# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#\#CIF_1.1

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2012-09-09 at 22:23:25
#  Using CIFtbx version 2.6.2 16 Jun 1998

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4
#  Request file    : c:\crystal\wingx\files\archive.reqdat
#  CIF files read  : formiii car008-s2b car008-s2_eqod struct

#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#

data_global

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2012-09-09
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#==============================================================================
#
# SUBMISSION DETAILS
_publ_contact_author_name        'Resende, Jackson A. L.C.'
# Name of author for correspondence

_publ_contact_author_address     
;
Department of Inorganic Chemistry
Universidade Federal Fluminense
;

# Address of author for correspondence

_publ_contact_author_email       jresende@vm.uff.br
_publ_contact_author_fax         55(21)26292169
_publ_contact_author_phone       55(21)26292224

_publ_contact_letter             
;
 Submission dated :2013-11-19
 
Please consider this CIF for submission to the Cambridge Crystallographic
Data Centre. I certify that all authors have seen and approved of this
submission, that all have made significant scientific contributions to the
work reported, and that all share responsibility and accountability for
the results.
 
This CIF is submitted as part of a journal submission
CrystEngComm
 
Resende, Jackson A L C Resende
;


#==============================================================================
#
# TITLE AND AUTHOR LIST

_publ_section_title              
;
An insight into carvedilol solid forms: effect of the supramolecular 
interactions on the dissolution profiles
;

_publ_section_title_footnote     .

# The loop structure below should contain the names and addresses of all
# authors, in the required order of publication. Repeat as necessary.

loop_
_publ_author_name
_publ_author_address
_publ_author_footnote
_publ_author_email
"Prado, Lívia D."
;
Institute of Chemistry
Universidade Federal Fluminense
CEP 24020-150
Niterói - RJ
Brazil
;
. .
"Rocha, Helvécio V. A."
;
Farmanguinhos, 
Fiocruz,
Comandante Guaranys Avenue, 447 
21041-250 
Rio de Janeiro - RJ
Brazil
;
. .
'Resende, Jackson A. L. C.'
;
Institute of Chemistry
Universidade Federal Fluminense
CEP 24020-150
Niterói - RJ
Brazil
;
;
?
;
.
'Ferreira, Glaucio B.'
;
Institute of Chemistry
Universidade Federal Fluminense
CEP 24020-150
Niterói - RJ
Brazil
;
. .
'Teixeira, Ana Maria R. F.'
;
Institute of Chemistry
Universidade Federal Fluminense
CEP 24020-150
Niterói - RJ
Brazil
;
. .


#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_formiii

_audit_creation_date             2012-09-09T22:23:25-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H26 N2 O4'
_chemical_formula_sum            'C24 H26 N2 O4'
_chemical_formula_weight         406.47
_chemical_compound_source        'synthesis as described'

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.2908(3)
_cell_length_b                   12.2293(3)
_cell_length_c                   14.9933(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.389(2)
_cell_angle_gamma                90
_cell_volume                     2069.65(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    11382
_cell_measurement_theta_min      2.1426
_cell_measurement_theta_max      29.4001
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4595
_exptl_crystal_size_mid          0.3181
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.49a (release 05-10-2009 CrysAlis171 .NET)
        (compiled Oct  5 2009,17:28:39)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_T_max  0.985


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

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 10.4186
_diffrn_orient_matrix_ub_11      0.0372924084
_diffrn_orient_matrix_ub_12      0.041569346
_diffrn_orient_matrix_ub_13      0.0182487764
_diffrn_orient_matrix_ub_21      0.0408447338
_diffrn_orient_matrix_ub_22      -0.0086987692
_diffrn_orient_matrix_ub_23      -0.0345829309
_diffrn_orient_matrix_ub_31      -0.0303361636
_diffrn_orient_matrix_ub_32      0.0396118762
_diffrn_orient_matrix_ub_33      -0.026703155
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_number            22151
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_reflns_number_total             3656
_reflns_number_gt                3122
_reflns_threshold_expression     >2sigma(I)

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

_computing_data_collection       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET)
        (compiled Mar 16 2009,17:39:00)
;
_computing_cell_refinement       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET)
        (compiled Mar 16 2009,17:39:00)
;
_computing_data_reduction        
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET)
        (compiled Mar 16 2009,17:39:00)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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     
'calc w=1/[σ²(Fo²)+(0.0477P)²+1.2089P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3656
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1086
_refine_ls_wR_factor_gt          0.1022
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.24
_refine_diff_density_rms         0.046

