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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_L

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H30 N4 O3'
_chemical_formula_sum            'C24 H30 N4 O3'

_chemical_formula_weight         422.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   'R 3 c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, z+1/2'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'

_cell_length_a                   19.2271(4)
_cell_length_b                   19.2271(4)
_cell_length_c                   10.2751(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     3289.61(12)
_cell_formula_units_Z            6
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      26.62

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1356.0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_process_details   SADBAS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16238
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_sigmaI/netI    0.0140
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.12
_diffrn_reflns_theta_max         29.28
_reflns_number_total             1953
_reflns_number_gt                1799
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.7(10)
_refine_ls_number_reflns         1953
_refine_ls_number_parameters     94
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.1095
_refine_ls_wR_factor_gt          0.1059
_refine_ls_goodness_of_fit_ref   0.906
_refine_ls_restrained_S_all      0.905
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C3 C 0.11032(7) 0.61414(7) 0.36151(11) 0.0378(2) Uani 1 1 d . . .
C6 C -0.03091(8) 0.54958(9) 0.50860(12) 0.0464(3) Uani 1 1 d . . .
C5 C -0.02199(8) 0.50519(8) 0.41120(13) 0.0464(3) Uani 1 1 d . . .
H5 H -0.0634 0.4532 0.3948 0.056 Uiso 1 1 calc R . .
C1 C 0.26102(7) 0.66594(7) 0.10479(11) 0.0373(2) Uani 1 1 d . . .
H1A H 0.2537 0.6495 0.0142 0.045 Uiso 1 1 calc R . .
H1B H 0.2696 0.7201 0.1082 0.045 Uiso 1 1 calc R . .
C4 C 0.04792(7) 0.53677(8) 0.33716(13) 0.0423(3) Uani 1 1 d . . .
H4 H 0.0528 0.5062 0.2716 0.051 Uiso 1 1 calc R . .
C2 C 0.18513(7) 0.61071(7) 0.17898(12) 0.0391(2) Uani 1 1 d . . .
H2A H 0.1385 0.5967 0.1251 0.047 Uiso 1 1 calc R . .
H2B H 0.1848 0.5617 0.2021 0.047 Uiso 1 1 calc R . .
C8 C 0.10208(9) 0.65965(8) 0.45968(11) 0.0443(3) Uani 1 1 d . . .
H8 H 0.1437 0.7114 0.4766 0.053 Uiso 1 1 calc R . .
C7 C 0.03190(9) 0.62766(9) 0.53199(13) 0.0485(3) Uani 1 1 d . . .
H7 H 0.0265 0.6584 0.5968 0.058 Uiso 1 1 calc R . .
O1 O 0.18207(5) 0.65099(6) 0.29453(9) 0.0453(2) Uani 1 1 d . . .
N1 N 0.3333 0.6667 0.15517(16) 0.0334(3) Uani 1 3 d S . .
N2 N -0.10083(10) 0.51593(12) 0.58609(16) 0.0680(4) Uani 1 1 d . . .
H2NA H -0.1384 0.4673 0.5729 0.082 Uiso 1 1 calc R . .
H2NB H -0.1058 0.5440 0.6465 0.082 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C3 O1 1.3790(13) . ?
C3 C4 1.3894(17) . ?
C3 C8 1.3954(17) . ?
C6 C5 1.381(2) . ?
C6 C7 1.399(2) . ?
C6 N2 1.4107(16) . ?
C5 C4 1.3921(16) . ?
C1 N1 1.4772(11) . ?
C1 C2 1.5127(16) . ?
C2 O1 1.4346(14) . ?
C8 C7 1.3860(18) . ?
N1 C1 1.4772(11) 3_565 ?
N1 C1 1.4772(11) 2_665 ?

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 C3 C4 124.52(11) . . ?
O1 C3 C8 115.90(10) . . ?
C4 C3 C8 119.58(11) . . ?
C5 C6 C7 118.73(12) . . ?
C5 C6 N2 120.67(15) . . ?
C7 C6 N2 120.57(15) . . ?
C6 C5 C4 121.18(12) . . ?
N1 C1 C2 113.76(9) . . ?
C3 C4 C5 119.81(12) . . ?
O1 C2 C1 108.88(9) . . ?
C7 C8 C3 119.99(12) . . ?
C8 C7 C6 120.70(12) . . ?
C3 O1 C2 115.86(9) . . ?
C1 N1 C1 108.41(8) . 3_565 ?
C1 N1 C1 108.41(8) . 2_665 ?
C1 N1 C1 108.41(8) 3_565 2_665 ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        29.28
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.122
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.036
_database_code_depnum_ccdc_archive 'CCDC 961078'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_LH4-4F-5H2O

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H34 N4 O3, 4(F), 5(H2 O)'
_chemical_formula_sum            'C24 H44 F4 N4 O8'
_chemical_formula_weight         592.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

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

_cell_length_a                   23.2013(12)
_cell_length_b                   11.1503(4)
_cell_length_c                   24.7773(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.561(6)
_cell_angle_gamma                90.00
_cell_volume                     5830.0(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2528.0
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13715
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         28.75
_reflns_number_total             7502
_reflns_number_gt                4624
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1310P)²+11.5967P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6652
_refine_ls_number_parameters     391
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1039
_refine_ls_R_factor_gt           0.0780
_refine_ls_wR_factor_ref         0.2563
_refine_ls_wR_factor_gt          0.2311
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_restrained_S_all      0.980
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.005

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
O2 O 0.25856(10) 0.8895(2) 0.46535(9) 0.0487(5) Uani 1 1 d . . .
F5 F 0.35397(11) 0.1731(2) 0.27874(10) 0.0712(6) Uani 1 1 d . . .
O3 O 0.40115(10) 0.9255(2) 0.44820(9) 0.0520(5) Uani 1 1 d . . .
O1 O 0.30328(12) 1.1768(2) 0.45027(10) 0.0566(6) Uani 1 1 d . . .
F3 F 0.33872(12) 0.8159(2) 0.22671(11) 0.0777(7) Uani 1 1 d . . .
N1 N 0.27861(11) 0.9858(2) 0.37346(10) 0.0422(5) Uani 1 1 d . . .
H1NA H 0.3004 0.9909 0.4135 0.051 Uiso 1 1 calc R . .
F2 F 0.43665(11) 0.4990(2) 0.34667(11) 0.0805(7) Uani 1 1 d . . .
N3 N 0.28028(12) 0.9704(2) 0.69588(10) 0.0469(6) Uani 1 1 d . . .
H3NB H 0.2429 0.9631 0.6976 0.056 Uiso 1 1 calc R . .
H3NC H 0.2949 1.0446 0.7063 0.056 Uiso 1 1 calc R . .
H3NA H 0.3075 0.9182 0.7206 0.056 Uiso 1 1 calc R . .
O7 O 0.57061(11) 0.3390(3) 0.29933(12) 0.0742(8) Uani 1 1 d G . .
H7A H 0.5665 0.3839 0.3252 0.111 Uiso 1 1 d G . .
H7B H 0.5539 0.2711 0.2992 0.111 Uiso 1 1 d G . .
O4 O 0.32776(11) 0.6317(3) 0.29666(13) 0.0804(9) Uani 1 1 d G . .
H4B H 0.3661 0.6104 0.3162 0.121 Uiso 1 1 d G . .
H4A H 0.3266 0.6941 0.2765 0.121 Uiso 1 1 d G . .
C11 C 0.25979(13) 0.9091(2) 0.52065(12) 0.0397(6) Uani 1 1 d . . .
C14 C 0.27301(13) 0.9465(2) 0.63524(12) 0.0399(6) Uani 1 1 d . . .
O8 O 0.58153(13) 0.5383(3) 0.28626(14) 0.0821(9) Uani 1 1 d G . .
H8B H 0.5869 0.4988 0.3173 0.123 Uiso 1 1 d G . .
H8A H 0.5809 0.4904 0.2593 0.123 Uiso 1 1 d G . .
O6 O 0.29806(13) 0.3524(3) 0.27636(16) 0.0891(10) Uani 1 1 d GD . .
C19 C 0.43421(13) 0.8715(3) 0.50273(13) 0.0455(7) Uani 1 1 d . . .
O5 O 0.4435(2) 0.8561(4) 0.2825(2) 0.141(2) Uani 1 1 d G . .
H5B H 0.4646 0.8394 0.2625 0.211 Uiso 1 1 d G . .
H5A H 0.4044 0.8609 0.2593 0.211 Uiso 1 1 d G . .
C13 C 0.21514(14) 0.9668(3) 0.58823(13) 0.0449(6) Uani 1 1 d . . .
H13 H 0.1809 0.9929 0.5954 0.054 Uiso 1 1 calc R . .
C12 C 0.20811(14) 0.9485(3) 0.53045(13) 0.0452(7) Uani 1 1 d . . .
H12 H 0.1693 0.9623 0.4987 0.054 Uiso 1 1 calc R . .
C3 C 0.34937(15) 1.2230(3) 0.50184(13) 0.0464(7) Uani 1 1 d . . .
N2 N 0.48441(17) 1.3427(4) 0.66840(14) 0.0597(8) Uani 1 1 d . . .
C16 C 0.31735(14) 0.8873(3) 0.56815(13) 0.0472(7) Uani 1 1 d . . .
H16 H 0.3515 0.8597 0.5612 0.057 Uiso 1 1 calc R . .
C15 C 0.32439(14) 0.9060(3) 0.62545(13) 0.0473(7) Uani 1 1 d . . .
H15 H 0.3631 0.8918 0.6572 0.057 Uiso 1 1 calc R . .
C6 C 0.43768(16) 1.3013(3) 0.61016(14) 0.0500(7) Uani 1 1 d . . .
C9 C 0.22246(15) 0.9067(3) 0.36319(13) 0.0511(7) Uani 1 1 d . . .
H9A H 0.2335 0.8235 0.3609 0.061 Uiso 1 1 calc R . .
H9B H 0.1875 0.9279 0.3260 0.061 Uiso 1 1 calc R . .
C17 C 0.32435(15) 0.9320(3) 0.35082(13) 0.0501(7) Uani 1 1 d . . .
H17B H 0.3012 0.8873 0.3147 0.060 Uiso 1 1 calc R . .
H17A H 0.3478 0.9953 0.3420 0.060 Uiso 1 1 calc R . .
C1 C 0.26001(17) 1.1120(3) 0.35228(13) 0.0540(8) Uani 1 1 d . . .
H1B H 0.2184 1.1298 0.3507 0.065 Uiso 1 1 calc R . .
H1A H 0.2584 1.1218 0.3128 0.065 Uiso 1 1 calc R . .
C10 C 0.20312(15) 0.9231(3) 0.41373(13) 0.0514(7) Uani 1 1 d . . .
H10A H 0.1916 1.0058 0.4164 0.062 Uiso 1 1 calc R . .
H10B H 0.1675 0.8718 0.4089 0.062 Uiso 1 1 calc R . .
F1 F 0.5000 0.0504(5) 0.2500 0.154(2) Uani 1 2 d S . .
N4 N 0.53005(15) 0.7283(4) 0.67503(13) 0.0766(10) Uani 1 1 d . . .
H4NB H 0.5462 0.6569 0.6730 0.092 Uiso 1 1 calc R . .
H4NA H 0.5025 0.7202 0.6913 0.092 Uiso 1 1 calc R . .
H4NC H 0.5611 0.7775 0.6972 0.092 Uiso 1 1 calc R . .
C8 C 0.34008(17) 1.2020(3) 0.55283(15) 0.0535(8) Uani 1 1 d . . .
H8 H 0.3041 1.1613 0.5505 0.064 Uiso 1 1 calc R . .
C20 C 0.43843(16) 0.7487(3) 0.51135(15) 0.0555(8) Uani 1 1 d . . .
H20 H 0.4205 0.6970 0.4792 0.067 Uiso 1 1 calc R . .
C18 C 0.36929(16) 0.8503(3) 0.39758(14) 0.0542(8) Uani 1 1 d . . .
H18A H 0.3464 0.7867 0.4069 0.065 Uiso 1 1 calc R . .
H18B H 0.3993 0.8146 0.3844 0.065 Uiso 1 1 calc R . .
C22 C 0.49745(15) 0.7784(4) 0.61482(15) 0.0616(9) Uani 1 1 d . . .
C7 C 0.38388(16) 1.2414(3) 0.60664(14) 0.0536(8) Uani 1 1 d . . .
H7 H 0.3775 1.2279 0.6408 0.064 Uiso 1 1 calc R . .
C23 C 0.49476(16) 0.9031(4) 0.60640(15) 0.0634(10) Uani 1 1 d . . .
H23 H 0.5143 0.9542 0.6386 0.076 Uiso 1 1 calc R . .
C24 C 0.46287(15) 0.9495(3) 0.55005(14) 0.0557(8) Uani 1 1 d . . .
H24 H 0.4606 1.0320 0.5439 0.067 Uiso 1 1 calc R . .
C2 C 0.3087(2) 1.1959(3) 0.39511(14) 0.0602(9) Uani 1 1 d . . .
H2B H 0.3509 1.1761 0.3989 0.072 Uiso 1 1 calc R . .
H2A H 0.2994 1.2785 0.3822 0.072 Uiso 1 1 calc R . .
C4 C 0.40195(18) 1.2859(3) 0.50461(15) 0.0576(8) Uani 1 1 d . . .
H4 H 0.4075 1.3022 0.4703 0.069 Uiso 1 1 calc R . .
C5 C 0.44654(17) 1.3245(3) 0.55985(16) 0.0585(8) Uani 1 1 d . . .
H5 H 0.4823 1.3661 0.5625 0.070 Uiso 1 1 calc R . .
C21 C 0.46960(17) 0.7032(4) 0.56845(16) 0.0626(9) Uani 1 1 d . . .
H21 H 0.4713 0.6208 0.5747 0.075 Uiso 1 1 calc R . .
F4 F 0.42834(15) 0.5021(3) 0.43620(16) 0.0486(8) Uani 0.50 1 d P . .
H2NA H 0.508(2) 1.406(4) 0.6614(18) 0.073(12) Uiso 1 1 d . . .
H2NB H 0.469(2) 1.383(5) 0.691(2) 0.090(16) Uiso 1 1 d . . .
H2NC H 0.509(3) 1.293(5) 0.688(2) 0.096(18) Uiso 1 1 d . . .
H6A H 0.313(2) 0.286(2) 0.271(2) 0.087(15) Uiso 1 1 d D . .
H6B H 0.315(3) 0.422(3) 0.280(3) 0.14(3) Uiso 1 1 d D . .


