# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_p

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H72 Cl8 Cu2 N24 O24'
_chemical_formula_weight         1683.92

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/m

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

_cell_length_a                   12.992(6)
_cell_length_b                   22.249(10)
_cell_length_c                   12.953(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.056(4)
_cell_angle_gamma                90.00
_cell_volume                     3364(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4409
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      26.17

_exptl_crystal_description       block
_exptl_crystal_colour            golden
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1732
_exptl_absorpt_coefficient_mu    1.043
_exptl_absorpt_correction_type   'multi scan'
_exptl_absorpt_correction_T_min  0.7181
_exptl_absorpt_correction_T_max  0.8593
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Apex 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_%        none
_diffrn_reflns_number            14532
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0388
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.10
_diffrn_reflns_theta_max         28.18
_reflns_number_total             4180
_reflns_number_gt                3023
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.0878P)²+3.9520P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4180
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0807
_refine_ls_R_factor_gt           0.0518
_refine_ls_wR_factor_ref         0.1545
_refine_ls_wR_factor_gt          0.1376
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 0.28002(2) 0.0000 0.03130(17) Uani 1 2 d S . .
Cl1 Cl 0.35440(8) 0.21456(4) -0.05099(8) 0.0510(3) Uani 1 1 d . . .
Cl2 Cl 0.45031(8) 0.34561(4) 0.10168(7) 0.0465(2) Uani 1 1 d . . .
O1W O 0.2407(5) 0.05320(17) 0.5514(4) 0.1083(15) Uani 1 1 d . . .
O2W O 0.7373(3) 0.08629(14) 0.1510(3) 0.0633(8) Uani 1 1 d . . .
O3W O 0.0559(3) 0.05441(14) 0.7053(3) 0.0721(9) Uani 1 1 d . . .
O1 O 0.57645(19) 0.08140(11) 0.2377(2) 0.0403(6) Uani 1 1 d . . .
N1 N 0.2163(2) 0.05445(13) 0.1821(2) 0.0344(6) Uani 1 1 d . . .
C1 C 0.1498(4) 0.0000 0.1446(4) 0.0376(10) Uani 1 2 d S . .
H1A H 0.1103 0.0000 0.0613 0.045 Uiso 1 2 calc SR . .
H1B H 0.0921 0.0000 0.1730 0.045 Uiso 1 2 calc SR . .
O2 O 0.15859(19) 0.08169(11) 0.3211(2) 0.0398(6) Uani 1 1 d . . .
N2 N 0.3617(2) 0.20880(12) 0.4239(2) 0.0318(6) Uani 1 1 d . . .
C2 C 0.3998(4) 0.0000 0.0944(4) 0.0342(10) Uani 1 2 d S . .
H2A H 0.3442 0.0000 0.0143 0.041 Uiso 1 2 calc SR . .
H2B H 0.4756 0.0000 0.0970 0.041 Uiso 1 2 calc SR . .
O3 O 0.7081(2) 0.16886(11) 0.4554(2) 0.0400(5) Uani 1 1 d . . .
N3 N 0.3860(2) 0.05441(12) 0.1478(2) 0.0330(6) Uani 1 1 d . . .
C3 C 0.4984(3) 0.19937(15) 0.2675(3) 0.0321(7) Uani 1 1 d . . .
H3A H 0.5672 0.1957 0.2564 0.039 Uiso 1 1 calc R . .
H3B H 0.4542 0.2327 0.2208 0.039 Uiso 1 1 calc R . .
N4 N 0.5308(2) 0.21299(12) 0.3872(2) 0.0318(6) Uani 1 1 d . . .
C4 C 0.3066(3) 0.14453(14) 0.1749(2) 0.0301(6) Uani 1 1 d . . .
H4A H 0.2741 0.1764 0.1173 0.036 Uiso 1 1 calc R . .
N5 N 0.2596(2) 0.14541(12) 0.2581(2) 0.0321(6) Uani 1 1 d . . .
C5 C 0.2754(3) 0.08144(15) 0.1209(3) 0.0311(7) Uani 1 1 d . . .
H5A H 0.2267 0.0833 0.0379 0.037 Uiso 1 1 calc R . .
N6 N 0.4317(2) 0.14472(12) 0.2278(2) 0.0313(6) Uani 1 1 d . . .
C6 C 0.4601(3) 0.24417(14) 0.4328(3) 0.0306(7) Uani 1 1 d . . .