#----------------------------------------------------------------------------#
#                   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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.24506(14) -0.11653(13) -0.31238(10) 0.0186(3) Uani 1 1 d . . .
C2 C 0.18681(14) -0.06651(13) -0.38337(10) 0.0219(4) Uani 1 1 d . . .
H2 H 0.1179 -0.0238 -0.374 0.026 Uiso 1 1 calc R . .
C3 C 0.23069(15) -0.07942(14) -0.46984(11) 0.0252(4) Uani 1 1 d . . .
H3 H 0.1905 -0.0439 -0.5181 0.03 Uiso 1 1 calc R . .
C4 C 0.32941(15) -0.14130(14) -0.48760(11) 0.0251(4) Uani 1 1 d . . .
H4 H 0.3571 -0.1494 -0.5466 0.03 Uiso 1 1 calc R . .
C5 C 0.38678(15) -0.19144(13) -0.41496(10) 0.0208(4) Uani 1 1 d . . .
N1 N 0.48783(12) -0.25553(11) -0.41156(9) 0.0228(3) Uani 1 1 d . . .
H1 H 0.5303 -0.2738 -0.4577 0.027 Uiso 1 1 calc R . .
C6 C 0.51152(14) -0.28616(13) -0.32461(10) 0.0200(3) Uani 1 1 d . . .
C7 C 0.60217(14) -0.35191(13) -0.29058(11) 0.0231(4) Uani 1 1 d . . .
H7 H 0.6596 -0.3828 -0.3284 0.028 Uiso 1 1 calc R . .
C8 C 0.60576(15) -0.37080(13) -0.19985(11) 0.0240(4) Uani 1 1 d . . .
H8 H 0.6673 -0.4149 -0.1748 0.029 Uiso 1 1 calc R . .
C9 C 0.52071(15) -0.32647(13) -0.14374(11) 0.0236(4) Uani 1 1 d . . .
H9 H 0.5253 -0.3413 -0.0816 0.028 Uiso 1 1 calc R . .
C10 C 0.43025(14) -0.26148(13) -0.17768(10) 0.0204(3) Uani 1 1 d . . .
H10 H 0.3727 -0.2316 -0.1394 0.025 Uiso 1 1 calc R . .
C11 C 0.42495(14) -0.24046(12) -0.26933(10) 0.0184(3) Uani 1 1 d . . .
C12 C 0.34565(14) -0.18007(12) -0.32741(10) 0.0186(3) Uani 1 1 d . . .
O1 O 0.21497(10) -0.10944(9) -0.22471(7) 0.0222(3) Uani 1 1 d . . .
C13 C 0.11618(14) -0.04179(13) -0.20403(10) 0.0201(3) Uani 1 1 d . . .
H13A H 0.0427 -0.0717 -0.2319 0.024 Uiso 1 1 calc R . .
H13B H 0.1283 0.0331 -0.2271 0.024 Uiso 1 1 calc R . .
C14 C 0.10587(14) -0.03932(13) -0.10377(10) 0.0212(4) Uani 1 1 d . . .
H14 H 0.0369 0.0083 -0.0894 0.025 Uiso 1 1 calc R . .
O2 O 0.08319(11) -0.14558(10) -0.06889(8) 0.0293(3) Uani 1 1 d . . .
H2O H 0.0503 -0.1843 -0.1086 0.035 Uiso 1 1 calc R . .
C15 C 0.21509(14) 0.00912(14) -0.05814(10) 0.0221(4) Uani 1 1 d . . .
H15A H 0.2824 -0.042 -0.0642 0.027 Uiso 1 1 calc R . .
H15B H 0.236 0.0784 -0.0881 0.027 Uiso 1 1 calc R . .
N2 N 0.19642(12) 0.03026(12) 0.03625(9) 0.0245(3) Uani 1 1 d . . .
H2N H 0.137 0.0751 0.0391 0.029 Uiso 1 1 d R . .
C16 C 0.29790(14) 0.08550(14) 0.07876(11) 0.0235(4) Uani 1 1 d . . .
H16A H 0.3106 0.1567 0.0491 0.028 Uiso 1 1 calc R . .
H16B H 0.3699 0.0406 0.0713 0.028 Uiso 1 1 calc R . .
C17 C 0.27874(14) 0.10402(14) 0.17674(11) 0.0223(4) Uani 1 1 d . . .
H17A H 0.2657 0.0335 0.2074 0.027 Uiso 1 1 calc R . .
H17B H 0.3488 0.1401 0.2047 0.027 Uiso 1 1 calc R . .
O3 O 0.17607(10) 0.17268(10) 0.18348(7) 0.0254(3) Uani 1 1 d . . .
C18 C 0.14555(14) 0.20654(13) 0.26694(10) 0.0214(4) Uani 1 1 d . . .
C19 C 0.19890(15) 0.17308(14) 0.34615(11) 0.0260(4) Uani 1 1 d . . .
H19 H 0.2617 0.1214 0.3456 0.031 Uiso 1 1 calc R . .
C20 C 0.16075(18) 0.21489(16) 0.42688(12) 0.0334(4) Uani 1 1 d . . .
H20 H 0.1976 0.1917 0.4813 0.04 Uiso 1 1 calc R . .
C21 C 0.07025(18) 0.28933(16) 0.42802(12) 0.0360(5) Uani 1 1 d . . .
H21 H 0.0453 0.3183 0.4833 0.043 Uiso 1 1 calc R . .
C22 C 0.01460(17) 0.32276(15) 0.34913(12) 0.0315(4) Uani 1 1 d . . .
H22 H -0.0493 0.3733 0.3505 0.038 Uiso 1 1 calc R . .
C23 C 0.05242(15) 0.28236(14) 0.26856(11) 0.0246(4) Uani 1 1 d . . .
O4 O 0.00431(11) 0.30965(10) 0.18655(8) 0.0307(3) Uani 1 1 d . . .
C24 C -0.0893(2) 0.38868(18) 0.18455(15) 0.0481(6) Uani 1 1 d . . .
H24A H -0.115 0.402 0.1226 0.058 Uiso 1 1 calc R . .
H24B H -0.0608 0.4572 0.2114 0.058 Uiso 1 1 calc R . .
H24C H -0.1562 0.3609 0.2183 0.058 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   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 1.3685(18) . ?
C1 C2 1.380(2) . ?
C1 C12 1.399(2) . ?
C2 C3 1.408(2) . ?
C2 H2 0.95 . ?
C3 C4 1.379(2) . ?
C3 H3 0.95 . ?
C4 C5 1.395(2) . ?
C4 H4 0.95 . ?
C5 N1 1.384(2) . ?
C5 C12 1.410(2) . ?
N1 C6 1.376(2) . ?
N1 H1 0.88 . ?
C6 C7 1.389(2) . ?
C6 C11 1.412(2) . ?
C7 C8 1.379(2) . ?
C7 H7 0.95 . ?
C8 C9 1.401(2) . ?
C8 H8 0.95 . ?
C9 C10 1.382(2) . ?
C9 H9 0.95 . ?
C10 C11 1.398(2) . ?
C10 H10 0.95 . ?
C11 C12 1.438(2) . ?
O1 C13 1.4289(18) . ?
C13 C14 1.511(2) . ?
C13 H13A 0.99 . ?
C13 H13B 0.99 . ?
C14 O2 1.426(2) . ?
C14 C15 1.516(2) . ?
C14 H14 1 . ?
O2 H2O 0.84 . ?
C15 N2 1.4590(19) . ?
C15 H15A 0.99 . ?
C15 H15B 0.99 . ?
N2 C16 1.463(2) . ?
N2 H2N 0.8683 . ?
C16 C17 1.507(2) . ?
C16 H16A 0.99 . ?
C16 H16B 0.99 . ?
C17 O3 1.4370(19) . ?
C17 H17A 0.99 . ?
C17 H17B 0.99 . ?
O3 C18 1.3700(19) . ?
C18 C19 1.381(2) . ?
C18 C23 1.403(2) . ?
C19 C20 1.392(2) . ?
C19 H19 0.95 . ?
C20 C21 1.369(3) . ?
C20 H20 0.95 . ?
C21 C22 1.387(3) . ?
C21 H21 0.95 . ?
C22 C23 1.382(2) . ?
C22 H22 0.95 . ?
C23 O4 1.373(2) . ?
O4 C24 1.432(2) . ?
C24 H24A 0.98 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?