_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
O2 C11 1.376(3) . ?
O2 C10 1.436(4) . ?
O3 C19 1.384(3) . ?
O3 C18 1.433(4) . ?
O1 C3 1.380(4) . ?
O1 C2 1.439(4) . ?
N1 C1 1.502(4) . ?
N1 C9 1.504(4) . ?
N1 C17 1.515(4) . ?
N3 C14 1.465(4) . ?
C11 C16 1.386(4) . ?
C11 C12 1.390(4) . ?
C14 C13 1.382(4) . ?
C14 C15 1.387(4) . ?
C19 C20 1.383(5) . ?
C19 C24 1.387(5) . ?
C13 C12 1.387(4) . ?
C3 C4 1.384(5) . ?
C3 C8 1.387(4) . ?
N2 C6 1.473(4) . ?
C16 C15 1.376(4) . ?
C6 C5 1.370(5) . ?
C6 C7 1.386(5) . ?
C9 C10 1.507(4) . ?
C17 C18 1.502(4) . ?
C1 C2 1.510(5) . ?
N4 C22 1.473(4) . ?
C8 C7 1.370(5) . ?
C20 C21 1.390(5) . ?
C22 C21 1.351(6) . ?
C22 C23 1.404(6) . ?
C23 C24 1.380(5) . ?
C4 C5 1.397(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
C11 O2 C10 119.1(2) . . ?
C19 O3 C18 118.3(3) . . ?
C3 O1 C2 119.0(3) . . ?
C1 N1 C9 112.8(3) . . ?
C1 N1 C17 112.7(2) . . ?
C9 N1 C17 113.4(2) . . ?
O2 C11 C16 115.6(3) . . ?
O2 C11 C12 124.2(3) . . ?
C16 C11 C12 120.3(3) . . ?
C13 C14 C15 120.7(3) . . ?
C13 C14 N3 119.4(3) . . ?
C15 C14 N3 119.8(3) . . ?
C20 C19 O3 123.8(3) . . ?
C20 C19 C24 120.8(3) . . ?
O3 C19 C24 115.4(3) . . ?
C14 C13 C12 120.1(3) . . ?
C13 C12 C11 119.1(3) . . ?
O1 C3 C4 124.2(3) . . ?
O1 C3 C8 115.2(3) . . ?
C4 C3 C8 120.5(3) . . ?
C15 C16 C11 120.6(3) . . ?
C16 C15 C14 119.2(3) . . ?
C5 C6 C7 120.4(3) . . ?
C5 C6 N2 120.3(3) . . ?
C7 C6 N2 119.3(3) . . ?
N1 C9 C10 108.9(2) . . ?
C18 C17 N1 108.8(2) . . ?
N1 C1 C2 108.2(3) . . ?
O2 C10 C9 104.0(3) . . ?
C7 C8 C3 120.0(3) . . ?
C19 C20 C21 119.5(3) . . ?
O3 C18 C17 105.1(3) . . ?
C21 C22 C23 120.8(3) . . ?
C21 C22 N4 119.3(4) . . ?
C23 C22 N4 119.9(4) . . ?
C8 C7 C6 120.0(3) . . ?
C24 C23 C22 119.6(3) . . ?
C23 C24 C19 119.2(3) . . ?
O1 C2 C1 104.0(3) . . ?
C3 C4 C5 118.9(3) . . ?
C6 C5 C4 120.2(3) . . ?
C22 C21 C20 120.1(4) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        28.75
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.783
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.067
_database_code_depnum_ccdc_archive 'CCDC 961079'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_LH4-4Cl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H34 N4 O3, 4(Cl)'
_chemical_formula_sum            'C24 H34 Cl4 N4 O3'
_chemical_formula_weight         568.35

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   'R -3 c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'-x, -x+y, -z+1/2'
'x-y, -y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'x, x-y, z-1/2'
'-x+y, y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'

_cell_length_a                   12.7399(8)
_cell_length_b                   12.7399(8)
_cell_length_c                   62.039(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     8720.2(10)
_cell_formula_units_Z            12
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.95
_cell_measurement_theta_max      24.76

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3576.0
_exptl_absorpt_coefficient_mu    0.438
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.886
_exptl_absorpt_correction_T_max  0.916
_exptl_absorpt_process_details   SADBAS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12681
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_sigmaI/netI    0.0277
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -83
_diffrn_reflns_limit_l_max       57
_diffrn_reflns_theta_min         3.20
_diffrn_reflns_theta_max         28.82
_reflns_number_total             2527
_reflns_number_gt                1623
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0655P)²+8.7641P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2377
_refine_ls_number_parameters     110
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1497
_refine_ls_wR_factor_gt          0.1313
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.034
_refine_ls_shift/su_mean         0.003