C7 C 0.2072(3) 0.09309(15) 0.2597(3) 0.0327(7) Uani 1 1 d . . .
C8 C 0.4242(4) 0.30604(16) 0.3776(3) 0.0453(9) Uani 1 1 d . . .
H8A H 0.3803 0.3016 0.2961 0.068 Uiso 1 1 calc R . .
H8B H 0.4913 0.3297 0.3932 0.068 Uiso 1 1 calc R . .
H8C H 0.3785 0.3258 0.4089 0.068 Uiso 1 1 calc R . .
C9 C 0.6328(3) 0.19370(14) 0.4708(3) 0.0306(6) Uani 1 1 d . . .
C10 C 0.2570(3) 0.19880(15) 0.3207(3) 0.0331(7) Uani 1 1 d . . .
H10A H 0.2425 0.2334 0.2707 0.040 Uiso 1 1 calc R . .
H10B H 0.1938 0.1955 0.3413 0.040 Uiso 1 1 calc R . .
C11 C 0.4742(3) 0.09275(14) 0.2076(3) 0.0307(6) Uani 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
Cu1 Cl2 2.2424(11) . ?
Cu1 Cl2 2.2424(11) 2_655 ?
Cu1 Cl1 2.2445(12) . ?
Cu1 Cl1 2.2445(12) 2_655 ?
O1 C11 1.235(4) . ?
N1 C7 1.366(4) . ?
N1 C1 1.443(4) . ?
N1 C5 1.454(4) . ?
C1 N1 1.443(4) 6 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
O2 C7 1.240(4) . ?
N2 C9 1.376(4) 2_656 ?
N2 C10 1.446(4) . ?
N2 C6 1.462(4) . ?
C2 N3 1.444(3) 6 ?
C2 N3 1.444(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
O3 C9 1.214(4) . ?
N3 C11 1.364(4) . ?
N3 C5 1.451(4) . ?
C3 N4 1.448(4) . ?
C3 N6 1.450(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
N4 C9 1.361(4) . ?
N4 C6 1.467(4) . ?
C4 N5 1.454(4) . ?
C4 N6 1.460(4) . ?
C4 C5 1.541(5) . ?
C4 H4A 0.9800 . ?
N5 C7 1.353(4) . ?
N5 C10 1.447(4) . ?
C5 H5A 0.9800 . ?
N6 C11 1.356(4) . ?
C6 C8 1.526(5) . ?
C6 C6 1.588(6) 2_656 ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N2 1.376(4) 2_656 ?
C10 H10A 0.9700 . ?
C10 H10B 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
Cl2 Cu1 Cl2 98.79(7) . 2_655 ?
Cl2 Cu1 Cl1 99.92(5) . . ?
Cl2 Cu1 Cl1 132.24(4) 2_655 . ?
Cl2 Cu1 Cl1 132.24(4) . 2_655 ?
Cl2 Cu1 Cl1 99.92(5) 2_655 2_655 ?
Cl1 Cu1 Cl1 99.09(7) . 2_655 ?
C7 N1 C1 123.0(3) . . ?
C7 N1 C5 112.2(3) . . ?
C1 N1 C5 123.0(3) . . ?
N1 C1 N1 114.2(4) . 6 ?
N1 C1 H1A 108.7 . . ?
N1 C1 H1A 108.7 6 . ?
N1 C1 H1B 108.7 . . ?
N1 C1 H1B 108.7 6 . ?
H1A C1 H1B 107.6 . . ?
C9 N2 C10 119.8(3) 2_656 . ?
C9 N2 C6 113.0(3) 2_656 . ?
C10 N2 C6 126.2(2) . . ?
N3 C2 N3 113.9(3) 6 . ?
N3 C2 H2A 108.8 6 . ?
N3 C2 H2A 108.8 . . ?
N3 C2 H2B 108.8 6 . ?
N3 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C11 N3 C2 123.0(3) . . ?
C11 N3 C5 111.9(3) . . ?
C2 N3 C5 123.4(3) . . ?
N4 C3 N6 113.8(2) . . ?
N4 C3 H3A 108.8 . . ?
N6 C3 H3A 108.8 . . ?
N4 C3 H3B 108.8 . . ?
N6 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C9 N4 C3 120.6(2) . . ?
C9 N4 C6 113.1(2) . . ?
C3 N4 C6 126.2(3) . . ?
