0.02929(18) 0.38071(18) 0.0781(11) Uani 1 d . .
H29A H -0.043 0.005 0.3469 0.117 Uiso 1 calc . .
H29B H -0.1508 0.0637 0.3608 0.117 Uiso 1 calc . .
H29C H -0.1872 0.0096 0.403 0.117 Uiso 1 calc . .
C30 C -0.5760(5) 0.36426(13) 0.56003(15) 0.0546(8) Uani 1 d . .
H30 H -0.5581 0.3769 0.5182 0.066 Uiso 1 calc . .
C31 C -0.7347(5) 0.39119(13) 0.58446(14) 0.0534(8) Uani 1 d . .
C32 C -0.8599(5) 0.43727(14) 0.54594(16) 0.0563(8) Uani 1 d . .
C33 C -0.7901(7) 0.38118(16) 0.6467(2) 0.0738(11) Uani 1 d . .
N1 N 0.1116(4) 0.04365(12) 0.42752(13) 0.0602(7) Uani 1 d . .
N2 N -0.8359(9) 0.37456(19) 0.6975(2) 0.1263(18) Uani 1 d . .
O1 O 0.5163(6) 0.16600(13) 0.89466(12) 0.1025(11) Uani 1 d . .
O2 O -1.0161(4) 0.45925(11) 0.57156(12) 0.0731(7) Uani 1 d . .
H2 H -1.0721 0.4859 0.5483 0.11 Uiso 1 calc . .
O3 O -0.8112(5) 0.45228(11) 0.49294(12) 0.0795(8) Uani 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
C1 C2 1.383(3) . ?
C1 C8 1.474(4) . ?
C1 C14 1.491(4) . ?
C2 C7 1.439(4) . ?
C2 C3 1.448(4) . ?
C3 C4 1.348(4) . ?
C3 H3 0.94 . ?
C4 C5 1.476(4) . ?
C4 C20 1.533(4) . ?
C5 O1 1.236(3) . ?
C5 C6 1.480(4) . ?
C6 C7 1.343(4) . ?
C6 C24 1.528(4) . ?
C7 H7 0.94 . ?
C8 C13 1.395(4) . ?
C8 C9 1.400(4) . ?
C9 C10 1.382(4) . ?
C9 H9 0.94 . ?
C10 C11 1.399(4) . ?
C10 H10 0.94 . ?
C11 N1 1.370(4) . ?
C11 C12 1.409(4) . ?
C12 C13 1.385(4) . ?
C12 H12 0.94 . ?
C13 H13 0.94 . ?
C14 C19 1.389(4) . ?
C14 C15 1.397(4) . ?
C15 C16 1.391(4) . ?
C15 H15 0.94 . ?
C16 C17 1.393(4) . ?
C16 H16 0.94 . ?
C17 C18 1.400(4) . ?
C17 C30 1.452(4) . ?
C18 C19 1.374(4) . ?
C18 H18 0.94 . ?
C19 H19 0.94 . ?
C20 C23 1.515(5) . ?
C20 C22 1.528(5) . ?
C20 C21 1.529(6) . ?
C21 H21A 0.97 . ?
C21 H21B 0.97 . ?
C21 H21C 0.97 . ?
C22 H22A 0.97 . ?
C22 H22B 0.97 . ?
C22 H22C 0.97 . ?
C23 H23A 0.97 . ?
C23 H23B 0.97 . ?
C23 H23C 0.97 . ?
C24 C27 1.522(5) . ?
C24 C25 1.529(5) . ?
C24 C26 1.538(5) . ?
C25 H25A 0.97 . ?
C25 H25B 0.97 . ?
C25 H25C 0.97 . ?
C26 H26A 0.97 . ?
C26 H26B 0.97 . ?
C26 H26C 0.97 . ?
C27 H27A 0.97 . ?
C27 H27B 0.97 . ?
C27 H27C 0.97 . ?
C28 N1 1.434(5) . ?
C28 H28A 0.97 . ?
C28 H28B 0.97 . ?
C28 H28C 0.97 . ?
C29 N1 1.448(4) . ?
C29 H29A 0.97 . ?
C29 H29B 0.97 . ?
C29 H29C 0.97 . ?
C30 C31 1.337(4) . ?
C30 H30 0.94 . ?