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.37011(14) 0.52621(14) 0.02153(2) 0.0595(4) Uani 1 1 d . . .
N1 N 0.3333 0.6667 0.05131(5) 0.0461(7) Uani 1 3 d S . .
N2 N 0.1718(2) 0.2826(2) -0.05589(3) 0.0654(6) Uani 1 1 d . . .
H2NC H 0.1463 0.3255 -0.0633 0.098 Uiso 1 1 calc R . .
H2NA H 0.1094 0.2091 -0.0532 0.098 Uiso 1 1 calc R . .
H2NB H 0.2273 0.2761 -0.0635 0.098 Uiso 1 1 calc R . .
C1 C 0.3669(2) 0.5740(2) 0.05795(3) 0.0534(5) Uani 1 1 d . . .
H1A H 0.3345 0.5430 0.0722 0.064 Uiso 1 1 calc R . .
H1B H 0.4544 0.6111 0.0586 0.064 Uiso 1 1 calc R . .
C3 C 0.3191(2) 0.4594(2) 0.00319(3) 0.0530(5) Uani 1 1 d . . .
C5 C 0.1745(3) 0.2859(2) -0.01644(4) 0.0694(7) Uani 1 1 d . . .
H5 H 0.1087 0.2075 -0.0166 0.083 Uiso 1 1 calc R . .
C6 C 0.2253(2) 0.3442(2) -0.03536(3) 0.0565(6) Uani 1 1 d . . .
C7 C 0.3235(2) 0.4584(2) -0.03547(4) 0.0646(7) Uani 1 1 d . . .
H7 H 0.3577 0.4969 -0.0485 0.078 Uiso 1 1 calc R . .
C4 C 0.2216(3) 0.3443(2) 0.00306(4) 0.0682(7) Uani 1 1 d . . .
H4 H 0.1869 0.3053 0.0160 0.082 Uiso 1 1 calc R . .
C8 C 0.3718(2) 0.5166(2) -0.01606(3) 0.0632(6) Uani 1 1 d . . .
H8 H 0.4395 0.5939 -0.0160 0.076 Uiso 1 1 calc R . .
C2 C 0.3161(2) 0.4715(2) 0.04181(3) 0.0587(6) Uani 1 1 d . . .
H2B H 0.3371 0.4107 0.0458 0.070 Uiso 1 1 calc R . .
H2A H 0.2285 0.4336 0.0411 0.070 Uiso 1 1 calc R . .
Cl1 Cl 0.10993(8) 0.3333 0.0833 0.0668(3) Uani 1 2 d S . .
Cl2 Cl 0.0000 0.0000 0.047556(19) 0.0753(4) Uani 1 3 d S . .
Cl3 Cl 0.43781(9) 0.3333 0.0833 0.0915(4) Uani 1 2 d S . .
H1N H 0.3333 0.6667 0.0378(7) 0.061(12) Uiso 1 3 d S . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C3 1.374(3) . ?
O1 C2 1.436(3) . ?
N1 C1 1.500(2) 3_565 ?
N1 C1 1.500(2) 2_665 ?
N1 C1 1.500(2) . ?
N1 H1N 0.84(4) . ?
N2 C6 1.472(3) . ?
N2 H2NC 0.8900 . ?
N2 H2NA 0.8900 . ?
N2 H2NB 0.8900 . ?
C1 C2 1.511(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 C4 1.368(3) . ?
C3 C8 1.385(3) . ?
C5 C6 1.366(3) . ?
C5 C4 1.389(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.365(3) . ?
C7 C8 1.386(3) . ?
C7 H7 0.9300 . ?
C4 H4 0.9300 . ?
C8 H8 0.9300 . ?
C2 H2B 0.9700 . ?
C2 H2A 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O1 C2 117.48(17) . . ?
C1 N1 C1 112.76(11) 3_565 2_665 ?
C1 N1 C1 112.76(11) 3_565 . ?
C1 N1 C1 112.76(11) 2_665 . ?
C1 N1 H1N 105.94(13) 3_565 . ?
C1 N1 H1N 105.94(13) 2_665 . ?
C1 N1 H1N 105.94(13) . . ?
C6 N2 H2NC 109.5 . . ?
C6 N2 H2NA 109.5 . . ?
H2NC N2 H2NA 109.5 . . ?
C6 N2 H2NB 109.5 . . ?
H2NC N2 H2NB 109.5 . . ?
H2NA N2 H2NB 109.5 . . ?
N1 C1 C2 109.27(17) . . ?
N1 C1 H1A 109.8 . . ?
C2 C1 H1A 109.8 . . ?
N1 C1 H1B 109.8 . . ?
C2 C1 H1B 109.8 . . ?
H1A C1 H1B 108.3 . . ?
C4 C3 O1 124.3(2) . . ?
C4 C3 C8 120.0(2) . . ?
O1 C3 C8 115.7(2) . . ?
C6 C5 C4 119.8(2) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C7 121.1(2) . . ?
C5 C6 N2 119.1(2) . . ?
C7 C6 N2 119.8(2) . . ?
C6 C7 C8 119.4(2) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C3 C4 C5 119.8(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C3 C8 C7 120.0(2) . . ?
C3 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
O1 C2 C1 105.50(18) . . ?
O1 C2 H2B 110.6 . . ?
C1 C2 H2B 110.6 . . ?
O1 C2 H2A 110.6 . . ?
C1 C2 H2A 110.6 . . ?
H2B C2 H2A 108.8 . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        28.82
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.045
_database_code_depnum_ccdc_archive 'CCDC 961080'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_LH4-4Cl-3H2O

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C24 H34 N4 O3), 8(Cl), 4(H2 O), O'
_chemical_formula_sum            'C48 H78 Cl8 N8 O11'
_chemical_formula_weight         1224.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.4963(6)
_cell_length_b                   12.2339(6)
_cell_length_c                   13.0811(8)
_cell_angle_alpha                111.373(5)
_cell_angle_beta                 113.194(5)
_cell_angle_gamma                94.457(4)
_cell_volume                     1521.28(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.93
_cell_measurement_theta_max      24.71

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             644
_exptl_absorpt_coefficient_mu    0.430
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.914
_exptl_absorpt_correction_T_max  0.938
_exptl_absorpt_process_details   SADBAS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11469
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.93
_diffrn_reflns_theta_max         28.83
_reflns_number_total             7918
_reflns_number_gt                5194
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1815P)²+2.1005P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6868
_refine_ls_number_parameters     365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.2006
_refine_ls_wR_factor_gt          0.1656
_refine_ls_goodness_of_fit_ref   0.690
_refine_ls_restrained_S_all      0.690
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl4 Cl 0.23595(7) 0.55152(7) 0.95031(7) 0.0508(2) Uani 1 1 d . . .
Cl1 Cl 0.97680(7) 0.79544(7) 0.99076(7) 0.0516(2) Uani 1 1 d . . .
Cl2 Cl 0.46898(9) 0.59652(7) 0.77164(9) 0.0637(2) Uani 1 1 d . . .
Cl3 Cl 0.13491(12) 0.37555(10) 0.38621(8) 0.0792(3) Uani 1 1 d . . .
O2 O 0.59777(18) -0.16987(16) 0.12745(18) 0.0403(4) Uani 1 1 d . . .
O1 O 0.47777(19) -0.10053(16) 0.34924(17) 0.0429(4) Uani 1 1 d . . .
O3 O 0.8219(2) -0.06615(17) 0.44387(17) 0.0453(4) Uani 1 1 d . . .
N1 N 0.6119(2) -0.26980(17) 0.28763(18) 0.0324(4) Uani 1 1 d . . .
H1N H 0.6215 -0.1918 0.2967 0.039 Uiso 1 1 calc R . .
N3 N 0.8500(3) 0.2541(2) 0.1503(3) 0.0489(6) Uani 1 1 d . . .
N4 N 0.9609(2) 0.4360(2) 0.7277(2) 0.0492(6) Uani 1 1 d . . .
H4NC H 0.9426 0.4723 0.6774 0.059 Uiso 1 1 calc R . .
H4NB H 1.0457 0.4636 0.7810 0.059 Uiso 1 1 calc R . .
H4NA H 0.9135 0.4521 0.7686 0.059 Uiso 1 1 calc R . .
N2 N 0.2995(3) 0.2745(3) 0.2399(3) 0.0556(6) Uani 1 1 d . . .
H2NA H 0.2280 0.2445 0.1676 0.067 Uiso 1 1 calc R . .
H2NC H 0.3629 0.3175 0.2366 0.067 Uiso 1 1 calc R . .
H2NB H 0.2815 0.3222 0.2987 0.067 Uiso 1 1 calc R . .
C11 C 0.6616(2) -0.0711(2) 0.1265(2) 0.0335(5) Uani 1 1 d . . .
C3 C 0.4257(3) -0.0133(2) 0.3182(2) 0.0369(5) Uani 1 1 d . . .
C19 C 0.8617(2) 0.0560(2) 0.5203(2) 0.0371(5) Uani 1 1 d . . .
C14 C 0.7814(3) 0.1402(2) 0.1387(2) 0.0399(5) Uani 1 1 d . . .
O4 O 0.8423(3) 0.4574(3) 0.3494(3) 0.0802(8) Uani 1 1 d G . .
H4B H 0.8665 0.4918 0.4265 0.120 Uiso 1 1 d G . .
H4A H 0.7594 0.4303 0.3110 0.120 Uiso 1 1 d G . .
C16 C 0.6064(3) 0.0273(2) 0.1432(2) 0.0378(5) Uani 1 1 d . . .
H16 H 0.5290 0.0217 0.1503 0.045 Uiso 1 1 calc R . .
C22 C 0.9296(2) 0.3045(2) 0.6554(2) 0.0397(5) Uani 1 1 d . . .
C9 C 0.5837(3) -0.3469(2) 0.1563(2) 0.0368(5) Uani 1 1 d . . .
H9B H 0.6150 -0.4193 0.1508 0.044 Uiso 1 1 calc R . .
H9A H 0.4901 -0.3719 0.1029 0.044 Uiso 1 1 calc R . .
C24 C 0.9027(3) 0.1043(2) 0.6458(2) 0.0426(6) Uani 1 1 d . . .
H24 H 0.9078 0.0534 0.6848 0.051 Uiso 1 1 calc R . .
C12 C 0.7751(3) -0.0645(2) 0.1130(3) 0.0427(6) Uani 1 1 d . . .
H12 H 0.8105 -0.1311 0.0991 0.051 Uiso 1 1 calc R . .
C23 C 0.9363(3) 0.2297(3) 0.7135(2) 0.0431(6) Uani 1 1 d . . .
H23 H 0.9632 0.2630 0.7979 0.052 Uiso 1 1 calc R . .
C8 C 0.5081(3) 0.1033(2) 0.3850(2) 0.0423(6) Uani 1 1 d . . .
H8 H 0.5913 0.1179 0.4473 0.051 Uiso 1 1 calc R . .
C15 C 0.6667(3) 0.1336(2) 0.1493(2) 0.0403(6) Uani 1 1 d . . .
H15 H 0.6302 0.1997 0.1604 0.048 Uiso 1 1 calc R . .
C10 C 0.6525(3) -0.2729(2) 0.1164(3) 0.0404(6) Uani 1 1 d . . .
H10A H 0.7463 -0.2471 0.1693 0.048 Uiso 1 1 calc R . .
H10B H 0.6361 -0.3195 0.0320 0.048 Uiso 1 1 calc R . .
C17 C 0.7391(3) -0.2726(2) 0.3801(2) 0.0423(6) Uani 1 1 d . . .
H17A H 0.7978 -0.2916 0.3433 0.051 Uiso 1 1 calc R . .
H17B H 0.7236 -0.3354 0.4055 0.051 Uiso 1 1 calc R . .
C6 C 0.3423(3) 0.1746(3) 0.2673(3) 0.0444(6) Uani 1 1 d . . .
C21 C 0.8920(3) 0.2570(3) 0.5305(3) 0.0469(6) Uani 1 1 d . . .
H21 H 0.8887 0.3083 0.4921 0.056 Uiso 1 1 calc R . .
C1 C 0.4990(3) -0.2971(2) 0.3128(3) 0.0430(6) Uani 1 1 d . . .
H1A H 0.5307 -0.2759 0.3999 0.052 Uiso 1 1 calc R . .
H1B H 0.4556 -0.3833 0.2669 0.052 Uiso 1 1 calc R . .
C7 C 0.4674(3) 0.1975(3) 0.3596(3) 0.0460(6) Uani 1 1 d . . .
H7 H 0.5230 0.2755 0.4038 0.055 Uiso 1 1 calc R . .
C13 C 0.8358(3) 0.0431(3) 0.1205(3) 0.0451(6) Uani 1 1 d . . .
H13 H 0.9131 0.0492 0.1133 0.054 Uiso 1 1 calc R . .
C20 C 0.8591(3) 0.1324(3) 0.4628(2) 0.0460(6) Uani 1 1 d . . .
H22 H 0.8354 0.0997 0.3790 0.055 Uiso 1 1 calc R . .
C18 C 0.8013(3) -0.1502(2) 0.4913(3) 0.0443(6) Uani 1 1 d . . .
H18A H 0.7434 -0.1296 0.5290 0.053 Uiso 1 1 calc R . .
H18B H 0.8837 -0.1505 0.5523 0.053 Uiso 1 1 calc R . .
C4 C 0.3009(3) -0.0356(3) 0.2266(3) 0.0460(6) Uani 1 1 d . . .
H4 H 0.2452 -0.1135 0.1818 0.055 Uiso 1 1 calc R . .
C2 C 0.4035(3) -0.2250(2) 0.2749(3) 0.0463(6) Uani 1 1 d . . .
H2A H 0.3710 -0.2451 0.1879 0.056 Uiso 1 1 calc R . .
H2B H 0.3298 -0.2409 0.2908 0.056 Uiso 1 1 calc R . .
C5 C 0.2599(3) 0.0606(3) 0.2024(3) 0.0508(7) Uani 1 1 d . . .
H5 H 0.1759 0.0469 0.1418 0.061 Uiso 1 1 calc R . .
O6 O 0.5000 0.5000 0.5000 0.320(9) Uani 1 2 d S . .
O5 O 0.8293(4) 0.5149(3) 0.8645(3) 0.0809(8) Uani 1 1 d . . .
H5B H 0.837(7) 0.478(7) 0.923(7) 0.17(3) Uiso 1 1 d . . .
H5A H 0.864(5) 0.587(5) 0.902(5) 0.100(18) Uiso 1 1 d . . .
H3NB H 0.908(5) 0.300(4) 0.230(5) 0.082(13) Uiso 1 1 d . . .
H3NA H 0.804(4) 0.289(3) 0.121(3) 0.052(10) Uiso 1 1 d . . .
H3NC H 0.915(4) 0.251(4) 0.121(4) 0.076(12) Uiso 1 1 d . . .