N5 C4 N6 113.3(2) . . ?
N5 C4 C5 103.6(2) . . ?
N6 C4 C5 103.5(2) . . ?
N5 C4 H4A 112.0 . . ?
N6 C4 H4A 112.0 . . ?
C5 C4 H4A 112.0 . . ?
C7 N5 C10 124.1(2) . . ?
C7 N5 C4 112.2(3) . . ?
C10 N5 C4 123.2(3) . . ?
N3 C5 N1 113.7(3) . . ?
N3 C5 C4 103.5(2) . . ?
N1 C5 C4 103.1(2) . . ?
N3 C5 H5A 112.0 . . ?
N1 C5 H5A 112.0 . . ?
C4 C5 H5A 112.0 . . ?
C11 N6 C3 123.6(3) . . ?
C11 N6 C4 111.8(3) . . ?
C3 N6 C4 122.5(3) . . ?
N2 C6 N4 113.3(3) . . ?
N2 C6 C8 111.8(3) . . ?
N4 C6 C8 110.8(2) . . ?
N2 C6 C6 102.3(2) . 2_656 ?
N4 C6 C6 102.6(3) . 2_656 ?
C8 C6 C6 115.56(19) . 2_656 ?
O2 C7 N5 126.0(3) . . ?
O2 C7 N1 125.1(3) . . ?
N5 C7 N1 108.9(3) . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O3 C9 N4 125.9(3) . . ?
O3 C9 N2 125.4(3) . 2_656 ?
N4 C9 N2 108.7(3) . 2_656 ?
N2 C10 N5 113.6(2) . . ?
N2 C10 H10A 108.8 . . ?
N5 C10 H10A 108.8 . . ?
N2 C10 H10B 108.8 . . ?
N5 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
O1 C11 N6 125.9(3) . . ?
O1 C11 N3 124.8(3) . . ?
N6 C11 N3 109.3(3) . . ?

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
C7 N1 C1 N1 -112.2(4) . . . 6 ?
C5 N1 C1 N1 84.4(5) . . . 6 ?
N3 C2 N3 C11 111.6(4) 6 . . . ?
N3 C2 N3 C5 -84.0(4) 6 . . . ?
N6 C3 N4 C9 92.5(3) . . . . ?
N6 C3 N4 C6 -83.7(4) . . . . ?
N6 C4 N5 C7 -111.3(3) . . . . ?
C5 C4 N5 C7 0.1(3) . . . . ?
N6 C4 N5 C10 76.0(4) . . . . ?
C5 C4 N5 C10 -172.6(3) . . . . ?
C11 N3 C5 N1 -111.6(3) . . . . ?
C2 N3 C5 N1 82.5(4) . . . . ?
C11 N3 C5 C4 -0.6(3) . . . . ?
C2 N3 C5 C4 -166.4(3) . . . . ?
C7 N1 C5 N3 112.8(3) . . . . ?
C1 N1 C5 N3 -82.3(4) . . . . ?
C7 N1 C5 C4 1.5(3) . . . . ?
C1 N1 C5 C4 166.4(3) . . . . ?
N5 C4 C5 N3 -119.6(2) . . . . ?
N6 C4 C5 N3 -1.1(3) . . . . ?
N5 C4 C5 N1 -0.9(3) . . . . ?
N6 C4 C5 N1 117.5(2) . . . . ?
N4 C3 N6 C11 -106.0(3) . . . . ?
N4 C3 N6 C4 92.0(3) . . . . ?
N5 C4 N6 C11 114.0(3) . . . . ?
C5 C4 N6 C11 2.5(3) . . . . ?
N5 C4 N6 C3 -82.1(3) . . . . ?
C5 C4 N6 C3 166.4(2) . . . . ?
C9 N2 C6 N4 115.2(3) 2_656 . . . ?
C10 N2 C6 N4 -76.2(4) . . . . ?
C9 N2 C6 C8 -118.8(3) 2_656 . . . ?
C10 N2 C6 C8 49.8(4) . . . . ?
C9 N2 C6 C6 5.5(3) 2_656 . . 2_656 ?
C10 N2 C6 C6 174.1(3) . . . 2_656 ?
C9 N4 C6 N2 -107.2(3) . . . . ?
C3 N4 C6 N2 69.2(4) . . . . ?
C9 N4 C6 C8 126.2(3) . . . . ?