C31 C33 1.409(5) . ?
C31 C32 1.483(4) . ?
C32 O3 1.238(4) . ?
C32 O2 1.286(4) . ?
C33 N2 1.144(5) . ?
O2 H2 0.83 . ?
 
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle_publ_flag
C2 C1 C8 124.3(2) . . ?
C2 C1 C14 121.9(2) . . ?
C8 C1 C14 113.9(2) . . ?
C1 C2 C7 122.0(2) . . ?
C1 C2 C3 121.7(2) . . ?
C7 C2 C3 116.3(2) . . ?
C4 C3 C2 123.7(3) . . ?
C4 C3 H3 118.1 . . ?
C2 C3 H3 118.1 . . ?
C3 C4 C5 118.2(3) . . ?
C3 C4 C20 122.6(3) . . ?
C5 C4 C20 119.1(2) . . ?
O1 C5 C4 120.1(3) . . ?
O1 C5 C6 120.6(3) . . ?
C4 C5 C6 119.3(2) . . ?
C7 C6 C5 118.2(3) . . ?
C7 C6 C24 122.3(3) . . ?
C5 C6 C24 119.5(2) . . ?
C6 C7 C2 124.1(3) . . ?
C6 C7 H7 118 . . ?
C2 C7 H7 118 . . ?
C13 C8 C9 116.0(2) . . ?
C13 C8 C1 123.8(2) . . ?
C9 C8 C1 120.0(3) . . ?
C10 C9 C8 122.6(3) . . ?
C10 C9 H9 118.7 . . ?
C8 C9 H9 118.7 . . ?
C9 C10 C11 121.2(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
N1 C11 C10 121.1(3) . . ?
N1 C11 C12 122.4(3) . . ?
C10 C11 C12 116.5(2) . . ?
C13 C12 C11 121.6(3) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C12 C13 C8 122.0(3) . . ?
C12 C13 H13 119 . . ?
C8 C13 H13 119 . . ?
C19 C14 C15 118.2(3) . . ?
C19 C14 C1 118.7(3) . . ?
C15 C14 C1 123.1(2) . . ?
C16 C15 C14 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 121.2(3) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C16 C17 C18 117.8(3) . . ?
C16 C17 C30 125.8(3) . . ?
C18 C17 C30 116.4(3) . . ?
C19 C18 C17 120.9(3) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 C14 121.5(3) . . ?
C18 C19 H19 119.2 . . ?
C14 C19 H19 119.2 . . ?
C23 C20 C22 108.1(4) . . ?
C23 C20 C21 109.9(3) . . ?
C22 C20 C21 107.3(4) . . ?
C23 C20 C4 110.4(3) . . ?
C22 C20 C4 111.0(3) . . ?
C21 C20 C4 110.0(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C27 C24 C6 111.7(2) . . ?
C27 C24 C25 108.6(3) . . ?
C6 C24 C25 110.6(3) . . ?
C27 C24 C26 106.0(3) . . ?
C6 C24 C26 110.1(3) . . ?
C25 C24 C26 109.8(3) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N1 C28 H28A 109.5 . . ?
N1 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N1 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N1 C29 H29A 109.5 . . ?
N1 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
N1 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C17 131.8(3) . . ?
C31 C30 H30 114.1 . . ?
C17 C30 H30 114.1 . . ?
C30 C31 C33 125.1(3) . . ?
C30 C31 C32 119.5(3) . . ?
C33 C31 C32 115.3(3) . . ?
O3 C32 O2 124.3(3) . . ?
O3 C32 C31 120.1(3) . . ?
O2 C32 C31 115.6(3) . . ?
N2 C33 C31 178.2(4) . . ?
C11 N1 C28 121.3(3) . . ?
C11 N1 C29 121.1(3) . . ?
C28 N1 C29 116.4(3) . . ?
C32 O2 H2 109.5 . . ?
 
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion_publ_flag
C8 C1 C2 C7 170.6(3) . . . . ?
C14 C1 C2 C7 -8.5(4) . . . . ?
C8 C1 C2 C3 -9.2(5) . . . . ?
C14 C1 C2 C3 171.7(3) . . . . ?
C1 C2 C3 C4 177.8(3) . . . . ?
C7 C2 C3 C4 -2.1(4) . . . . ?