_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
O2 C11 1.371(3) . ?
O2 C10 1.438(3) . ?
O1 C3 1.374(3) . ?
O1 C2 1.435(3) . ?
O3 C19 1.374(3) . ?
O3 C18 1.429(3) . ?
N1 C17 1.499(3) . ?
N1 C1 1.502(3) . ?
N1 C9 1.510(3) . ?
N3 C14 1.472(3) . ?
N4 C22 1.464(3) . ?
N2 C6 1.462(3) . ?
C11 C12 1.384(4) . ?
C11 C16 1.393(3) . ?
C3 C4 1.383(4) . ?
C3 C8 1.387(4) . ?
C19 C24 1.380(4) . ?
C19 C20 1.393(4) . ?
C14 C13 1.374(4) . ?
C14 C15 1.378(4) . ?
C16 C15 1.385(4) . ?
C22 C23 1.376(4) . ?
C22 C21 1.381(4) . ?
C9 C10 1.509(3) . ?
C24 C23 1.391(4) . ?
C12 C13 1.391(4) . ?
C8 C7 1.378(4) . ?
C17 C18 1.515(4) . ?
C6 C5 1.365(4) . ?
C6 C7 1.389(4) . ?
C21 C20 1.383(4) . ?
C1 C2 1.507(4) . ?
C4 C5 1.395(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O2 C10 118.58(19) . . ?
C3 O1 C2 118.2(2) . . ?
C19 O3 C18 118.7(2) . . ?
C17 N1 C1 112.8(2) . . ?
C17 N1 C9 112.75(19) . . ?
C1 N1 C9 112.4(2) . . ?
O2 C11 C12 124.2(2) . . ?
O2 C11 C16 115.4(2) . . ?
C12 C11 C16 120.3(2) . . ?
O1 C3 C4 124.4(2) . . ?
O1 C3 C8 115.4(2) . . ?
C4 C3 C8 120.2(2) . . ?
O3 C19 C24 124.5(2) . . ?
O3 C19 C20 115.3(2) . . ?
C24 C19 C20 120.2(2) . . ?
C13 C14 C15 121.3(2) . . ?
C13 C14 N3 118.7(3) . . ?
C15 C14 N3 120.0(2) . . ?
C15 C16 C11 120.0(2) . . ?
C23 C22 C21 120.9(2) . . ?
C23 C22 N4 119.0(2) . . ?
C21 C22 N4 120.2(2) . . ?
C10 C9 N1 108.48(19) . . ?
C19 C24 C23 119.5(2) . . ?
C11 C12 C13 119.3(2) . . ?
C22 C23 C24 119.9(2) . . ?
C7 C8 C3 120.4(3) . . ?
C14 C15 C16 119.2(2) . . ?
O2 C10 C9 104.8(2) . . ?
N1 C17 C18 109.7(2) . . ?
C5 C6 C7 120.8(3) . . ?
C5 C6 N2 120.1(3) . . ?
C7 C6 N2 119.1(3) . . ?
C22 C21 C20 119.4(2) . . ?
N1 C1 C2 109.4(2) . . ?
C8 C7 C6 119.1(3) . . ?
C14 C13 C12 119.9(2) . . ?
C21 C20 C19 120.0(2) . . ?
O3 C18 C17 104.8(2) . . ?
C3 C4 C5 119.0(3) . . ?
O1 C2 C1 104.6(2) . . ?
C6 C5 C4 120.4(3) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        28.83
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.051
_database_code_depnum_ccdc_archive 'CCDC 961081'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_LH4-4Br-5H2O

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H34 N4 O3, 4(Br), 4(H2 O), H O'
_chemical_formula_sum            'C24 H44 Br4 N4 O8'
_chemical_formula_weight         835.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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                   12.6464(4)
_cell_length_b                   11.5355(4)
_cell_length_c                   24.2735(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.935(2)
_cell_angle_gamma                90.00
_cell_volume                     3421.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      20.58

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1676
_exptl_absorpt_coefficient_mu    4.751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.352
_exptl_absorpt_correction_T_max  0.468
_exptl_absorpt_process_details   SADBAS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30309
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.06
_diffrn_reflns_theta_max         28.71
_reflns_number_total             8779
_reflns_number_gt                6895
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.8374P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4315
_refine_ls_number_parameters     404
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.1205
_refine_ls_wR_factor_gt          0.1029
_refine_ls_goodness_of_fit_ref   0.887
_refine_ls_restrained_S_all      0.886
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.003