C3 N4 C6 C8 -57.4(4) . . . . ?
C9 N4 C6 C6 2.3(3) . . . 2_656 ?
C3 N4 C6 C6 178.8(3) . . . 2_656 ?
C10 N5 C7 O2 -6.4(5) . . . . ?
C4 N5 C7 O2 -179.0(3) . . . . ?
C10 N5 C7 N1 173.5(3) . . . . ?
C4 N5 C7 N1 0.9(3) . . . . ?
C1 N1 C7 O2 13.4(5) . . . . ?
C5 N1 C7 O2 178.4(3) . . . . ?
C1 N1 C7 N5 -166.5(3) . . . . ?
C5 N1 C7 N5 -1.5(3) . . . . ?
C3 N4 C9 O3 6.3(5) . . . . ?
C6 N4 C9 O3 -177.0(3) . . . . ?
C3 N4 C9 N2 -175.7(3) . . . 2_656 ?
C6 N4 C9 N2 1.0(3) . . . 2_656 ?
C9 N2 C10 N5 -101.1(3) 2_656 . . . ?
C6 N2 C10 N5 91.1(4) . . . . ?
C7 N5 C10 N2 102.9(3) . . . . ?
C4 N5 C10 N2 -85.3(3) . . . . ?
C3 N6 C11 O1 13.1(5) . . . . ?
C4 N6 C11 O1 176.8(3) . . . . ?
C3 N6 C11 N3 -166.7(3) . . . . ?
C4 N6 C11 N3 -3.0(3) . . . . ?
C2 N3 C11 O1 -11.6(5) . . . . ?
C5 N3 C11 O1 -177.6(3) . . . . ?
C2 N3 C11 N6 168.1(3) . . . . ?
C5 N3 C11 N6 2.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        28.18
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         1.208
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.092
_database_code_depnum_ccdc_archive 'CCDC 981508'
#######################################################################
#
#                 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_compound2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H60 Cl4 Cu2 N24 O26'
_chemical_formula_weight         1562.02

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/m

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

_cell_length_a                   23.32(2)
_cell_length_b                   10.325(9)
_cell_length_c                   16.528(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.31(2)
_cell_angle_gamma                90.00
_cell_volume                     3536(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1604
_exptl_absorpt_coefficient_mu    0.842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7628
_exptl_absorpt_correction_T_max  0.8841
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker CCD Area Detector'
_diffrn_measurement_method       'φ and ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            7627
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_av_sigmaI/netI    0.0758
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         25.10
_reflns_number_total             3204
_reflns_number_gt                2120
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.1800P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3204
_refine_ls_number_parameters     214
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0863
_refine_ls_wR_factor_ref         0.2606
_refine_ls_wR_factor_gt          0.2419
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.002

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
Cu1 Cu 0.48408(3) 0.0000 0.21502(5) 0.0510(2) Uani 1 2 d S . .
O1W O 0.4253(2) 0.0000 0.0826(3) 0.0614(12) Uani 1 2 d S . .
O2W O 0.55939(18) 0.0000 0.1863(3) 0.0817(12) Uani 1 2 d S . .
Cl1 Cl 0.40006(7) 0.0000 0.25147(12) 0.0679(4) Uani 1 2 d S . .
Cl2 Cl 0.5495(3) 0.0000 0.3521(3) 0.192(2) Uani 1 2 d S . .
O1 O 0.34217(13) 0.2031(2) -0.00452(18) 0.0552(8) Uani 1 1 d . . .
O2 O 0.36464(11) 0.2073(2) -0.19937(17) 0.0510(6) Uani 1 1 d . . .
O3 O 0.48390(11) 0.2201(2) 0.19115(18) 0.0477(6) Uani 1 1 d . . .
N1 N 0.29893(13) 0.3823(2) -0.21942(19) 0.0403(7) Uani 1 1 d . . .
N2 N 0.28468(14) 0.3813(2) -0.0827(2) 0.0412(7) Uani 1 1 d . . .
N3 N 0.53614(13) 0.3827(2) 0.29304(18) 0.0362(7) Uani 1 1 d . . .
N4 N 0.63899(12) 0.3824(2) 0.28758(19) 0.0371(7) Uani 1 1 d . . .
N5 N 0.33087(13) 0.3830(2) 0.06922(19) 0.0389(7) Uani 1 1 d . . .