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 126.01(14) . . ?
O1 C1 C12 114.28(13) . . ?
C2 C1 C12 119.70(14) . . ?
C1 C2 C3 119.25(15) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C4 C3 C2 122.93(15) . . ?
C4 C3 H3 118.5 . . ?
C2 C3 H3 118.5 . . ?
C3 C4 C5 116.91(15) . . ?
C3 C4 H4 121.5 . . ?
C5 C4 H4 121.5 . . ?
N1 C5 C4 130.10(14) . . ?
N1 C5 C12 108.14(14) . . ?
C4 C5 C12 121.75(15) . . ?
C6 N1 C5 109.28(13) . . ?
C6 N1 H1 125.4 . . ?
C5 N1 H1 125.4 . . ?
N1 C6 C7 129.05(15) . . ?
N1 C6 C11 109.08(14) . . ?
C7 C6 C11 121.87(15) . . ?
C8 C7 C6 117.57(15) . . ?
C8 C7 H7 121.2 . . ?
C6 C7 H7 121.2 . . ?
C7 C8 C9 121.55(16) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C10 C9 C8 120.85(15) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 118.79(15) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
C10 C11 C6 119.38(15) . . ?
C10 C11 C12 134.50(15) . . ?
C6 C11 C12 106.11(13) . . ?
C1 C12 C5 119.46(14) . . ?
C1 C12 C11 133.14(14) . . ?
C5 C12 C11 107.39(14) . . ?
C1 O1 C13 117.28(12) . . ?
O1 C13 C14 107.87(12) . . ?
O1 C13 H13A 110.1 . . ?
C14 C13 H13A 110.1 . . ?
O1 C13 H13B 110.1 . . ?
C14 C13 H13B 110.1 . . ?
H13A C13 H13B 108.4 . . ?
O2 C14 C13 111.43(13) . . ?
O2 C14 C15 109.99(13) . . ?
C13 C14 C15 112.05(13) . . ?
O2 C14 H14 107.7 . . ?
C13 C14 H14 107.7 . . ?
C15 C14 H14 107.7 . . ?
C14 O2 H2O 109.5 . . ?
N2 C15 C14 111.83(13) . . ?
N2 C15 H15A 109.2 . . ?
C14 C15 H15A 109.2 . . ?
N2 C15 H15B 109.2 . . ?
C14 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
C15 N2 C16 111.99(12) . . ?
C15 N2 H2N 106.9 . . ?
C16 N2 H2N 106.5 . . ?
N2 C16 C17 111.38(13) . . ?
N2 C16 H16A 109.4 . . ?
C17 C16 H16A 109.4 . . ?
N2 C16 H16B 109.4 . . ?
C17 C16 H16B 109.4 . . ?
H16A C16 H16B 108 . . ?
O3 C17 C16 106.94(13) . . ?
O3 C17 H17A 110.3 . . ?
C16 C17 H17A 110.3 . . ?
O3 C17 H17B 110.3 . . ?
C16 C17 H17B 110.3 . . ?
H17A C17 H17B 108.6 . . ?
C18 O3 C17 117.52(12) . . ?
O3 C18 C19 125.59(15) . . ?
O3 C18 C23 114.89(14) . . ?
C19 C18 C23 119.52(15) . . ?
C18 C19 C20 120.09(17) . . ?
C18 C19 H19 120 . . ?
C20 C19 H19 120 . . ?
C21 C20 C19 120.13(17) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 120.54(17) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C23 C22 C21 119.78(18) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
O4 C23 C22 124.87(16) . . ?
O4 C23 C18 115.19(14) . . ?
C22 C23 C18 119.94(16) . . ?
C23 O4 C24 117.29(14) . . ?
O4 C24 H24A 109.5 . . ?
O4 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O4 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
O1 C1 C2 C3 178.32(15) . . . . ?
C12 C1 C2 C3 -0.7(2) . . . . ?
C1 C2 C3 C4 0.8(3) . . . . ?
C2 C3 C4 C5 -0.5(2) . . . . ?
C3 C4 C5 N1 -178.42(16) . . . . ?
C3 C4 C5 C12 0.3(2) . . . . ?
C4 C5 N1 C6 179.49(16) . . . . ?
C12 C5 N1 C6 0.60(18) . . . . ?
C5 N1 C6 C7 178.59(16) . . . . ?
C5 N1 C6 C11 -0.58(18) . . . . ?
N1 C6 C7 C8 -179.59(16) . . . . ?
C11 C6 C7 C8 -0.5(2) . . . . ?
C6 C7 C8 C9 0.6(2) . . . . ?
C7 C8 C9 C10 -0.3(3) . . . . ?
C8 C9 C10 C11 -0.1(2) . . . . ?
C9 C10 C11 C6 0.2(2) . . . . ?
C9 C10 C11 C12 178.88(17) . . . . ?
N1 C6 C11 C10 179.37(14) . . . . ?
C7 C6 C11 C10 0.1(2) . . . . ?
N1 C6 C11 C12 0.32(17) . . . . ?
C7 C6 C11 C12 -178.91(14) . . . . ?
O1 C1 C12 C5 -178.63(13) . . . . ?
C2 C1 C12 C5 0.5(2) . . . . ?
O1 C1 C12 C11 0.2(2) . . . . ?
C2 C1 C12 C11 179.29(16) . . . . ?
N1 C5 C12 C1 178.68(13) . . . . ?
C4 C5 C12 C1 -0.3(2) . . . . ?
N1 C5 C12 C11 -0.39(17) . . . . ?
C4 C5 C12 C11 -179.39(15) . . . . ?
C10 C11 C12 C1 2.3(3) . . . . ?
C6 C11 C12 C1 -178.84(16) . . . . ?
C10 C11 C12 C5 -178.79(17) . . . . ?
C6 C11 C12 C5 0.05(17) . . . . ?
C2 C1 O1 C13 -1.8(2) . . . . ?
C12 C1 O1 C13 177.27(13) . . . . ?
C1 O1 C13 C14 -175.53(12) . . . . ?
O1 C13 C14 O2 -62.28(16) . . . . ?
O1 C13 C14 C15 61.44(17) . . . . ?
O2 C14 C15 N2 -66.15(17) . . . . ?
C13 C14 C15 N2 169.32(13) . . . . ?
C14 C15 N2 C16 -175.15(13) . . . . ?
C15 N2 C16 C17 -178.44(14) . . . . ?
N2 C16 C17 O3 -61.10(17) . . . . ?
C16 C17 O3 C18 -175.96(13) . . . . ?
C17 O3 C18 C19 -5.8(2) . . . . ?
C17 O3 C18 C23 173.62(13) . . . . ?
O3 C18 C19 C20 179.03(16) . . . . ?
C23 C18 C19 C20 -0.4(2) . . . . ?
C18 C19 C20 C21 0.0(3) . . . . ?
C19 C20 C21 C22 0.9(3) . . . . ?
C20 C21 C22 C23 -1.3(3) . . . . ?
C21 C22 C23 O4 -179.90(16) . . . . ?
C21 C22 C23 C18 1.0(3) . . . . ?
O3 C18 C23 O4 1.2(2) . . . . ?
C19 C18 C23 O4 -179.34(14) . . . . ?
O3 C18 C23 C22 -179.58(15) . . . . ?
C19 C18 C23 C22 -0.1(2) . . . . ?
C22 C23 O4 C24 2.2(3) . . . . ?
C18 C23 O4 C24 -178.63(16) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2O O4 0.84 2.02 2.8336(17) 164.4 3
N1 H1 O2 0.88 2.04 2.8827(17) 160.4 4_655
N2 H2N O2 0.87 2.68 3.5029(19) 158.8 3

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 901308'
#\#CIF_1.1

#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2013-11-19 at 16:58:48
#  Using CIFtbx version 3.0.4  1 Sep 2006

#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.4.3
#  Request file    : c:\crystal\wingx\files\archive.reqdat
#  CIF files read  : forma_hydrate formhydrate-od

#------------------ SECTION 1. GLOBAL INFORMATION ---------------------------#

data_global

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2013-11-19
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#==============================================================================
#
# SUBMISSION DETAILS
# Name and address of author for correspondence

_publ_contact_author_name        'Resende, Jackson'
_publ_contact_author_address     
;
Outeiro Sao Joao Batista, s/n
Niteroi, RJ - Brazil
;
_publ_contact_author_email       jresende@id.uff.br
_publ_contact_author_fax         (+55)2126292169
_publ_contact_author_phone       (+55)2126292224


_publ_contact_letter             
;
 Submission dated :2013-11-19
 
Please consider this CIF for submission to the Cambridge Crystallographic
Data Centre. I certify that all authors have seen and approved of this
submission, that all have made significant scientific contributions to the
work reported, and that all share responsibility and accountability for
the results.
 
This CIF is submitted as part of a journal submission
CrystEngComm
 
Resende, Jackson A L C Resende
;

#==============================================================================
#
# TITLE AND AUTHOR LIST

_publ_section_title              
;
An insight into carvedilol solid forms: effect of the supramolecular 
interactions on the dissolution profiles
;

_publ_section_title_footnote     .

# The loop structure below should contain the names and addresses of all
# authors, in the required order of publication. Repeat as necessary.

loop_
_publ_author_name
_publ_author_address
_publ_author_footnote
_publ_author_email
"Prado, Lívia D."
;
Institute of Chemistry
Universidade Federal Fluminense
CEP 24020-150
Niterói - RJ
Brazil
;
. .
"Rocha, Helvécio V. A."
;
Farmanguinhos, 
Fiocruz,
Comandante Guaranys Avenue, 447 
21041-250 
Rio de Janeiro - RJ
Brazil
;
. .
'Resende, Jackson A. L. C.'
;
Institute of Chemistry
Universidade Federal Fluminense
CEP 24020-150
Niterói - RJ
Brazil
;
;
?
;
.
'Ferreira, Glaucio B.'
;
Institute of Chemistry
Universidade Federal Fluminense
CEP 24020-150
Niterói - RJ
Brazil
;
. .
'Teixeira, Ana Maria R. F.'
;
Institute of Chemistry
Universidade Federal Fluminense
CEP 24020-150
Niterói - RJ
Brazil
;
. .


#------------------  SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_forma_hydrate

_audit_creation_date             2013-11-19T16:58:48-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_sum            'C48 H54 N4 O9'
_chemical_formula_weight         830.95

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.477(3)
_cell_length_b                   16.515(3)
_cell_length_c                   19.139(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.16(3)
_cell_angle_gamma                90
_cell_volume                     4248.5(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    36712
_cell_measurement_theta_min      1.7849
_cell_measurement_theta_max      29.4869

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

_exptl_crystal_size_max          0.4678
_exptl_crystal_size_mid          0.3835
_exptl_crystal_size_min          0.3734
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_F_000             1768
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 4 -2 0.2858
5 -4 2 0.2289
0 -5 -6 0.214
0 5 6 0.1594
8 0 -6 0.1504
-4 0 2 0.2296
0 -4 4 0.2526
0 4 -4 0.1309
1 0 2 0.1669
-1 0 -2 0.2525

_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.09
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.49a (release 05-10-2009 CrysAlis171 .NET)
        (compiled Oct  5 2009,17:28:39)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_T_max  0.972