C2 C3 C4 C5 3.1(5) . . . . ?
C2 C3 C4 C20 -179.1(3) . . . . ?
C3 C4 C5 O1 177.0(3) . . . . ?
C20 C4 C5 O1 -0.9(5) . . . . ?
C3 C4 C5 C6 -1.6(5) . . . . ?
C20 C4 C5 C6 -179.5(3) . . . . ?
O1 C5 C6 C7 -179.4(3) . . . . ?
C4 C5 C6 C7 -0.7(5) . . . . ?
O1 C5 C6 C24 1.0(5) . . . . ?
C4 C5 C6 C24 179.7(3) . . . . ?
C5 C6 C7 C2 1.8(5) . . . . ?
C24 C6 C7 C2 -178.6(3) . . . . ?
C1 C2 C7 C6 179.6(3) . . . . ?
C3 C2 C7 C6 -0.6(4) . . . . ?
C2 C1 C8 C13 -44.4(4) . . . . ?
C14 C1 C8 C13 134.9(3) . . . . ?
C2 C1 C8 C9 141.2(3) . . . . ?
C14 C1 C8 C9 -39.6(4) . . . . ?
C13 C8 C9 C10 3.6(5) . . . . ?
C1 C8 C9 C10 178.5(3) . . . . ?
C8 C9 C10 C11 -2.2(5) . . . . ?
C9 C10 C11 N1 -179.3(3) . . . . ?
C9 C10 C11 C12 -0.6(5) . . . . ?
N1 C11 C12 C13 -179.5(3) . . . . ?
C10 C11 C12 C13 1.8(4) . . . . ?
C11 C12 C13 C8 -0.2(5) . . . . ?
C9 C8 C13 C12 -2.4(4) . . . . ?
C1 C8 C13 C12 -177.1(3) . . . . ?
C2 C1 C14 C19 129.4(3) . . . . ?
C8 C1 C14 C19 -49.9(4) . . . . ?
C2 C1 C14 C15 -52.8(4) . . . . ?
C8 C1 C14 C15 127.9(3) . . . . ?
C19 C14 C15 C16 -0.6(4) . . . . ?
C1 C14 C15 C16 -178.4(3) . . . . ?
C14 C15 C16 C17 0.1(5) . . . . ?
C15 C16 C17 C18 0.4(5) . . . . ?
C15 C16 C17 C30 179.2(3) . . . . ?
C16 C17 C18 C19 -0.5(5) . . . . ?
C30 C17 C18 C19 -179.4(3) . . . . ?
C17 C18 C19 C14 0.1(5) . . . . ?
C15 C14 C19 C18 0.5(5) . . . . ?
C1 C14 C19 C18 178.4(3) . . . . ?
C3 C4 C20 C23 -116.2(4) . . . . ?
C5 C4 C20 C23 61.6(4) . . . . ?
C3 C4 C20 C22 3.7(5) . . . . ?
C5 C4 C20 C22 -178.5(4) . . . . ?
C3 C4 C20 C21 122.4(4) . . . . ?
C5 C4 C20 C21 -59.8(4) . . . . ?
C7 C6 C24 C27 3.6(4) . . . . ?
C5 C6 C24 C27 -176.8(3) . . . . ?
C7 C6 C24 C25 -117.4(4) . . . . ?
C5 C6 C24 C25 62.2(4) . . . . ?
C7 C6 C24 C26 121.0(3) . . . . ?
C5 C6 C24 C26 -59.4(4) . . . . ?
C16 C17 C30 C31 11.3(6) . . . . ?
C18 C17 C30 C31 -169.8(3) . . . . ?
C17 C30 C31 C33 1.7(6) . . . . ?
C17 C30 C31 C32 178.8(3) . . . . ?
C30 C31 C32 O3 -3.1(5) . . . . ?
C33 C31 C32 O3 174.2(3) . . . . ?
C30 C31 C32 O2 177.0(3) . . . . ?
C33 C31 C32 O2 -5.6(5) . . . . ?
C10 C11 N1 C28 171.3(3) . . . . ?
C12 C11 N1 C28 -7.3(5) . . . . ?
C10 C11 N1 C29 3.9(5) . . . . ?
C12 C11 N1 C29 -174.7(3) . . . . ?
 
 
# END of CIF