N6 N 0.42725(13) 0.3838(2) 0.21743(18) 0.0369(7) Uani 1 1 d . . .
C1 C 0.26307(15) 0.3320(3) -0.1730(2) 0.0401(8) Uani 1 1 d . . .
H1A H 0.2663 0.2392 -0.1706 0.048 Uiso 1 1 d R . .
H1B H 0.2184 0.3541 -0.2088 0.048 Uiso 1 1 d R . .
C2 C 0.29326(19) 0.5000 0.0437(3) 0.0330(11) Uani 1 2 d S . .
H2A H 0.2615 0.5000 0.0654 0.040 Uiso 1 2 d SR . .
C3 C 0.2799(2) 0.5000 -0.2725(3) 0.0347(11) Uani 1 2 d S . .
H3A H 0.2348 0.5000 -0.3150 0.042 Uiso 1 2 d SR . .
C4 C 0.2608(2) 0.5000 -0.0612(3) 0.0385(11) Uani 1 2 d S . .
H4A H 0.2146 0.5000 -0.0868 0.046 Uiso 1 2 d SR . .
C5 C 0.36399(16) 0.3330(3) 0.1627(2) 0.0419(9) Uani 1 1 d . . .
H5A H 0.3669 0.2405 0.1600 0.050 Uiso 1 1 d R . .
H5B H 0.3379 0.3522 0.1923 0.050 Uiso 1 1 d R . .
C6 C 0.5206(2) 0.5000 0.3294(3) 0.0378(11) Uani 1 2 d S . .
C7 C 0.60201(16) 0.3301(3) 0.3295(2) 0.0394(9) Uani 1 1 d . . .
H7A H 0.5997 0.2376 0.3226 0.047 Uiso 1 1 d R . .
H7B H 0.6243 0.3491 0.3935 0.047 Uiso 1 1 d R . .
C8 C 0.4436(2) 0.5000 0.2750(3) 0.0353(10) Uani 1 2 d S . .
C9 C 0.34367(15) 0.3136(3) -0.2323(2) 0.0399(9) Uani 1 1 d . . .
C10 C 0.3233(2) 0.5000 -0.3202(3) 0.0330(11) Uani 1 2 d S . .
H10A H 0.2991 0.5000 -0.3854 0.040 Uiso 1 2 d SR . .
C11 C 0.32238(15) 0.3136(3) -0.0047(3) 0.0449(9) Uani 1 1 d . . .
C12 C 0.48377(14) 0.3203(3) 0.2315(2) 0.0360(8) Uani 1 1 d . . .
C13 C 0.4092(2) 0.5000 0.3349(3) 0.0535(14) Uani 1 2 d S . .
H13A H 0.3634 0.5000 0.2966 0.080 Uiso 1 2 d SR . .
H13B H 0.4212 0.4241 0.3726 0.080 Uiso 0.50 1 d PR . .
C14 C 0.5492(3) 0.5000 0.4315(4) 0.0592(17) Uani 1 2 d S . .
H14A H 0.5953 0.5000 0.4558 0.089 Uiso 1 2 d SR . .
H14B H 0.5359 0.5759 0.4520 0.089 Uiso 0.50 1 d PR . .


_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
Cu1 O1W 1.979(4) . ?
Cu1 O2W 2.019(5) . ?
Cu1 Cl2 2.072(4) . ?
Cu1 Cl1 2.299(2) . ?
Cu1 O3 2.306(3) 6 ?
Cu1 O3 2.306(3) . ?
O1 C11 1.230(4) . ?
O2 C9 1.224(4) . ?
O3 C12 1.232(4) . ?
N1 C9 1.357(5) . ?
N1 C3 1.444(4) . ?
N1 C1 1.465(5) . ?
N2 C11 1.373(4) . ?
N2 C1 1.432(5) . ?
N2 C4 1.456(4) . ?
N3 C12 1.342(4) . ?
N3 C6 1.469(4) . ?
N3 C7 1.472(4) . ?
N4 C9 1.357(5) 2_655 ?
N4 C7 1.437(5) . ?
N4 C10 1.450(3) 5_665 ?
N5 C11 1.350(5) . ?
N5 C2 1.438(4) . ?
N5 C5 1.468(4) . ?
N6 C12 1.393(4) . ?
N6 C5 1.430(4) . ?
N6 C8 1.469(4) . ?
C1 H1A 0.9599 . ?
C1 H1B 0.9600 . ?