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

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 10.4186
_diffrn_orient_matrix_ub_11      0.0363215638
_diffrn_orient_matrix_ub_12      -0.0191418319
_diffrn_orient_matrix_ub_13      -0.0194207594
_diffrn_orient_matrix_ub_21      0.013428753
_diffrn_orient_matrix_ub_22      0.0381803294
_diffrn_orient_matrix_ub_23      -0.013501862
_diffrn_orient_matrix_ub_31      0.0358799041
_diffrn_orient_matrix_ub_32      0.0051075474
_diffrn_orient_matrix_ub_33      0.0286823579
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_av_unetI/netI     0.0702
_diffrn_reflns_number            79766
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.789
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_reflns_number_total             7775
_reflns_number_gt                6357
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.49a (release 05-10-2009 CrysAlis171 .NET)
        (compiled Oct  5 2009,17:28:39)
;
_computing_cell_refinement       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.49a (release 05-10-2009 CrysAlis171 .NET)
        (compiled Oct  5 2009,17:28:39)
;
_computing_data_reduction        
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.49a (release 05-10-2009 CrysAlis171 .NET)
        (compiled Oct  5 2009,17:28:39)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

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

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   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)+(0.0499P)²+1.7671P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7775
_refine_ls_number_parameters     592
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.05
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.1066
_refine_ls_wR_factor_gt          0.1019
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.044