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
H5OA H 0.922(10) 0.596(11) 0.413(5) 0.19(6) Uiso 1 1 d . . .
Br1 Br 0.83664(5) 0.94749(5) 0.18123(2) 0.0574(2) Uani 1 1 d . . .
Br2 Br 0.06575(5) 0.17718(5) 0.50516(3) 0.0598(2) Uani 1 1 d . . .
Br3 Br 0.05031(5) 0.08102(5) 0.33550(2) 0.0554(2) Uani 1 1 d . . .
Br4 Br 0.27595(5) 0.50420(5) 0.52049(3) 0.0586(2) Uani 1 1 d . . .
N4 N 0.7744(3) 0.7830(4) 0.0701(2) 0.0509(12) Uani 1 1 d . . .
H4A H 0.7676 0.8356 0.0427 0.076 Uiso 1 1 calc R . .
H4B H 0.8188 0.7266 0.0649 0.076 Uiso 1 1 calc R . .
H4C H 0.8023 0.8163 0.1038 0.076 Uiso 1 1 calc R . .
N1 N 0.2653(4) 0.5175(3) 0.15318(18) 0.0369(11) Uani 1 1 d . . .
N2 N 0.7835(4) 0.1791(4) 0.0954(2) 0.0555(13) Uani 1 1 d . . .
H2NB H 0.8232 0.1354 0.1234 0.083 Uiso 1 1 calc R . .
H2NA H 0.8231 0.2395 0.0896 0.083 Uiso 1 1 calc R . .
H2NC H 0.7635 0.1373 0.0636 0.083 Uiso 1 1 calc R . .
N3 N 0.8949(3) 0.5481(4) 0.2942(2) 0.0545(12) Uani 1 1 d . . .
H3A H 0.9205 0.5614 0.2639 0.082 Uiso 1 1 calc R . .
H3B H 0.9064 0.4743 0.3047 0.082 Uiso 1 1 calc R . .
H3C H 0.9291 0.5939 0.3227 0.082 Uiso 1 1 calc R . .
C19 C 0.5040(4) 0.3007(4) 0.1415(2) 0.0396(13) Uani 1 1 d . . .
C6 C 0.6665(4) 0.7342(4) 0.0686(2) 0.0408(13) Uani 1 1 d . . .
C3 C 0.4657(4) 0.6462(4) 0.0702(2) 0.0411(13) Uani 1 1 d . . .
C11 C 0.5542(4) 0.6106(4) 0.2492(2) 0.0406(13) Uani 1 1 d . . .
C12 C 0.5988(4) 0.5403(5) 0.2951(2) 0.0474(14) Uani 1 1 d . . .
H17 H 0.5545 0.5060 0.3156 0.057 Uiso 1 1 calc R . .
C24 C 0.6058(4) 0.3404(5) 0.1693(2) 0.0506(15) Uani 1 1 d . . .
H8 H 0.6134 0.3948 0.1984 0.061 Uiso 1 1 calc R . .
C23 C 0.6965(4) 0.3001(5) 0.1545(3) 0.0516(15) Uani 1 1 d . . .
H12 H 0.7657 0.3264 0.1736 0.062 Uiso 1 1 calc R . .
C10 C 0.3666(4) 0.5689(5) 0.2505(2) 0.0476(14) Uani 1 1 d . . .
H10B H 0.3626 0.6021 0.2866 0.057 Uiso 1 1 calc R . .
H10A H 0.3862 0.4876 0.2561 0.057 Uiso 1 1 calc R . .
C16 C 0.6209(4) 0.6655(5) 0.2204(2) 0.0471(14) Uani 1 1 d . . .
H14 H 0.5903 0.7157 0.1906 0.057 Uiso 1 1 calc R . .
C22 C 0.6850(4) 0.2207(4) 0.1112(2) 0.0430(13) Uani 1 1 d . . .
C2 C 0.2816(4) 0.6607(4) 0.0812(3) 0.0479(14) Uani 1 1 d . . .
H2B H 0.2451 0.7005 0.0462 0.057 Uiso 1 1 calc R . .
H2A H 0.3076 0.7178 0.1109 0.057 Uiso 1 1 calc R . .
C8 C 0.5490(4) 0.5722(4) 0.0656(2) 0.0445(13) Uani 1 1 d . . .
H20 H 0.5371 0.4926 0.0630 0.053 Uiso 1 1 calc R . .
C14 C 0.7756(4) 0.5727(4) 0.2796(2) 0.0441(14) Uani 1 1 d . . .
C7 C 0.6498(5) 0.6166(5) 0.0647(2) 0.0478(14) Uani 1 1 d . . .
H21 H 0.7061 0.5673 0.0615 0.057 Uiso 1 1 calc R . .
C17 C 0.2374(4) 0.3917(4) 0.1558(2) 0.0457(13) Uani 1 1 d . . .
H5A H 0.1609 0.3794 0.1365 0.055 Uiso 1 1 calc R . .
H5B H 0.2490 0.3680 0.1952 0.055 Uiso 1 1 calc R . .
C20 C 0.4926(4) 0.2208(4) 0.0977(2) 0.0430(13) Uani 1 1 d . . .
H10 H 0.4236 0.1941 0.0783 0.052 Uiso 1 1 calc R . .
C1 C 0.2054(4) 0.5757(4) 0.0982(2) 0.0450(14) Uani 1 1 d . . .
H1A H 0.1815 0.5180 0.0685 0.054 Uiso 1 1 calc R . .
H1B H 0.1414 0.6158 0.1035 0.054 Uiso 1 1 calc R . .
C4 C 0.4818(4) 0.7639(4) 0.0716(2) 0.0455(14) Uani 1 1 d . . .
H24 H 0.4248 0.8140 0.0728 0.055 Uiso 1 1 calc R . .
C13 C 0.7121(4) 0.5209(5) 0.3103(2) 0.0478(14) Uani 1 1 d . . .
H18 H 0.7438 0.4732 0.3411 0.057 Uiso 1 1 calc R . .
C18 C 0.3087(4) 0.3202(4) 0.1275(3) 0.0508(15) Uani 1 1 d . . .
H6A H 0.2930 0.2382 0.1293 0.061 Uiso 1 1 calc R . .
H6B H 0.2979 0.3425 0.0879 0.061 Uiso 1 1 calc R . .
C21 C 0.5847(5) 0.1815(4) 0.0833(2) 0.0498(15) Uani 1 1 d . . .
H11 H 0.5780 0.1276 0.0541 0.060 Uiso 1 1 calc R . .
C15 C 0.7308(4) 0.6470(5) 0.2350(2) 0.0470(14) Uani 1 1 d . . .
H15 H 0.7752 0.6839 0.2153 0.056 Uiso 1 1 calc R . .
C9 C 0.2592(4) 0.5833(5) 0.2059(2) 0.0449(14) Uani 1 1 d . . .
H9B H 0.1997 0.5535 0.2203 0.054 Uiso 1 1 calc R . .
H9A H 0.2456 0.6647 0.1969 0.054 Uiso 1 1 calc R . .
C5 C 0.5834(5) 0.8076(5) 0.0711(2) 0.0493(14) Uani 1 1 d . . .
H23 H 0.5950 0.8872 0.0724 0.059 Uiso 1 1 calc R . .
O1 O 0.3697(3) 0.5920(3) 0.07292(16) 0.0495(10) Uani 1 1 d . . .
O2 O 0.4441(3) 0.6301(3) 0.22763(15) 0.0506(9) Uani 1 1 d . . .
O3 O 0.4185(3) 0.3462(3) 0.15996(15) 0.0474(9) Uani 1 1 d . . .
O4 O 0.8664(5) 0.1170(5) 0.5634(3) 0.0803(15) Uani 1 1 d . . .
O5 O 0.9897(5) 0.6205(5) 0.4066(2) 0.0764(14) Uani 1 1 d . . .
O6 O 0.1035(4) 0.8196(4) 0.1687(4) 0.108(2) Uani 1 1 d D . .
O7 O 0.9324(6) 0.4007(6) 0.4390(3) 0.1048(18) Uani 1 1 d D . .
O8 O 1.0024(6) 0.2901(6) 0.2063(3) 0.1047(19) Uani 1 1 d D . .
H50 H 0.331(3) 0.518(3) 0.1548(15) 0.000(10) Uiso 1 1 d . . .
H5OB H 0.960(9) 0.667(10) 0.429(5) 0.14(5) Uiso 1 1 d . . .
H4OB H 0.889(7) 0.071(7) 0.587(3) 0.09(3) Uiso 1 1 d . . .
H8OB H 1.02(2) 0.359(12) 0.227(11) 0.52(18) Uiso 1 1 d D . .
H8OA H 0.966(10) 0.272(11) 0.232(5) 0.18(6) Uiso 1 1 d . . .
H6O H 0.081(7) 0.787(7) 0.196(3) 0.12(4) Uiso 1 1 d D . .
H7OB H 0.924(8) 0.355(7) 0.406(2) 0.14(4) Uiso 1 1 d D . .
H7OA H 0.996(11) 0.362(19) 0.458(9) 0.47(15) Uiso 1 1 d D . .
H4OA H 0.935(6) 0.140(7) 0.571(3) 0.10(3) Uiso 1 1 d . . .


_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
N4 C6 1.468(6) . ?
N1 C17 1.498(6) . ?
N1 C9 1.507(6) . ?
N1 C1 1.510(7) . ?
N2 C22 1.475(6) . ?
N3 C14 1.485(7) . ?
C19 C24 1.370(7) . ?
C19 O3 1.377(6) . ?
C19 C20 1.386(7) . ?
C6 C5 1.362(7) . ?
C6 C7 1.372(7) . ?
C3 C4 1.372(7) . ?
C3 O1 1.382(6) . ?
C3 C8 1.383(7) . ?
C11 O2 1.373(6) . ?
C11 C12 1.375(7) . ?
C11 C16 1.380(7) . ?
C12 C13 1.403(7) . ?
C24 C23 1.370(7) . ?
C23 C22 1.372(8) . ?
C10 O2 1.430(6) . ?
C10 C9 1.512(7) . ?
C16 C15 1.360(7) . ?
C22 C21 1.353(7) . ?
C2 O1 1.423(6) . ?
C2 C1 1.506(7) . ?
C8 C7 1.379(7) . ?
C14 C13 1.367(8) . ?
C14 C15 1.381(7) . ?
C17 C18 1.512(7) . ?
C20 C21 1.377(7) . ?
C4 C5 1.383(7) . ?
C18 O3 1.440(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
C17 N1 C9 112.8(4) . . ?
C17 N1 C1 113.4(4) . . ?
C9 N1 C1 113.7(4) . . ?
C24 C19 O3 115.4(5) . . ?
C24 C19 C20 120.0(5) . . ?
O3 C19 C20 124.6(5) . . ?
C5 C6 C7 120.7(5) . . ?
C5 C6 N4 118.9(5) . . ?
C7 C6 N4 120.4(5) . . ?
C4 C3 O1 125.0(5) . . ?
C4 C3 C8 120.1(5) . . ?
O1 C3 C8 114.9(4) . . ?
O2 C11 C12 124.7(5) . . ?
O2 C11 C16 115.1(5) . . ?
C12 C11 C16 120.2(5) . . ?
C11 C12 C13 119.1(5) . . ?
C23 C24 C19 120.0(5) . . ?
C24 C23 C22 119.9(5) . . ?
O2 C10 C9 104.4(4) . . ?
C15 C16 C11 120.8(5) . . ?
C21 C22 C23 120.5(5) . . ?
C21 C22 N2 120.4(5) . . ?
C23 C22 N2 119.1(5) . . ?
O1 C2 C1 104.8(4) . . ?
C7 C8 C3 119.9(5) . . ?
C13 C14 C15 121.2(5) . . ?
C13 C14 N3 119.3(5) . . ?
C15 C14 N3 119.5(5) . . ?
C6 C7 C8 119.5(5) . . ?
N1 C17 C18 109.6(4) . . ?
C21 C20 C19 119.1(5) . . ?
C2 C1 N1 108.8(4) . . ?
C3 C4 C5 119.5(5) . . ?
C14 C13 C12 119.3(5) . . ?
O3 C18 C17 104.0(4) . . ?
C22 C21 C20 120.5(5) . . ?
C16 C15 C14 119.2(5) . . ?
N1 C9 C10 108.6(4) . . ?
C6 C5 C4 120.2(5) . . ?
C3 O1 C2 119.0(4) . . ?
C11 O2 C10 120.0(4) . . ?
C19 O3 C18 118.0(4) . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        28.71
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.451
_refine_diff_density_min         -0.638
_refine_diff_density_rms         0.069
_database_code_depnum_ccdc_archive 'CCDC 961082'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_[4LH4-16I-7H2O]

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '4(C24 H34 N4 O3), O2, 16(I), 4(H2 O), O'
_chemical_formula_sum            'C96 H150 I16 N16 O19'

_chemical_formula_weight         3862.67

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.6814(6)
_cell_length_b                   13.0383(6)
_cell_length_c                   20.9938(10)
_cell_angle_alpha                75.377(2)
_cell_angle_beta                 87.245(2)
_cell_angle_gamma                88.453(2)
_cell_volume                     3354.5(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      25.69

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.909
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1832.00
_exptl_absorpt_coefficient_mu    3.750
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.514
_exptl_absorpt_correction_T_max  0.638
_exptl_absorpt_process_details   SADBAS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            42264
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_sigmaI/netI    0.0509
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.00
_diffrn_reflns_theta_max         27.78
_reflns_number_total             15796
_reflns_number_gt                8849
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0746P)²+19.7972P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         14556
_refine_ls_number_parameters     694
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0965
_refine_ls_R_factor_gt           0.0677
_refine_ls_wR_factor_ref         0.1946
_refine_ls_wR_factor_gt          0.1751
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.003