C2 N5 1.438(4) 6_565 ?
C2 C4 1.541(7) . ?
C2 H2A 0.9602 . ?
C3 N1 1.444(4) 6_565 ?
C3 C10 1.541(7) . ?
C3 H3A 0.9600 . ?
C4 N2 1.456(4) 6_565 ?
C4 H4A 0.9599 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9602 . ?
C6 N3 1.469(4) 6_565 ?
C6 C14 1.504(7) . ?
C6 C8 1.598(6) . ?
C7 H7A 0.9601 . ?
C7 H7B 0.9600 . ?
C8 N6 1.469(4) 6_565 ?
C8 C13 1.533(7) . ?
C9 N4 1.357(5) 2_655 ?
C10 N4 1.450(3) 5_665 ?
C10 N4 1.450(3) 2_655 ?
C10 H10A 0.9600 . ?
C13 H13A 0.9599 . ?
C13 H13B 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1W Cu1 O2W 88.6(2) . . ?
O1W Cu1 Cl2 177.1(2) . . ?
O2W Cu1 Cl2 88.5(2) . . ?
O1W Cu1 Cl1 92.81(16) . . ?
O2W Cu1 Cl1 178.61(14) . . ?
Cl2 Cu1 Cl1 90.13(18) . . ?
O1W Cu1 O3 82.23(7) . 6 ?
O2W Cu1 O3 83.87(7) . 6 ?
Cl2 Cu1 O3 97.45(7) . 6 ?
Cl1 Cu1 O3 96.31(7) . 6 ?
O1W Cu1 O3 82.23(7) . . ?
O2W Cu1 O3 83.87(7) . . ?
Cl2 Cu1 O3 97.45(7) . . ?
Cl1 Cu1 O3 96.31(7) . . ?
O3 Cu1 O3 160.40(14) 6 . ?
C12 O3 Cu1 137.3(2) . . ?
C9 N1 C3 112.9(3) . . ?
C9 N1 C1 124.2(3) . . ?
C3 N1 C1 121.7(3) . . ?
C11 N2 C1 124.5(3) . . ?
C11 N2 C4 110.5(3) . . ?
C1 N2 C4 124.2(3) . . ?
C12 N3 C6 113.4(3) . . ?
C12 N3 C7 123.3(3) . . ?
C6 N3 C7 122.9(3) . . ?
C9 N4 C7 123.9(3) 2_655 . ?
C9 N4 C10 111.7(3) 2_655 5_665 ?
C7 N4 C10 122.2(3) . 5_665 ?
C11 N5 C2 111.4(3) . . ?
C11 N5 C5 123.6(3) . . ?
C2 N5 C5 124.1(3) . . ?
C12 N6 C5 123.7(3) . . ?
C12 N6 C8 109.4(3) . . ?
C5 N6 C8 126.5(3) . . ?
N2 C1 N1 114.0(3) . . ?
N2 C1 H1A 109.2 . . ?
N1 C1 H1A 108.7 . . ?
N2 C1 H1B 108.7 . . ?
N1 C1 H1B 108.1 . . ?
H1A C1 H1B 107.8 . . ?
N5 C2 N5 114.3(3) 6_565 . ?
N5 C2 C4 104.4(3) 6_565 . ?
N5 C2 C4 104.4(3) . . ?
N5 C2 H2A 111.2 6_565 . ?
N5 C2 H2A 111.2 . . ?
C4 C2 H2A 110.9 . . ?
N1 C3 N1 114.6(4) 6_565 . ?
N1 C3 C10 102.7(3) 6_565 . ?
N1 C3 C10 102.7(3) . . ?
N1 C3 H3A 111.9 6_565 . ?
N1 C3 H3A 111.9 . . ?
C10 C3 H3A 112.4 . . ?
N2 C4 N2 114.7(4) 6_565 . ?
N2 C4 C2 103.3(2) 6_565 . ?
N2 C4 C2 103.3(2) . . ?
N2 C4 H4A 111.7 6_565 . ?
N2 C4 H4A 111.7 . . ?
C2 C4 H4A 111.6 . . ?
N6 C5 N5 115.4(3) . . ?
N6 C5 H5A 108.7 . . ?
N5 C5 H5A 108.4 . . ?
N6 C5 H5B 108.2 . . ?
N5 C5 H5B 108.3 . . ?
H5A C5 H5B 107.6 . . ?