#----------------------------------------------------------------------------#
#                   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
OW O 0.78189(14) 0.72110(11) -0.01407(8) 0.0808(6) Uani 1 d . .
HW1 H 0.8003 0.7518 0.0191 0.121 Uiso 1 d . .
HW2 H 0.7584 0.68 0.0038 0.121 Uiso 1 d . .
N1A N 0.73930(11) 0.32126(9) -0.36663(8) 0.0348(3) Uani 1 d . .
H1A H 0.7535 0.281 -0.3944 0.042 Uiso 1 calc . .
N2A N 0.71363(10) 0.58527(8) 0.05408(7) 0.0304(3) Uani 1 d . .
H2AN H 0.754 0.548 0.068 0.046 Uiso 1 d . .
O1A O 0.65640(10) 0.47706(8) -0.18183(6) 0.0418(3) Uani 1 d . .
O3A O 0.79419(8) 0.71480(7) 0.14163(6) 0.0291(3) Uani 1 d . .
O4A O 0.89144(8) 0.82886(7) 0.08270(6) 0.0360(3) Uani 1 d . .
C1A C 0.66766(12) 0.39880(11) -0.20329(9) 0.0308(4) Uani 1 d . .
C2A C 0.65171(14) 0.32954(13) -0.16493(10) 0.0429(5) Uani 1 d . .
H2A H 0.6316 0.3337 -0.1185 0.051 Uiso 1 calc . .
C3A C 0.66530(14) 0.25344(12) -0.19492(12) 0.0479(5) Uani 1 d . .
H3A H 0.653 0.2066 -0.1681 0.057 Uiso 1 calc . .
C4A C 0.69545(13) 0.24344(11) -0.26102(11) 0.0428(5) Uani 1 d . .
H4A H 0.7047 0.1911 -0.2802 0.051 Uiso 1 calc . .
C5A C 0.71192(12) 0.31335(10) -0.29896(9) 0.0315(4) Uani 1 d . .
C6A C 0.74092(11) 0.40195(10) -0.38391(8) 0.0280(4) Uani 1 d . .
C7A C 0.76079(12) 0.43826(12) -0.44708(9) 0.0376(4) Uani 1 d . .
H7A H 0.7777 0.4067 -0.486 0.045 Uiso 1 calc . .
C8A C 0.75512(13) 0.52104(12) -0.45124(9) 0.0399(4) Uani 1 d . .
H8A H 0.7674 0.547 -0.4941 0.048 Uiso 1 calc . .
C9A C 0.73177(13) 0.56816(11) -0.39430(10) 0.0367(4) Uani 1 d . .
H9A H 0.7283 0.6254 -0.3989 0.044 Uiso 1 calc . .
C10A C 0.71355(11) 0.53246(10) -0.33110(9) 0.0285(4) Uani 1 d . .
H10A H 0.6992 0.5648 -0.292 0.034 Uiso 1 calc . .
C11A C 0.71657(10) 0.44836(10) -0.32566(8) 0.0236(3) Uani 1 d . .
C12A C 0.69795(11) 0.39087(10) -0.27123(8) 0.0248(3) Uani 1 d . .
C13A C 0.61238(13) 0.49437(13) -0.11756(9) 0.0393(4) Uani 1 d . .
H13A H 0.5724 0.4472 -0.1044 0.047 Uiso 1 calc A 3
H13B H 0.5668 0.5411 -0.1247 0.047 Uiso 1 calc A 3
C15A C 0.64048(12) 0.55331(11) 0.00123(8) 0.0316(4) Uani 1 d . .
H15A H 0.5976 0.598 -0.0178 0.038 Uiso 1 calc B 3
H15B H 0.5976 0.5134 0.0232 0.038 Uiso 1 calc B 3
C16A C 0.66841(13) 0.61611(10) 0.11584(8) 0.0308(4) Uani 1 d . .
H16A H 0.6295 0.5723 0.1362 0.037 Uiso 1 calc . .
H16B H 0.6219 0.6605 0.1016 0.037 Uiso 1 calc . .
C17A C 0.74460(13) 0.64709(10) 0.17077(8) 0.0302(4) Uani 1 d . .
H17A H 0.7118 0.6641 0.213 0.036 Uiso 1 calc . .
H17B H 0.7932 0.604 0.1844 0.036 Uiso 1 calc . .
C18A C 0.86987(11) 0.74939(9) 0.18278(8) 0.0257(3) Uani 1 d . .
C19A C 0.89764(12) 0.72698(10) 0.25089(8) 0.0305(4) Uani 1 d . .
H19A H 0.8622 0.6854 0.2727 0.037 Uiso 1 calc . .
C20A C 0.97730(13) 0.76509(11) 0.28759(9) 0.0370(4) Uani 1 d . .
H20A H 0.9965 0.7492 0.3343 0.044 Uiso 1 calc . .
C21A C 1.02832(13) 0.82550(11) 0.25653(10) 0.0394(4) Uani 1 d . .
H21A H 1.0829 0.8513 0.2817 0.047 Uiso 1 calc . .
C22A C 1.00028(13) 0.84905(11) 0.18821(10) 0.0352(4) Uani 1 d . .
H22A H 1.0352 0.8914 0.1671 0.042 Uiso 1 calc . .
C23A C 0.92230(12) 0.81136(10) 0.15109(9) 0.0281(4) Uani 1 d . .
C24A C 0.95339(14) 0.88221(12) 0.04602(10) 0.0431(5) Uani 1 d . .
H24A H 0.9241 0.8904 -0.0018 0.052 Uiso 1 calc . .
H24B H 1.0197 0.8583 0.0444 0.052 Uiso 1 calc . .
H24C H 0.9587 0.9344 0.0704 0.052 Uiso 1 calc . .
C14A C 0.6904(3) 0.5135(2) -0.0574(2) 0.0265(6) Uani 0.764(3) d C 3
H14A H 0.7399 0.5523 -0.0749 0.032 Uiso 0.764(3) calc C 3
O2A O 0.74137(12) 0.44508(10) -0.03099(8) 0.0361(5) Uani 0.764(3) d C 3
H2AO H 0.7976 0.443 -0.0472 0.054 Uiso 0.764(3) calc C 3
C14' C 0.6893(12) 0.5330(8) -0.0707(9) 0.0265(6) Uani 0.236(3) d C 4
H14' H 0.7422 0.4916 -0.0596 0.032 Uiso 0.236(3) calc C 4
O2' O 0.7354(4) 0.5996(3) -0.1000(3) 0.0413(17) Uani 0.236(3) d C 4
H2'O H 0.7006 0.6412 -0.0954 0.062 Uiso 0.236(3) calc C 4
N1B N 0.83308(10) 0.55890(8) 0.37595(7) 0.0307(3) Uani 1 d . .
H1B H 0.8605 0.513 0.3642 0.037 Uiso 1 calc . .
O1B O 0.61725(8) 0.76926(7) 0.40407(6) 0.0320(3) Uani 1 d . .
O3B O 0.47599(8) 0.98021(7) 0.69526(6) 0.0333(3) Uani 1 d . .
O4B O 0.30758(8) 1.05491(7) 0.67512(6) 0.0341(3) Uani 1 d . .
C6B C 0.88139(12) 0.62038(10) 0.41398(8) 0.0274(3) Uani 1 d . .
C7B C 0.98038(13) 0.62542(11) 0.43982(9) 0.0344(4) Uani 1 d . .
H7B H 1.0259 0.5827 0.433 0.041 Uiso 1 calc . .
C8B C 1.00983(13) 0.69479(12) 0.47567(9) 0.0359(4) Uani 1 d . .
H8B H 1.0775 0.7008 0.4925 0.043 Uiso 1 calc . .
C9 C 0.94220(12) 0.75640(11) 0.48775(8) 0.0319(4) Uani 1 d . .
H9B H 0.9643 0.8027 0.5139 0.038 Uiso 1 calc . .
C10B C 0.84387(12) 0.75142(10) 0.46243(8) 0.0270(3) Uani 1 d . .
H10B H 0.7983 0.7935 0.4711 0.032 Uiso 1 calc . .
C11B C 0.81274(11) 0.68292(9) 0.42371(8) 0.0245(3) Uani 1 d . .
C12B C 0.71972(11) 0.65795(9) 0.38724(8) 0.0243(3) Uani 1 d . .
C1B C 0.62632(12) 0.69429(10) 0.37514(8) 0.0270(3) Uani 1 d . .
C2B C 0.55191(12) 0.65358(11) 0.33570(9) 0.0324(4) Uani 1 d . .
H2B H 0.4888 0.6784 0.3259 0.039 Uiso 1 calc . .
C3B C 0.56978(13) 0.57585(11) 0.31034(9) 0.0340(4) Uani 1 d . .
H3B H 0.5174 0.5483 0.2843 0.041 Uiso 1 calc . .
C4B C 0.66007(13) 0.53791(10) 0.32164(9) 0.0324(4) Uani 1 d . .
H4B H 0.6708 0.4849 0.3045 0.039 Uiso 1 calc . .
C5B C 0.73543(12) 0.58071(10) 0.35933(8) 0.0274(3) Uani 1 d . .