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
O5 O 0.4060(5) 0.4771(6) 0.5598(3) 0.0584(17) Uani 1 1 d . . .
O4 O 0.2063(5) 0.4050(6) 0.6812(4) 0.0669(19) Uani 1 1 d . . .
O6 O 0.1495(6) 0.5677(6) 0.5006(3) 0.0658(19) Uani 1 1 d . . .
N5 N 0.2538(6) 0.6030(7) 0.6068(4) 0.054(2) Uani 1 1 d . . .
N7 N 0.5538(10) 0.0586(8) 0.5933(8) 0.133(6) Uani 1 1 d . . .
H7NC H 0.6084 0.0451 0.6195 0.200 Uiso 1 1 calc R . .
H7NB H 0.5734 0.0488 0.5540 0.200 Uiso 1 1 calc R . .
H7NA H 0.5014 0.0151 0.6111 0.200 Uiso 1 1 calc R . .
N6 N -0.0177(9) 0.0496(9) 0.6683(8) 0.127(5) Uani 1 1 d . . .
H6NB H 0.0150 -0.0104 0.6881 0.190 Uiso 1 1 calc R . .
H6NC H -0.0220 0.0529 0.6256 0.190 Uiso 1 1 calc R . .
H6NA H -0.0824 0.0513 0.6864 0.190 Uiso 1 1 calc R . .
N8 N 0.2144(7) 0.4117(8) 0.2764(4) 0.073(3) Uani 1 1 d . . .
H8NB H 0.1985 0.4589 0.2393 0.109 Uiso 1 1 calc R . .
H8NC H 0.1762 0.3538 0.2808 0.109 Uiso 1 1 calc R . .
H8NA H 0.2827 0.3947 0.2748 0.109 Uiso 1 1 calc R . .
C41 C 0.1739(8) 0.6799(9) 0.5696(5) 0.064(3) Uani 1 1 d . . .
H41A H 0.1901 0.7512 0.5716 0.077 Uiso 1 1 calc R . .
H41B H 0.1041 0.6629 0.5899 0.077 Uiso 1 1 calc R . .
C42 C 0.1746(10) 0.6747(10) 0.4979(6) 0.074(3) Uani 1 1 d . . .
H42B H 0.1225 0.7233 0.4739 0.088 Uiso 1 1 calc R . .
H42A H 0.2436 0.6923 0.4765 0.088 Uiso 1 1 calc R . .
C33 C 0.3673(8) 0.6373(9) 0.5879(6) 0.065(3) Uani 1 1 d . . .
H33A H 0.3735 0.6738 0.5415 0.078 Uiso 1 1 calc R . .
H33B H 0.3881 0.6854 0.6134 0.078 Uiso 1 1 calc R . .
C34 C 0.4366(8) 0.5410(9) 0.6015(6) 0.064(3) Uani 1 1 d . . .
H34B H 0.5101 0.5606 0.5923 0.077 Uiso 1 1 calc R . .
H34A H 0.4281 0.5024 0.6474 0.077 Uiso 1 1 calc R . .
C25 C 0.2341(9) 0.5809(10) 0.6804(5) 0.066(3) Uani 1 1 d . . .
H25B H 0.2065 0.6441 0.6922 0.079 Uiso 1 1 calc R . .
H25A H 0.2994 0.5598 0.7026 0.079 Uiso 1 1 calc R . .
C35 C 0.4460(7) 0.3763(8) 0.5698(5) 0.053(2) Uani 1 1 d . . .
C36 C 0.5178(8) 0.3328(10) 0.6164(6) 0.067(3) Uani 1 1 d . . .
H36 H 0.5437 0.3725 0.6431 0.080 Uiso 1 1 calc R . .
C37 C 0.5513(10) 0.2286(12) 0.6230(7) 0.086(4) Uani 1 1 d . . .
H37 H 0.5995 0.1989 0.6548 0.103 Uiso 1 1 calc R . .
C38 C 0.5172(11) 0.1710(10) 0.5858(8) 0.085(4) Uani 1 1 d . . .
C39 C 0.4465(10) 0.2135(9) 0.5365(6) 0.072(3) Uani 1 1 d . . .
H39 H 0.4242 0.1735 0.5089 0.087 Uiso 1 1 calc R . .
C40 C 0.4107(8) 0.3170(9) 0.5298(5) 0.060(3) Uani 1 1 d . . .
H40 H 0.3624 0.3464 0.4980 0.072 Uiso 1 1 calc R . .
C43 C 0.1615(7) 0.5354(9) 0.4423(5) 0.054(2) Uani 1 1 d . . .
C48 C 0.1934(8) 0.6031(9) 0.3825(5) 0.062(3) Uani 1 1 d . . .
H48 H 0.2037 0.6747 0.3788 0.074 Uiso 1 1 calc R . .
C46 C 0.1906(8) 0.4578(9) 0.3332(5) 0.057(3) Uani 1 1 d . . .
C45 C 0.1560(9) 0.3925(10) 0.3923(5) 0.065(3) Uani 1 1 d . . .
H45 H 0.1429 0.3216 0.3952 0.078 Uiso 1 1 calc R . .
C44 C 0.1405(9) 0.4315(10) 0.4474(5) 0.064(3) Uani 1 1 d . . .
H44 H 0.1162 0.3878 0.4873 0.077 Uiso 1 1 calc R . .
C26 C 0.1548(9) 0.4925(9) 0.7005(5) 0.066(3) Uani 1 1 d . . .
H26B H 0.1392 0.4753 0.7477 0.080 Uiso 1 1 calc R . .
H26A H 0.0896 0.5122 0.6779 0.080 Uiso 1 1 calc R . .
C27 C 0.1476(8) 0.3174(9) 0.6809(5) 0.060(3) Uani 1 1 d . . .
C32 C 0.1961(9) 0.2452(11) 0.6511(6) 0.077(3) Uani 1 1 d . . .
H32 H 0.2644 0.2564 0.6328 0.092 Uiso 1 1 calc R . .
C31 C 0.1434(10) 0.1579(11) 0.6486(7) 0.090(4) Uani 1 1 d . . .
H31 H 0.1755 0.1089 0.6281 0.108 Uiso 1 1 calc R . .
C29 C -0.0028(10) 0.2098(10) 0.7078(7) 0.090(4) Uani 1 1 d . . .
H29 H -0.0698 0.1963 0.7278 0.108 Uiso 1 1 calc R . .
C28 C 0.0484(9) 0.3002(9) 0.7111(6) 0.075(3) Uani 1 1 d . . .
H28 H 0.0172 0.3478 0.7329 0.090 Uiso 1 1 calc R . .
C30 C 0.0422(9) 0.1406(9) 0.6761(7) 0.080(4) Uani 1 1 d . . .
C47 C 0.2094(9) 0.5608(10) 0.3281(5) 0.066(3) Uani 1 1 d . . .
H47 H 0.2334 0.6040 0.2879 0.079 Uiso 1 1 calc R . .
O2 O 0.8976(5) -0.0494(5) 0.0603(3) 0.0515(16) Uani 1 1 d . . .
O3 O 0.7147(5) -0.1157(5) 0.1994(3) 0.0538(16) Uani 1 1 d . . .
O1 O 0.6265(5) -0.0395(5) 0.0303(3) 0.0528(16) Uani 1 1 d . . .
N1 N 0.7490(5) -0.2079(6) 0.0944(4) 0.0421(17) Uani 1 1 d . . .
N4 N 0.5483(6) 0.2792(6) 0.2129(4) 0.0516(19) Uani 1 1 d . . .
H4NA H 0.4994 0.2971 0.1829 0.077 Uiso 1 1 calc R . .
H4NB H 0.6002 0.3260 0.2031 0.077 Uiso 1 1 calc R . .
H4NC H 0.5195 0.2788 0.2525 0.077 Uiso 1 1 calc R . .
N2 N 0.6478(7) 0.3996(7) -0.0706(4) 0.065(2) Uani 1 1 d . . .