N3 C6 N3 111.1(4) . 6_565 ?
N3 C6 C14 113.2(2) . . ?
N3 C6 C14 113.2(2) 6_565 . ?
N3 C6 C8 101.2(2) . . ?
N3 C6 C8 101.2(2) 6_565 . ?
C14 C6 C8 115.8(4) . . ?
N4 C7 N3 114.1(3) . . ?
N4 C7 H7A 109.3 . . ?
N3 C7 H7A 109.0 . . ?
N4 C7 H7B 108.3 . . ?
N3 C7 H7B 108.1 . . ?
H7A C7 H7B 107.9 . . ?
N6 C8 N6 109.5(4) . 6_565 ?
N6 C8 C13 111.2(3) . . ?
N6 C8 C13 111.2(3) 6_565 . ?
N6 C8 C6 104.7(3) . . ?
N6 C8 C6 104.7(3) 6_565 . ?
C13 C8 C6 115.1(4) . . ?
O2 C9 N4 126.0(3) . 2_655 ?
O2 C9 N1 125.3(4) . . ?
N4 C9 N1 108.7(3) 2_655 . ?
N4 C10 N4 113.6(3) 5_665 2_655 ?
N4 C10 C3 103.8(3) 5_665 . ?
N4 C10 C3 103.8(3) 2_655 . ?
N4 C10 H10A 111.1 5_665 . ?
N4 C10 H10A 111.1 2_655 . ?
C3 C10 H10A 112.9 . . ?
O1 C11 N5 126.2(3) . . ?
O1 C11 N2 123.5(3) . . ?
N5 C11 N2 110.2(3) . . ?
O3 C12 N3 125.9(3) . . ?
O3 C12 N6 122.9(3) . . ?
N3 C12 N6 111.3(3) . . ?
C8 C13 H13A 109.2 . . ?
C8 C13 H13B 109.6 . . ?
H13A C13 H13B 109.5 . . ?
C6 C14 H14A 107.7 . . ?
C6 C14 H14B 110.3 . . ?
H14A C14 H14B 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.959
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.959
_refine_diff_density_max         1.987
_refine_diff_density_min         -0.980
_refine_diff_density_rms         0.126

#=============================================================================
_vrf_CHEMW03_compound2           
;
PROBLEM: ALERT: The ratio of given/expected molecular weight as
RESPONSE: The program SQUEEZE in PLATON was applied to remove the lattice waters
;
_vrf_PLAT043_compound2           
;
PROBLEM: Calculated and Reported Mol. Weight Differ by .. 90.08 Check
RESPONSE: 10 disordered waters were removed from the formula unit by the SQUEEZE process
;
_vrf_PLAT044_compound2           
;
PROBLEM: Calculated and Reported Density Dx  Differ by ..     0.1691 Check
RESPONSE: The program SQUEEZE in PLATON was applied to remove the lattice waters
;
_vrf_PLAT601_compound2           
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of .        943 Ang3  
RESPONSE: 10 disordered waters were removed from the formula unit by the SQUEEZE process
;
#=============================================================================
_Details_about_the_Squeezed_Material 
;
loop_
  _platon_squeeze_void_nr
  _platon_squeeze_void_average_x
  _platon_squeeze_void_average_y
  _platon_squeeze_void_average_z
  _platon_squeeze_void_volume
  _platon_squeeze_void_count_electrons
  _platon_squeeze_void_content
   1  0.000 -0.003  0.000       158        58 ' '
   2  0.834 -0.035  0.500       930       309 ' '
   3  0.500  0.494  0.000       158        58 ' '
_platon_squeeze_details               '10 disordered waters were removed from the formula unit by the SQUEEZE process'
;
#=============================================================================
_database_code_depnum_ccdc_archive 'CCDC 981509'
#######################################################################
#
#                 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_compound3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H44 N24 O12, 14(H2 O)'
_chemical_formula_sum            'C40 H72 N24 O26'
_chemical_formula_weight         1305.22

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/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                   14.5472(16)
_cell_length_b                   14.6987(17)
_cell_length_c                   31.549(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.066(4)
_cell_angle_gamma                90.00
_cell_volume                     6694.7(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    5640
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      20.64

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2752
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9702
_exptl_absorpt_correction_T_max  0.9796
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker CCD Area Detector'
_diffrn_measurement_method       'φ and ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            59972
_diffrn_reflns_av_R_equivalents  0.0872
_diffrn_reflns_av_sigmaI/netI    0.0710
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         1.30
_diffrn_reflns_theta_max         25.10
_reflns_number_total             11937
_reflns_number_gt                6775
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.0857P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11937
_refine_ls_number_parameters     685
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1139
_refine_ls_R_factor_gt           0.0670
_refine_ls_wR_factor_ref         0.1821
_refine_ls_wR_factor_gt          0.1656
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O12 O 0.23533(15) 0.59216(15) 0.09720(7) 0.0604(6) Uani 1 1 d . . .