C13B C 0.52182(12) 0.80719(10) 0.39863(9) 0.0300(4) Uani 1 d . .
H13C H 0.4695 0.7678 0.4089 0.036 Uiso 1 calc D 1
H13D H 0.5068 0.8288 0.3508 0.036 Uiso 1 calc D 1
C16B C 0.57500(12) 0.87982(10) 0.64592(8) 0.0292(4) Uani 1 d . .
H16C H 0.6381 0.8492 0.6527 0.035 Uiso 1 calc E 1
H16D H 0.5197 0.8414 0.6515 0.035 Uiso 1 calc E 1
C17B C 0.57324(11) 0.94389(10) 0.70120(9) 0.0297(4) Uani 1 d . .
H17C H 0.5867 0.9197 0.7482 0.036 Uiso 1 calc . .
H17D H 0.6248 0.9853 0.6943 0.036 Uiso 1 calc . .
C18B C 0.45501(12) 1.03407(10) 0.74620(9) 0.0276(3) Uani 1 d . .
C19B C 0.51606(12) 1.04999(10) 0.80583(9) 0.0307(4) Uani 1 d . .
H19B H 0.5786 1.0235 0.8129 0.037 Uiso 1 calc . .
C20B C 0.48615(13) 1.10476(11) 0.85562(10) 0.0372(4) Uani 1 d . .
H20B H 0.5277 1.115 0.8969 0.045 Uiso 1 calc . .
C21B C 0.39658(14) 1.14373(11) 0.84483(10) 0.0411(4) Uani 1 d . .
H21B H 0.3763 1.1811 0.8788 0.049 Uiso 1 calc . .
C22B C 0.33515(13) 1.12913(10) 0.78468(10) 0.0356(4) Uani 1 d . .
H22B H 0.2735 1.1569 0.7775 0.043 Uiso 1 calc . .
C23B C 0.36322(12) 1.07448(10) 0.73535(9) 0.0293(4) Uani 1 d . .
C24B C 0.21799(13) 1.10062(11) 0.66009(10) 0.0380(4) Uani 1 d . .
H24D H 0.1846 1.0818 0.6159 0.046 Uiso 1 calc . .
H24E H 0.2345 1.1582 0.6561 0.046 Uiso 1 calc . .
H24F H 0.1737 1.0931 0.698 0.046 Uiso 1 calc . .
O2B O 0.43411(12) 0.91718(11) 0.44412(10) 0.0401(6) Uani 0.704(3) d F 1
H2BO H 0.3878 0.8834 0.4465 0.06 Uiso 0.704(3) calc F 1
C14B C 0.5262(5) 0.8771(3) 0.4531(6) 0.027(2) Uani 0.704(3) d F 1
H14B H 0.5787 0.9159 0.4401 0.032 Uiso 0.704(3) calc F 1
C15B C 0.5546(7) 0.8478(6) 0.5231(6) 0.0286(12) Uani 0.704(3) d F 1
H15C H 0.6183 0.818 0.5226 0.034 Uiso 0.704(3) calc F 1
H15D H 0.5034 0.8094 0.5374 0.034 Uiso 0.704(3) calc F 1
N2B N 0.5657(3) 0.9130(3) 0.57425(17) 0.0387(9) Uani 0.704(3) d F 1
H2BN H 0.5214 0.9568 0.5691 0.058 Uiso 0.704(3) d F 1
O2" O 0.5940(3) 0.9383(2) 0.4428(2) 0.0302(12) Uani 0.296(3) d F 2
H2"O H 0.6121 0.9436 0.402 0.045 Uiso 0.296(3) calc F 2
C14" C 0.5256(13) 0.8741(10) 0.4443(15) 0.034(6) Uani 0.296(3) d F 2
H14" H 0.4582 0.8997 0.4383 0.041 Uiso 0.296(3) calc F 2
C15" C 0.538(2) 0.8415(16) 0.5269(15) 0.0286(12) Uani 0.296(3) d F 2
H15E H 0.4848 0.8013 0.5338 0.034 Uiso 0.296(3) calc F 2
H15F H 0.6025 0.8136 0.5349 0.034 Uiso 0.296(3) calc F 2
N2" N 0.5320(8) 0.9054(7) 0.5789(5) 0.0387(9) Uani 0.296(3) d F 2
H2"N H 0.4659 0.9155 0.5814 0.058 Uiso 0.296(3) d F 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
OW HW1 0.8362 . ?
OW HW2 0.8331 . ?
N1A C6A 1.374(2) . ?
N1A C5A 1.378(2) . ?
N1A H1A 0.88 . ?
N2A C15A 1.459(2) . ?
N2A C16A 1.460(2) . ?
N2A H2AN 0.8513 . ?
O1A C1A 1.368(2) . ?
O1A C13A 1.433(2) . ?
O3A C18A 1.3677(19) . ?
O3A C17A 1.4359(19) . ?
O4A C23A 1.375(2) . ?
O4A C24A 1.432(2) . ?
C1A C2A 1.384(3) . ?
C1A C12A 1.397(2) . ?
C2A C3A 1.399(3) . ?
C2A H2A 0.95 . ?
C3A C4A 1.366(3) . ?
C3A H3A 0.95 . ?
C4A C5A 1.390(2) . ?
C4A H4A 0.95 . ?
C5A C12A 1.404(2) . ?
C6A C7A 1.393(2) . ?
C6A C11A 1.411(2) . ?
C7A C8A 1.371(3) . ?
C7A H7A 0.95 . ?
C8A C9A 1.393(3) . ?
C8A H8A 0.95 . ?
C9A C10A 1.383(2) . ?
C9A H9A 0.95 . ?
C10A C11A 1.393(2) . ?
C10A H10A 0.95 . ?
C11A C12A 1.445(2) . ?
C13A C14' 1.467(16) . ?
C13A C14A 1.535(4) . ?
C13A H13A 0.99 . ?
C13A H13B 0.99 . ?
C15A C14A 1.500(5) . ?
C15A C14' 1.603(17) . ?
C15A H15A 0.99 . ?
C15A H15B 0.99 . ?
C16A C17A 1.505(2) . ?
C16A H16A 0.99 . ?
C16A H16B 0.99 . ?
C17A H17A 0.99 . ?
C17A H17B 0.99 . ?
C18A C19A 1.380(2) . ?
C18A C23A 1.406(2) . ?
C19A C20A 1.390(2) . ?
C19A H19A 0.95 . ?
C20A C21A 1.371(3) . ?
C20A H20A 0.95 . ?
C21A C22A 1.390(3) . ?
C21A H21A 0.95 . ?
C22A C23A 1.374(2) . ?
C22A H22A 0.95 . ?
C24A H24A 0.98 . ?
C24A H24B 0.98 . ?
C24A H24C 0.98 . ?
C14A O2A 1.398(3) . ?
C14A H14A 1 . ?
O2A H2AO 0.84 . ?
C14' O2' 1.399(9) . ?
C14' H14' 1 . ?
O2' H2'O 0.84 . ?
N1B C5B 1.379(2) . ?
N1B C6B 1.384(2) . ?
N1B H1B 0.88 . ?
O1B C1B 1.3655(19) . ?
O1B C13B 1.4276(19) . ?
O3B C18B 1.364(2) . ?
O3B C17B 1.4384(19) . ?
O4B C23B 1.368(2) . ?
O4B C24B 1.435(2) . ?
C6B C7B 1.391(2) . ?
C6B C11B 1.408(2) . ?
C7B C8B 1.379(3) . ?
C7B H7B 0.95 . ?
C8B C9 1.396(3) . ?
C8B H8B 0.95 . ?
C9 C10B 1.380(2) . ?
C9 H9B 0.95 . ?
C10B C11B 1.400(2) . ?
C10B H10B 0.95 . ?
C11B C12B 1.450(2) . ?
C12B C1B 1.399(2) . ?
C12B C5B 1.405(2) . ?
C1B C2B 1.385(2) . ?
C2B C3B 1.399(2) . ?
C2B H2B 0.95 . ?
C3B C4B 1.372(2) . ?
C3B H3B 0.95 . ?
C4B C5B 1.395(2) . ?
C4B H4B 0.95 . ?
C13B C14" 1.41(2) . ?
C13B C14B 1.554(9) . ?
C13B H13C 0.99 . ?
C13B H13D 0.99 . ?
C16B N2" 1.432(8) . ?
C16B N2B 1.474(4) . ?
C16B C17B 1.498(2) . ?
C16B H16C 0.99 . ?
C16B H16D 0.99 . ?
C17B H17C 0.99 . ?
C17B H17D 0.99 . ?
C18B C19B 1.383(2) . ?
C18B C23B 1.408(2) . ?
C19B C20B 1.394(2) . ?
C19B H19B 0.95 . ?
C20B C21B 1.370(3) . ?
C20B H20B 0.95 . ?
C21B C22B 1.389(3) . ?
C21B H21B 0.95 . ?
C22B C23B 1.379(2) . ?
C22B H22B 0.95 . ?
C24B H24D 0.98 . ?
C24B H24E 0.98 . ?
C24B H24F 0.98 . ?
O2B C14B 1.407(7) . ?
O2B H2BO 0.84 . ?
C14B C15B 1.449(18) . ?
C14B H14B 1 . ?
C15B N2B 1.455(5) . ?
C15B H15C 0.99 . ?
C15B H15D 0.99 . ?
N2B H2BN 0.9393 . ?
O2" C14" 1.406(10) . ?
O2" H2"O 0.84 . ?
C14" C15" 1.67(4) . ?
C14" H14" 1 . ?
C15" N2" 1.456(10) . ?
C15" H15E 0.99 . ?
C15" H15F 0.99 . ?
N2" H2"N 0.9115 . ?