H2NC H 0.7129 0.4163 -0.0869 0.098 Uiso 1 1 calc R . .
H2NB H 0.6329 0.4299 -0.0376 0.098 Uiso 1 1 calc R . .
H2NA H 0.6020 0.4226 -0.1020 0.098 Uiso 1 1 calc R . .
N3 N 1.0373(7) 0.3217(7) 0.1147(4) 0.062(2) Uani 1 1 d . . .
H3NB H 1.0064 0.3769 0.0878 0.093 Uiso 1 1 calc R . .
H3NA H 1.1071 0.3279 0.1095 0.093 Uiso 1 1 calc R . .
H3NC H 1.0176 0.3198 0.1563 0.093 Uiso 1 1 calc R . .
C17 C 0.7200(8) -0.2710(7) 0.1632(5) 0.050(2) Uani 1 1 d . . .
H17B H 0.7833 -0.2924 0.1876 0.060 Uiso 1 1 calc R . .
H17A H 0.6829 -0.3343 0.1617 0.060 Uiso 1 1 calc R . .
C18 C 0.6498(8) -0.2026(8) 0.1970(5) 0.060(3) Uani 1 1 d . . .
H18A H 0.5878 -0.1778 0.1720 0.072 Uiso 1 1 calc R . .
H18B H 0.6275 -0.2418 0.2410 0.072 Uiso 1 1 calc R . .
C1 C 0.6693(7) -0.2166(7) 0.0446(5) 0.052(2) Uani 1 1 d . . .
H3B H 0.6906 -0.2727 0.0237 0.063 Uiso 1 1 calc R . .
H1A H 0.6005 -0.2336 0.0665 0.063 Uiso 1 1 calc R . .
C2 C 0.6631(8) -0.1127(8) -0.0064(5) 0.058(3) Uani 1 1 d . . .
H2A H 0.7318 -0.0930 -0.0275 0.069 Uiso 1 1 calc R . .
H2B H 0.6140 -0.1163 -0.0398 0.069 Uiso 1 1 calc R . .
C9 C 0.8613(7) -0.2272(7) 0.0732(5) 0.051(2) Uani 1 1 d . . .
H9A H 0.8672 -0.2152 0.0257 0.062 Uiso 1 1 calc R . .
H9B H 0.8819 -0.3001 0.0928 0.062 Uiso 1 1 calc R . .
C10 C 0.9334(7) -0.1530(7) 0.0948(5) 0.053(2) Uani 1 1 d . . .
H10A H 0.9267 -0.1620 0.1421 0.064 Uiso 1 1 calc R . .
H10B H 1.0065 -0.1652 0.0825 0.064 Uiso 1 1 calc R . .
C19 C 0.6683(7) -0.0241(7) 0.2086(4) 0.046(2) Uani 1 1 d . . .
C20 C 0.5602(7) -0.0088(8) 0.2186(5) 0.051(2) Uani 1 1 d . . .
H20 H 0.5141 -0.0650 0.2240 0.061 Uiso 1 1 calc R . .
C21 C 0.5222(7) 0.0915(8) 0.2203(5) 0.051(2) Uani 1 1 d . . .
H21 H 0.4501 0.1030 0.2261 0.061 Uiso 1 1 calc R . .
C22 C 0.5909(7) 0.1739(7) 0.2135(4) 0.046(2) Uani 1 1 d . . .
C24 C 0.7366(7) 0.0582(7) 0.2046(5) 0.049(2) Uani 1 1 d . . .
H24 H 0.8090 0.0464 0.2004 0.059 Uiso 1 1 calc R . .
C5 C 0.6626(8) 0.2212(8) -0.0870(5) 0.057(2) Uani 1 1 d . . .
H5 H 0.6823 0.2519 -0.1307 0.068 Uiso 1 1 calc R . .
C6 C 0.6403(7) 0.2828(7) -0.0458(5) 0.050(2) Uani 1 1 d . . .
C7 C 0.6106(7) 0.2419(7) 0.0199(5) 0.050(2) Uani 1 1 d . . .
H7 H 0.5946 0.2862 0.0476 0.061 Uiso 1 1 calc R . .
C8 C 0.6054(7) 0.1323(8) 0.0430(5) 0.052(2) Uani 1 1 d . . .
H8 H 0.5853 0.1022 0.0868 0.062 Uiso 1 1 calc R . .
C4 C 0.6564(7) 0.1114(8) -0.0649(5) 0.053(2) Uani 1 1 d . . .
H4 H 0.6697 0.0685 -0.0938 0.063 Uiso 1 1 calc R . .
C3 C 0.6301(7) 0.0676(8) 0.0008(5) 0.049(2) Uani 1 1 d . . .
C12 C 1.0224(7) 0.0347(8) 0.1150(5) 0.051(2) Uani 1 1 d . . .
H12 H 1.0566 -0.0291 0.1333 0.062 Uiso 1 1 calc R . .
C11 C 0.9397(6) 0.0369(7) 0.0755(4) 0.044(2) Uani 1 1 d . . .
C13 C 1.0558(7) 0.1291(8) 0.1281(5) 0.055(2) Uani 1 1 d . . .
H13 H 1.1111 0.1279 0.1558 0.066 Uiso 1 1 calc R . .
C16 C 0.8913(7) 0.1323(7) 0.0457(5) 0.046(2) Uani 1 1 d . . .
H16 H 0.8375 0.1341 0.0168 0.055 Uiso 1 1 calc R . .
C14 C 1.0058(7) 0.2234(7) 0.0992(5) 0.048(2) Uani 1 1 d . . .
C15 C 0.9240(7) 0.2254(8) 0.0592(5) 0.049(2) Uani 1 1 d . . .
H15 H 0.8898 0.2892 0.0408 0.059 Uiso 1 1 calc R . .
C23 C 0.6991(7) 0.1580(8) 0.2068(5) 0.055(2) Uani 1 1 d . . .
H23 H 0.7454 0.2132 0.2039 0.066 Uiso 1 1 calc R . .
I6 I 0.09249(5) 0.58573(6) 0.14323(3) 0.0593(2) Uani 1 1 d . . .
I5 I 0.47326(5) 0.54674(5) 0.21998(3) 0.0586(2) Uani 1 1 d . . .
I2 I 0.31806(5) 0.31156(6) 0.11991(4) 0.0613(2) Uani 1 1 d . . .
I3 I 0.39237(7) 0.21985(7) 0.35810(4) 0.0773(3) Uani 1 1 d . . .
I8 I 0.99384(7) 0.22966(7) 0.28769(4) 0.0796(3) Uani 1 1 d . . .
I1 I 0.75324(7) 0.45440(6) 0.11449(5) 0.0888(3) Uani 1 1 d . . .
I7 I 0.26224(7) 0.93414(11) 0.24457(6) 0.1372(6) Uani 1 1 d . . .
I4 I 0.69090(9) 0.05529(8) 0.43985(9) 0.1535(7) Uani 1 1 d . . .
O7 O 0.9626(18) 0.1039(16) 0.5327(15) 0.202(9) Uani 1 1 d D . .
O9 O 0.5496(15) 0.5186(19) 0.0175(11) 0.226(9) Uani 1 1 d . . .
O8 O 0.0000 0.5000 0.0000 0.25(2) Uani 1 2 d S . .
O10 O 0.866(2) 0.896(3) 0.5589(19) 0.309(16) Uani 1 1 d D . .
H1N H 0.752(6) -0.142(7) 0.097(4) 0.03(2) Uiso 1 1 d . . .
H5N H 0.247(9) 0.534(10) 0.597(6) 0.08(4) Uiso 1 1 d . . .
H8O H 1.01(2) 0.09(3) 0.501(15) 0.3(2) Uiso 1 1 d D . .
H7O H 0.909(11) 0.056(15) 0.545(11) 0.23(10) Uiso 1 1 d D . .
H10O H 0.826(9) 0.893(13) 0.525(4) 0.07(4) Uiso 1 1 d D . .
H10C H 0.83(2) 0.958(10) 0.537(13) 0.31(12) Uiso 1 1 d D . .