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
HW1 OW HW2 106.4 . . ?
C6A N1A C5A 109.16(14) . . ?
C6A N1A H1A 125.4 . . ?
C5A N1A H1A 125.4 . . ?
C15A N2A C16A 112.75(13) . . ?
C15A N2A H2AN 109.9 . . ?
C16A N2A H2AN 107.1 . . ?
C1A O1A C13A 120.55(14) . . ?
C18A O3A C17A 116.76(12) . . ?
C23A O4A C24A 116.69(13) . . ?
O1A C1A C2A 126.62(16) . . ?
O1A C1A C12A 114.48(14) . . ?
C2A C1A C12A 118.90(17) . . ?
C1A C2A C3A 119.64(18) . . ?
C1A C2A H2A 120.2 . . ?
C3A C2A H2A 120.2 . . ?
C4A C3A C2A 123.01(18) . . ?
C4A C3A H3A 118.5 . . ?
C2A C3A H3A 118.5 . . ?
C3A C4A C5A 116.92(18) . . ?
C3A C4A H4A 121.5 . . ?
C5A C4A H4A 121.5 . . ?
N1A C5A C4A 129.29(17) . . ?
N1A C5A C12A 108.74(14) . . ?
C4A C5A C12A 121.94(17) . . ?
N1A C6A C7A 129.36(16) . . ?
N1A C6A C11A 109.15(14) . . ?
C7A C6A C11A 121.48(16) . . ?
C8A C7A C6A 117.79(17) . . ?
C8A C7A H7A 121.1 . . ?
C6A C7A H7A 121.1 . . ?
C7A C8A C9A 121.75(17) . . ?
C7A C8A H8A 119.1 . . ?
C9A C8A H8A 119.1 . . ?
C10A C9A C8A 120.68(17) . . ?
C10A C9A H9A 119.7 . . ?
C8A C9A H9A 119.7 . . ?
C9A C10A C11A 118.95(16) . . ?
C9A C10A H10A 120.5 . . ?
C11A C10A H10A 120.5 . . ?
C10A C11A C6A 119.32(15) . . ?
C10A C11A C12A 134.70(15) . . ?
C6A C11A C12A 105.97(14) . . ?
C1A C12A C5A 119.58(15) . . ?
C1A C12A C11A 133.41(15) . . ?
C5A C12A C11A 106.96(14) . . ?
O1A C13A C14' 107.1(7) . . ?
O1A C13A C14A 112.4(2) . . ?
O1A C13A H13A 109.1 . . ?
C14A C13A H13A 109.1 . . ?
O1A C13A H13B 109.1 . . ?
C14A C13A H13B 109.1 . . ?
H13A C13A H13B 107.8 . . ?
N2A C15A C14A 111.1(2) . . ?
N2A C15A C14' 111.8(6) . . ?
N2A C15A H15A 109.4 . . ?
C14A C15A H15A 109.4 . . ?
N2A C15A H15B 109.4 . . ?
C14A C15A H15B 109.4 . . ?
H15A C15A H15B 108 . . ?
N2A C16A C17A 112.36(14) . . ?
N2A C16A H16A 109.1 . . ?
C17A C16A H16A 109.1 . . ?
N2A C16A H16B 109.1 . . ?
C17A C16A H16B 109.1 . . ?
H16A C16A H16B 107.9 . . ?
O3A C17A C16A 107.86(13) . . ?
O3A C17A H17A 110.1 . . ?
C16A C17A H17A 110.1 . . ?
O3A C17A H17B 110.1 . . ?
C16A C17A H17B 110.1 . . ?
H17A C17A H17B 108.4 . . ?
O3A C18A C19A 124.87(15) . . ?
O3A C18A C23A 115.64(14) . . ?
C19A C18A C23A 119.48(15) . . ?
C18A C19A C20A 120.16(16) . . ?
C18A C19A H19A 119.9 . . ?
C20A C19A H19A 119.9 . . ?
C21A C20A C19A 120.23(17) . . ?
C21A C20A H20A 119.9 . . ?
C19A C20A H20A 119.9 . . ?
C20A C21A C22A 120.05(17) . . ?
C20A C21A H21A 120 . . ?
C22A C21A H21A 120 . . ?
C23A C22A C21A 120.34(16) . . ?
C23A C22A H22A 119.8 . . ?
C21A C22A H22A 119.8 . . ?
C22A C23A O4A 124.34(15) . . ?
C22A C23A C18A 119.74(15) . . ?
O4A C23A C18A 115.91(14) . . ?
O4A C24A H24A 109.5 . . ?
O4A C24A H24B 109.5 . . ?
H24A C24A H24B 109.5 . . ?
O4A C24A H24C 109.5 . . ?
H24A C24A H24C 109.5 . . ?
H24B C24A H24C 109.5 . . ?
O2A C14A C15A 108.6(2) . . ?
O2A C14A C13A 113.3(3) . . ?
C15A C14A C13A 109.3(3) . . ?
O2A C14A H14A 108.5 . . ?
C15A C14A H14A 108.5 . . ?
C13A C14A H14A 108.5 . . ?
C14A O2A H2AO 109.5 . . ?
O2' C14' C13A 114.3(10) . . ?
O2' C14' C15A 113.7(11) . . ?
C13A C14' C15A 107.4(9) . . ?
O2' C14' H14' 107 . . ?
C13A C14' H14' 107 . . ?
C15A C14' H14' 107 . . ?
C14' O2' H2'O 109.5 . . ?
C5B N1B C6B 109.53(14) . . ?
C5B N1B H1B 125.2 . . ?
C6B N1B H1B 125.2 . . ?
C1B O1B C13B 118.36(12) . . ?
C18B O3B C17B 116.76(12) . . ?
C23B O4B C24B 116.52(14) . . ?
N1B C6B C7B 129.29(16) . . ?
N1B C6B C11B 108.60(14) . . ?
C7B C6B C11B 122.10(15) . . ?
C8B C7B C6B 117.43(16) . . ?
C8B C7B H7B 121.3 . . ?
C6B C7B H7B 121.3 . . ?
C7B C8B C9 121.33(16) . . ?
C7B C8B H8B 119.3 . . ?
C9 C8B H8B 119.3 . . ?
C10B C9 C8B 121.34(16) . . ?
C10B C9 H9B 119.3 . . ?
C8B C9 H9B 119.3 . . ?
C9 C10B C11B 118.50(16) . . ?
C9 C10B H10B 120.7 . . ?
C11B C10B H10B 120.7 . . ?
C10B C11B C6B 119.22(14) . . ?
C10B C11B C12B 134.43(15) . . ?
C6B C11B C12B 106.34(14) . . ?
C1B C12B C5B 119.03(14) . . ?
C1B C12B C11B 133.97(15) . . ?
C5B C12B C11B 107.00(13) . . ?
O1B C1B C2B 125.36(15) . . ?
O1B C1B C12B 115.33(13) . . ?
C2B C1B C12B 119.31(15) . . ?
C1B C2B C3B 119.89(16) . . ?
C1B C2B H2B 120.1 . . ?
C3B C2B H2B 120.1 . . ?
C4B C3B C2B 122.51(15) . . ?
C4B C3B H3B 118.7 . . ?
C2B C3B H3B 118.7 . . ?
C3B C4B C5B 117.02(16) . . ?
C3B C4B H4B 121.5 . . ?
C5B C4B H4B 121.5 . . ?
N1B C5B C4B 129.33(15) . . ?
N1B C5B C12B 108.48(14) . . ?
C4B C5B C12B 122.19(15) . . ?
C14" C13B O1B 107.9(8) . . ?
O1B C13B C14B 106.6(3) . . ?
O1B C13B H13C 110.4 . . ?
C14B C13B H13C 110.4 . . ?
O1B C13B H13D 110.4 . . ?
C14B C13B H13D 110.4 . . ?
H13C C13B H13D 108.6 . . ?
N2" C16B C17B 113.5(5) . . ?
N2B C16B C17B 113.0(2) . . ?
N2B C16B H16C 109 . . ?
C17B C16B H16C 109 . . ?
N2B C16B H16D 109 . . ?
C17B C16B H16D 109 . . ?
H16C C16B H16D 107.8 . . ?
O3B C17B C16B 107.45(13) . . ?
O3B C17B H17C 110.2 . . ?
C16B C17B H17C 110.2 . . ?
O3B C17B H17D 110.2 . . ?
C16B C17B H17D 110.2 . . ?
H17C C17B H17D 108.5 . . ?
O3B C18B C19B 124.89(14) . . ?
O3B C18B C23B 115.41(15) . . ?
C19B C18B C23B 119.70(15) . . ?
C18B C19B C20B 120.21(16) . . ?
C18B C19B H19B 119.9 . . ?
C20B C19B H19B 119.9 . . ?
C21B C20B C19B 119.79(17) . . ?
C21B C20B H20B 120.1 . . ?
C19B C20B H20B 120.1 . . ?
C20B C21B C22B 120.58(17) . . ?
C20B C21B H21B 119.7 . . ?
C22B C21B H21B 119.7 . . ?
C23B C22B C21B 120.29(16) . . ?
C23B C22B H22B 119.9 . . ?
C21B C22B H22B 119.9 . . ?
O4B C23B C22B 124.81(15) . . ?
O4B C23B C18B 115.76(15) . . ?
C22B C23B C18B 119.42(16) . . ?
O4B C24B H24D 109.5 . . ?
O4B C24B H24E 109.5 . . ?
H24D C24B H24E 109.5 . . ?
O4B C24B H24F 109.5 . . ?
H24D C24B H24F 109.5 . . ?
H24E C24B H24F 109.5 . . ?
C14B O2B H2BO 109.5 . . ?
O2B C14B C15B 116.2(8) . . ?
O2B C14B C13B 106.1(6) . . ?
C15B C14B C13B 111.6(5) . . ?
O2B C14B H14B 107.5 . . ?
C15B C14B H14B 107.5 . . ?
C13B C14B H14B 107.5 . . ?
C14B C15B N2B 112.5(8) . . ?
C14B C15B H15C 109.1 . . ?
N2B C15B H15C 109.1 . . ?
C14B C15B H15D 109.1 . . ?
N2B C15B H15D 109.1 . . ?
H15C C15B H15D 107.8 . . ?
C15B N2B C16B 110.4(6) . . ?
C15B N2B H2BN 117.7 . . ?
C16B N2B H2BN 113.2 . . ?
C14" O2" H2"O 109.5 . . ?
O2" C14" C13B 125.0(17) . . ?
O2" C14" C15" 104.1(16) . . ?
C13B C14" C15" 109.4(13) . . ?
O2" C14" H14" 105.7 . . ?
C13B C14" H14" 105.7 . . ?
C15" C14" H14" 105.7 . . ?
N2" C15" C14" 114(2) . . ?
N2" C15" H15E 108.7 . . ?
C14" C15" H15E 108.7 . . ?
N2" C15" H15F 108.7 . . ?
C14" C15" H15F 108.7 . . ?
H15E C15" H15F 107.6 . . ?
C16B N2" C15" 111.1(17) . . ?
C16B N2" H2"N 109.9 . . ?
C15" N2" H2"N 105.6 . . ?

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
C13A O1A C1A C2A -8.6(2) . . . . ?
C13A O1A C1A C12A 171.12(14) . . . . ?
O1A C1A C2A C3A 179.12(16) . . . . ?
C12A C1A C2A C3A -0.5(2) . . . . ?
C1A C2A C3A C4A 1.0(3) . . . . ?
C2A C3A C4A C5A -0.5(3) . . . . ?
C6A N1A C5A C4A 176.23(17) . . . . ?
C6A N1A C5A C12A -1.51(18) . . . . ?
C3A C4A C5A N1A -177.79(17) . . . . ?
C3A C4A C5A C12A -0.3(3) . . . . ?
C5A N1A C6A C7A -177.50(16) . . . . ?
C5A N1A C6A C11A 1.55(18) . . . . ?
N1A C6A C7A C8A 178.39(16) . . . . ?
C11A C6A C7A C8A -0.6(2) . . . . ?
C6A C7A C8A C9A 0.9(3) . . . . ?
C7A C8A C9A C10A 0.1(3) . . . . ?
C8A C9A C10A C11A -1.5(2) . . . . ?
C9A C10A C11A C6A 1.8(2) . . . . ?
C9A C10A C11A C12A -176.80(16) . . . . ?
N1A C6A C11A C10A -179.97(13) . . . . ?
C7A C6A C11A C10A -0.8(2) . . . . ?
N1A C6A C11A C12A -0.97(17) . . . . ?
C7A C6A C11A C12A 178.17(14) . . . . ?
O1A C1A C12A C5A -179.97(14) . . . . ?
C2A C1A C12A C5A -0.3(2) . . . . ?
O1A C1A C12A C11A -2.9(2) . . . . ?
C2A C1A C12A C11A 176.81(16) . . . . ?
N1A C5A C12A C1A 178.65(14) . . . . ?
C4A C5A C12A C1A 0.7(2) . . . . ?
N1A C5A C12A C11A 0.87(17) . . . . ?
C4A C5A C12A C11A -177.06(15) . . . . ?
C10A C11A C12A C1A 1.5(3) . . . . ?
C6A C11A C12A C1A -177.28(16) . . . . ?
C10A C11A C12A C5A 178.83(16) . . . . ?
C6A C11A C12A C5A 0.06(16) . . . . ?
C1A O1A C13A C14' 115.7(5) . . . . ?
C1A O1A C13A C14A 100.2(2) . . . . ?
C16A N2A C15A C14A -173.34(16) . . . . ?
C16A N2A C15A C14' 170.9(5) . . . . ?
C15A N2A C16A C17A 178.63(14) . . . . ?
C18A O3A C17A C16A -177.12(13) . . . . ?
N2A C16A C17A O3A 63.50(18) . . . . ?
C17A O3A C18A C19A -3.9(2) . . . . ?
C17A O3A C18A C23A 175.20(13) . . . . ?
O3A C18A C19A C20A 178.59(15) . . . . ?
C23A C18A C19A C20A -0.5(2) . . . . ?
C18A C19A C20A C21A 0.4(3) . . . . ?
C19A C20A C21A C22A 0.2(3) . . . . ?
C20A C21A C22A C23A -0.9(3) . . . . ?
C21A C22A C23A O4A -177.87(16) . . . . ?
C21A C22A C23A C18A 0.8(3) . . . . ?
C24A O4A C23A C22A 8.5(2) . . . . ?
C24A O4A C23A C18A -170.27(15) . . . . ?
O3A C18A C23A C22A -179.31(14) . . . . ?
C19A C18A C23A C22A -0.2(2) . . . . ?
O3A C18A C23A O4A -0.5(2) . . . . ?
C19A C18A C23A O4A 178.63(14) . . . . ?
N2A C15A C14A O2A 65.8(3) . . . . ?
C14' C15A C14A O2A 162(3) . . . . ?
N2A C15A C14A C13A -170.03(17) . . . . ?
C14' C15A C14A C13A -74(3) . . . . ?
O1A C13A C14A O2A -74.6(3) . . . . ?
C14' C13A C14A O2A -147(3) . . . . ?
O1A C13A C14A C15A 164.08(17) . . . . ?
C14' C13A C14A C15A 92(3) . . . . ?
O1A C13A C14' O2' 52.4(13) . . . . ?
C14A C13A C14' O2' 165(4) . . . . ?
O1A C13A C14' C15A 179.6(5) . . . . ?
C14A C13A C14' C15A -68(3) . . . . ?
N2A C15A C14' O2' -57.8(11) . . . . ?
C14A C15A C14' O2' -148(4) . . . . ?
N2A C15A C14' C13A 174.7(5) . . . . ?
C14A C15A C14' C13A 85(3) . . . . ?
C5B N1B C6B C7B -178.05(16) . . . . ?
C5B N1B C6B C11B 1.39(17) . . . . ?
N1B C6B C7B C8B 179.17(16) . . . . ?
C11B C6B C7B C8B -0.2(2) . . . . ?
C6B C7B C8B C9 2.2(2) . . . . ?
C7B C8B C9 C10B -2.0(3) . . . . ?
C8B C9 C10B C11B -0.3(2) . . . . ?
C9 C10B C11B C6B 2.2(2) . . . . ?
C9 C10B C11B C12B -177.06(16) . . . . ?
N1B C6B C11B C10B 178.50(13) . . . . ?
C7B C6B C11B C10B -2.0(2) . . . . ?
N1B C6B C11B C12B -2.05(17) . . . . ?
C7B C6B C11B C12B 177.44(14) . . . . ?
C10B C11B C12B C1B 2.4(3) . . . . ?
C6B C11B C12B C1B -176.95(17) . . . . ?
C10B C11B C12B C5B -178.72(16) . . . . ?
C6B C11B C12B C5B 1.95(16) . . . . ?
C13B O1B C1B C2B 5.3(2) . . . . ?
C13B O1B C1B C12B -175.06(14) . . . . ?
C5B C12B C1B O1B 179.98(13) . . . . ?
C11B C12B C1B O1B -1.2(3) . . . . ?
C5B C12B C1B C2B -0.4(2) . . . . ?
C11B C12B C1B C2B 178.43(16) . . . . ?
O1B C1B C2B C3B -178.37(15) . . . . ?
C12B C1B C2B C3B 2.0(2) . . . . ?
C1B C2B C3B C4B -1.5(3) . . . . ?
C2B C3B C4B C5B -0.8(3) . . . . ?
C6B N1B C5B C4B 179.76(16) . . . . ?
C6B N1B C5B C12B -0.12(18) . . . . ?
C3B C4B C5B N1B -177.40(16) . . . . ?
C3B C4B C5B C12B 2.5(2) . . . . ?
C1B C12B C5B N1B 177.95(14) . . . . ?
C11B C12B C5B N1B -1.15(17) . . . . ?
C1B C12B C5B C4B -1.9(2) . . . . ?
C11B C12B C5B C4B 178.96(15) . . . . ?
C1B O1B C13B C14" 167.5(10) . . . . ?
C1B O1B C13B C14B 163.7(4) . . . . ?
C18B O3B C17B C16B 172.78(13) . . . . ?
N2" C16B C17B O3B 44.9(5) . . . . ?
N2B C16B C17B O3B 65.8(2) . . . . ?
C17B O3B C18B C19B -6.6(2) . . . . ?
C17B O3B C18B C23B 174.03(14) . . . . ?
O3B C18B C19B C20B -178.26(16) . . . . ?
C23B C18B C19B C20B 1.1(2) . . . . ?
C18B C19B C20B C21B -0.9(3) . . . . ?
C19B C20B C21B C22B 0.0(3) . . . . ?
C20B C21B C22B C23B 0.7(3) . . . . ?
C24B O4B C23B C22B 5.9(2) . . . . ?
C24B O4B C23B C18B -174.65(14) . . . . ?
C21B C22B C23B O4B 178.92(16) . . . . ?
C21B C22B C23B C18B -0.5(3) . . . . ?
O3B C18B C23B O4B -0.4(2) . . . . ?
C19B C18B C23B O4B -179.85(14) . . . . ?
O3B C18B C23B C22B 179.03(14) . . . . ?
C19B C18B C23B C22B -0.4(2) . . . . ?
C14" C13B C14B O2B 66(14) . . . . ?
O1B C13B C14B O2B 176.3(4) . . . . ?
C14" C13B C14B C15B -167(15) . . . . ?
O1B C13B C14B C15B -56.3(6) . . . . ?
O2B C14B C15B N2B -62.1(7) . . . . ?
C13B C14B C15B N2B 176.1(4) . . . . ?
C14B C15B N2B C16B 168.9(5) . . . . ?
N2" C16B N2B C15B -77(2) . . . . ?
C17B C16B N2B C15B -172.4(4) . . . . ?
O1B C13B C14" O2" 56(2) . . . . ?
C14B C13B C14" O2" 127(16) . . . . ?
O1B C13B C14" C15" -67.8(13) . . . . ?
C14B C13B C14" C15" 3(14) . . . . ?
O2" C14" C15" N2" 50(2) . . . . ?
C13B C14" C15" N2" -174.0(15) . . . . ?
N2B C16B N2" C15" 86(2) . . . . ?
C17B C16B N2" C15" 178.8(10) . . . . ?
C14" C15" N2" C16B -160.6(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
OW HW1 O3A 0.84 2.43 2.974(2) 123.5 .
OW HW1 O4A 0.84 2.1 2.895(2) 159.8 .
OW HW2 N2A 0.83 1.95 2.785(2) 174 .
N1A H1A OW 0.88 2.04 2.817(2) 146.9 2_644
N2A H2AN O4B 0.85 2.72 3.4500(19) 144.7 4_675
O2' H2'O OW 0.84 2.26 2.641(6) 107.6 .
N2B H2BN O2B 0.94 2.19 2.826(5) 124.6 3_676
N2A H2AN O2" 0.85 2.75 3.549(4) 156.1 2_645
O2B H2BO OW 0.84 2.4 3.210(3) 163 4_576


# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 901309'