_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
O5 C35 1.365(12) . ?
O5 C34 1.424(12) . ?
O4 C27 1.382(13) . ?
O4 C26 1.436(12) . ?
O6 C43 1.390(12) . ?
O6 C42 1.426(14) . ?
N5 C41 1.506(13) . ?
N5 C25 1.507(13) . ?
N5 C33 1.522(12) . ?
N5 H5N 0.98(12) . ?
N7 C38 1.497(16) . ?
N7 H7NC 0.8900 . ?
N7 H7NB 0.8900 . ?
N7 H7NA 0.8900 . ?
N6 C30 1.474(17) . ?
N6 H6NB 0.8900 . ?
N6 H6NC 0.8900 . ?
N6 H6NA 0.8900 . ?
N8 C46 1.481(13) . ?
N8 H8NB 0.8900 . ?
N8 H8NC 0.8900 . ?
N8 H8NA 0.8900 . ?
C41 C42 1.524(15) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42A 0.9700 . ?
C33 C34 1.489(15) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34B 0.9700 . ?
C34 H34A 0.9700 . ?
C25 C26 1.515(16) . ?
C25 H25B 0.9700 . ?
C25 H25A 0.9700 . ?
C35 C40 1.373(15) . ?
C35 C36 1.374(14) . ?
C36 C37 1.387(18) . ?
C36 H36 0.9300 . ?
C37 C38 1.31(2) . ?
C37 H37 0.9300 . ?
C38 C39 1.399(19) . ?
C39 C40 1.387(15) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C43 C44 1.364(15) . ?
C43 C48 1.390(14) . ?
C48 C47 1.392(15) . ?
C48 H48 0.9300 . ?
C46 C47 1.348(16) . ?
C46 C45 1.376(15) . ?
C45 C44 1.381(15) . ?
C45 H45 0.9300 . ?
C44 H44 0.9300 . ?
C26 H26B 0.9700 . ?
C26 H26A 0.9700 . ?
C27 C32 1.372(16) . ?
C27 C28 1.379(14) . ?
C32 C31 1.349(18) . ?
C32 H32 0.9300 . ?
C31 C30 1.383(16) . ?
C31 H31 0.9300 . ?
C29 C30 1.349(18) . ?
C29 C28 1.380(18) . ?
C29 H29 0.9300 . ?
C28 H28 0.9300 . ?
C47 H47 0.9300 . ?
O2 C11 1.372(11) . ?
O2 C10 1.435(10) . ?
O3 C19 1.370(11) . ?
O3 C18 1.429(12) . ?
O1 C3 1.378(11) . ?
O1 C2 1.427(12) . ?
N1 C17 1.504(12) . ?
N1 C9 1.505(11) . ?
N1 C1 1.516(11) . ?
N1 H1N 0.88(9) . ?
N4 C22 1.460(11) . ?
N4 H4NA 0.8900 . ?
N4 H4NB 0.8900 . ?
N4 H4NC 0.8900 . ?
N2 C6 1.483(12) . ?
N2 H2NC 0.8900 . ?
N2 H2NB 0.8900 . ?
N2 H2NA 0.8900 . ?
N3 C14 1.469(12) . ?
N3 H3NB 0.8900 . ?
N3 H3NA 0.8900 . ?
N3 H3NC 0.8900 . ?
C17 C18 1.519(13) . ?
C17 H17B 0.9700 . ?
C17 H17A 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C1 C2 1.502(14) . ?
C1 H3B 0.9700 . ?
C1 H1A 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C9 C10 1.512(13) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C19 C24 1.381(12) . ?
C19 C20 1.393(12) . ?
C20 C21 1.390(13) . ?
C20 H20 0.9300 . ?
C21 C22 1.376(13) . ?
C21 H21 0.9300 . ?
C22 C23 1.388(12) . ?
C24 C23 1.385(13) . ?
C24 H24 0.9300 . ?
C5 C6 1.337(14) . ?
C5 C4 1.392(14) . ?
C5 H5 0.9300 . ?
C6 C7 1.386(13) . ?
C7 C8 1.390(13) . ?
C7 H7 0.9300 . ?
C8 C3 1.390(14) . ?
C8 H8 0.9300 . ?
C4 C3 1.382(13) . ?
C4 H4 0.9300 . ?
C12 C11 1.363(12) . ?
C12 C13 1.407(14) . ?
C12 H12 0.9300 . ?
C11 C16 1.384(12) . ?
C13 C14 1.379(13) . ?
C13 H13 0.9300 . ?
C16 C15 1.393(13) . ?
C16 H16 0.9300 . ?
C14 C15 1.361(13) . ?
C15 H15 0.9300 . ?
C23 H23 0.9300 . ?
O7 H8O 0.92(4) . ?
O7 H7O 0.92(3) . ?
O9 O9 1.63(4) 2_665 ?
O10 H10C 0.96(6) . ?
O10 H10O 0.91(2) . ?
O10 H10C 0.96(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
C35 O5 C34 118.9(8) . . ?
C27 O4 C26 118.8(8) . . ?
C43 O6 C42 117.3(8) . . ?
C41 N5 C25 112.2(8) . . ?
C41 N5 C33 113.0(9) . . ?
C25 N5 C33 110.4(8) . . ?
C41 N5 H5N 109(7) . . ?
C25 N5 H5N 104(7) . . ?
C33 N5 H5N 107(7) . . ?
C38 N7 H7NC 109.5 . . ?
C38 N7 H7NB 109.5 . . ?
H7NC N7 H7NB 109.5 . . ?
C38 N7 H7NA 109.5 . . ?
H7NC N7 H7NA 109.5 . . ?
H7NB N7 H7NA 109.5 . . ?
C30 N6 H6NB 109.5 . . ?
C30 N6 H6NC 109.5 . . ?
H6NB N6 H6NC 109.5 . . ?
C30 N6 H6NA 109.4 . . ?
H6NB N6 H6NA 109.5 . . ?
H6NC N6 H6NA 109.5 . . ?
C46 N8 H8NB 109.5 . . ?
C46 N8 H8NC 109.4 . . ?
H8NB N8 H8NC 109.5 . . ?
C46 N8 H8NA 109.5 . . ?
H8NB N8 H8NA 109.5 . . ?
H8NC N8 H8NA 109.5 . . ?
N5 C41 C42 110.6(9) . . ?
N5 C41 H41A 109.5 . . ?
C42 C41 H41A 109.5 . . ?
N5 C41 H41B 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 108.1 . . ?
O6 C42 C41 104.9(9) . . ?
O6 C42 H42B 110.8 . . ?
C41 C42 H42B 110.8 . . ?
O6 C42 H42A 110.7 . . ?
C41 C42 H42A 110.8 . . ?
H42B C42 H42A 108.8 . . ?
C34 C33 N5 108.3(9) . . ?
C34 C33 H33A 110.0 . . ?
N5 C33 H33A 110.0 . . ?
C34 C33 H33B 110.1 . . ?
N5 C33 H33B 110.1 . . ?
H33A C33 H33B 108.4 . . ?
O5 C34 C33 107.1(9) . . ?
O5 C34 H34B 110.3 . . ?
C33 C34 H34B 110.3 . . ?
O5 C34 H34A 110.3 . . ?
C33 C34 H34A 110.3 . . ?
H34B C34 H34A 108.6 . . ?
N5 C25 C26 107.7(9) . . ?
N5 C25 H25B 110.2 . . ?
C26 C25 H25B 110.2 . . ?
N5 C25 H25A 110.1 . . ?
C26 C25 H25A 110.2 . . ?
H25B C25 H25A 108.5 . . ?
O5 C35 C40 116.4(9) . . ?
O5 C35 C36 124.0(10) . . ?
C40 C35 C36 119.6(10) . . ?
C35 C36 C37 119.0(12) . . ?
C35 C36 H36 120.5 . . ?
C37 C36 H36 120.6 . . ?
C38 C37 C36 122.0(13) . . ?
C38 C37 H37 119.0 . . ?
C36 C37 H37 119.0 . . ?
C37 C38 C39 120.7(12) . . ?
C37 C38 N7 121.5(15) . . ?
C39 C38 N7 117.7(16) . . ?
C40 C39 C38 118.2(12) . . ?
C40 C39 H39 120.9 . . ?
C38 C39 H39 120.9 . . ?
C35 C40 C39 120.5(10) . . ?
C35 C40 H40 119.8 . . ?
C39 C40 H40 119.7 . . ?
C44 C43 O6 115.6(9) . . ?
C44 C43 C48 121.3(10) . . ?
O6 C43 C48 123.1(10) . . ?
C43 C48 C47 118.2(11) . . ?
C43 C48 H48 120.9 . . ?
C47 C48 H48 120.9 . . ?
C47 C46 C45 120.5(10) . . ?
C47 C46 N8 120.2(10) . . ?
C45 C46 N8 119.1(11) . . ?
C46 C45 C44 120.4(11) . . ?
C46 C45 H45 119.8 . . ?
C44 C45 H45 119.8 . . ?
C43 C44 C45 118.8(10) . . ?
C43 C44 H44 120.6 . . ?
C45 C44 H44 120.6 . . ?
O4 C26 C25 104.0(8) . . ?
O4 C26 H26B 110.9 . . ?
C25 C26 H26B 110.9 . . ?
O4 C26 H26A 111.0 . . ?
C25 C26 H26A 111.0 . . ?
H26B C26 H26A 109.0 . . ?
C32 C27 C28 121.5(12) . . ?
C32 C27 O4 115.8(9) . . ?
C28 C27 O4 122.6(10) . . ?
C31 C32 C27 119.2(11) . . ?
C31 C32 H32 120.4 . . ?
C27 C32 H32 120.4 . . ?
C32 C31 C30 120.6(12) . . ?
C32 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C30 C29 C28 121.4(11) . . ?
C30 C29 H29 119.3 . . ?
C28 C29 H29 119.3 . . ?
C29 C28 C27 117.6(11) . . ?
C29 C28 H28 121.2 . . ?
C27 C28 H28 121.2 . . ?
C29 C30 C31 119.7(13) . . ?
C29 C30 N6 120.3(11) . . ?
C31 C30 N6 120.0(12) . . ?
C46 C47 C48 120.5(11) . . ?
C46 C47 H47 119.7 . . ?
C48 C47 H47 119.7 . . ?
C11 O2 C10 118.2(7) . . ?
C19 O3 C18 119.5(7) . . ?
C3 O1 C2 119.0(8) . . ?
C17 N1 C9 112.9(7) . . ?
C17 N1 C1 113.2(7) . . ?
C9 N1 C1 113.6(7) . . ?
C17 N1 H1N 106(5) . . ?
C9 N1 H1N 101(5) . . ?
C1 N1 H1N 109(5) . . ?
C22 N4 H4NA 109.5 . . ?
C22 N4 H4NB 109.5 . . ?
H4NA N4 H4NB 109.5 . . ?
C22 N4 H4NC 109.5 . . ?
H4NA N4 H4NC 109.5 . . ?
H4NB N4 H4NC 109.5 . . ?
C6 N2 H2NC 109.5 . . ?
C6 N2 H2NB 109.5 . . ?
H2NC N2 H2NB 109.5 . . ?
C6 N2 H2NA 109.5 . . ?
H2NC N2 H2NA 109.5 . . ?
H2NB N2 H2NA 109.5 . . ?
C14 N3 H3NB 109.5 . . ?
C14 N3 H3NA 109.4 . . ?
H3NB N3 H3NA 109.5 . . ?
C14 N3 H3NC 109.5 . . ?
H3NB N3 H3NC 109.5 . . ?
H3NA N3 H3NC 109.5 . . ?
N1 C17 C18 108.7(8) . . ?
N1 C17 H17B 110.0 . . ?
C18 C17 H17B 109.9 . . ?
N1 C17 H17A 109.9 . . ?
C18 C17 H17A 110.0 . . ?
H17B C17 H17A 108.3 . . ?
O3 C18 C17 104.6(7) . . ?
O3 C18 H18A 110.8 . . ?
C17 C18 H18A 110.8 . . ?
O3 C18 H18B 110.9 . . ?
C17 C18 H18B 110.8 . . ?
H18A C18 H18B 108.9 . . ?
C2 C1 N1 108.9(8) . . ?
C2 C1 H3B 109.9 . . ?
N1 C1 H3B 109.9 . . ?
C2 C1 H1A 109.9 . . ?
N1 C1 H1A 109.9 . . ?
H3B C1 H1A 108.3 . . ?
O1 C2 C1 103.8(8) . . ?
O1 C2 H2A 111.0 . . ?
C1 C2 H2A 111.0 . . ?
O1 C2 H2B 111.0 . . ?
C1 C2 H2B 111.0 . . ?
H2A C2 H2B 109.0 . . ?
N1 C9 C10 109.6(7) . . ?
N1 C9 H9A 109.7 . . ?
C10 C9 H9A 109.7 . . ?
N1 C9 H9B 109.8 . . ?
C10 C9 H9B 109.8 . . ?
H9A C9 H9B 108.2 . . ?
O2 C10 C9 103.9(7) . . ?
O2 C10 H10A 111.0 . . ?
C9 C10 H10A 111.0 . . ?
O2 C10 H10B 111.0 . . ?
C9 C10 H10B 111.0 . . ?
H10A C10 H10B 109.0 . . ?
O3 C19 C24 115.2(8) . . ?
O3 C19 C20 124.9(8) . . ?
C24 C19 C20 119.9(8) . . ?
C21 C20 C19 119.1(9) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C22 C21 C20 120.3(8) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C23 120.9(8) . . ?
C21 C22 N4 119.1(8) . . ?
C23 C22 N4 120.0(8) . . ?
C19 C24 C23 121.0(8) . . ?
C19 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C6 C5 C4 120.6(9) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 122.4(9) . . ?
C5 C6 N2 119.5(9) . . ?
C7 C6 N2 118.1(9) . . ?
C6 C7 C8 117.7(9) . . ?
C6 C7 H7 121.1 . . ?
C8 C7 H7 121.2 . . ?
C7 C8 C3 120.2(9) . . ?
C7 C8 H8 119.9 . . ?
C3 C8 H8 119.9 . . ?
C3 C4 C5 118.5(9) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
O1 C3 C4 125.0(9) . . ?
O1 C3 C8 114.5(8) . . ?
C4 C3 C8 120.5(9) . . ?
C11 C12 C13 120.0(9) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C11 O2 125.8(8) . . ?
C12 C11 C16 120.3(9) . . ?
O2 C11 C16 113.9(7) . . ?
C14 C13 C12 119.2(9) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C11 C16 C15 119.4(8) . . ?
C11 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C15 C14 C13 120.6(9) . . ?
C15 C14 N3 119.8(8) . . ?
C13 C14 N3 119.6(8) . . ?
C14 C15 C16 120.4(9) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C24 C23 C22 118.6(9) . . ?
C24 C23 H23 120.7 . . ?
C22 C23 H23 120.7 . . ?
H8O O7 H7O 113(10) . . ?
H10C O10 H10O 61(10) . . ?
H10C O10 H10C 0(10) . . ?
H10O O10 H10C 61(10) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.78
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         3.107
_refine_diff_density_min         -3.423
_refine_diff_density_rms         0.162
_database_code_depnum_ccdc_archive 'CCDC 978948'