O11 O 0.19281(17) 0.59747(16) -0.09675(8) 0.0777(7) Uani 1 1 d . . .
O10 O -0.01541(16) 0.26176(17) 0.09039(9) 0.0800(8) Uani 1 1 d . . .
O9 O -0.05323(16) 0.27608(15) -0.10421(8) 0.0674(7) Uani 1 1 d . . .
O8 O 0.31695(17) 0.52845(15) -0.00406(7) 0.0679(7) Uani 1 1 d . . .
O7 O 0.05674(16) 0.19567(17) -0.01050(8) 0.0770(7) Uani 1 1 d . . .
O6 O 0.58261(15) 0.78330(15) -0.09390(7) 0.0660(6) Uani 1 1 d . . .
O5 O 0.61351(15) 0.78716(16) 0.09911(7) 0.0669(7) Uani 1 1 d . . .
O4 O 0.28487(16) 1.02681(16) 0.09453(8) 0.0717(7) Uani 1 1 d . . .
O3 O 0.75672(16) 0.97110(15) 0.09666(8) 0.0677(7) Uani 1 1 d . . .
O2 O 0.53122(15) 0.68731(17) 0.00602(7) 0.0695(7) Uani 1 1 d . . .
O1 O 0.18935(16) 0.93478(17) -0.00021(8) 0.0744(7) Uani 1 1 d . . .
N24 N 0.08323(15) 0.52552(16) -0.14352(8) 0.0458(6) Uani 1 1 d . . .
N23 N 0.23885(16) 0.43578(16) 0.09785(8) 0.0463(6) Uani 1 1 d . . .
N22 N 0.19873(16) 0.44458(17) -0.11050(7) 0.0481(6) Uani 1 1 d . . .
N21 N 0.28603(15) 0.39482(16) 0.02990(8) 0.0445(6) Uani 1 1 d . . .
N20 N 0.27044(16) 0.39689(16) -0.04020(8) 0.0449(6) Uani 1 1 d . . .
N19 N -0.01682(15) 0.39331(17) -0.14700(8) 0.0458(6) Uani 1 1 d . . .
N18 N 0.18500(16) 0.26302(17) 0.02740(8) 0.0503(6) Uani 1 1 d . . .
N17 N 0.09692(18) 0.31279(17) -0.11262(8) 0.0546(7) Uani 1 1 d . . .
N16 N 0.13940(17) 0.30303(16) 0.09617(8) 0.0517(7) Uani 1 1 d . . .
N15 N 0.17202(17) 0.26435(18) -0.04306(9) 0.0549(7) Uani 1 1 d . . .
N14 N 0.04667(15) 0.37599(17) 0.13513(8) 0.0470(6) Uani 1 1 d . . .
N13 N 0.14698(15) 0.50666(16) 0.13865(7) 0.0435(6) Uani 1 1 d . . .
N12 N 0.45840(15) 0.77800(16) 0.10861(7) 0.0451(6) Uani 1 1 d . . .
N11 N 0.42321(16) 0.78184(16) -0.09859(8) 0.0468(6) Uani 1 1 d . . .
N10 N 0.54522(16) 0.88641(16) 0.14280(8) 0.0457(6) Uani 1 1 d . . .
N9 N 0.64357(16) 1.01745(16) 0.13646(8) 0.0482(6) Uani 1 1 d . . .
N8 N 0.25134(16) 0.81474(17) -0.03428(8) 0.0497(6) Uani 1 1 d . . .
N7 N 0.50860(16) 1.11488(16) 0.13523(8) 0.0462(6) Uani 1 1 d . . .
N6 N 0.28635(16) 0.87861(17) -0.10059(8) 0.0495(6) Uani 1 1 d . . .
N5 N 0.40203(15) 0.71779(15) 0.03840(7) 0.0431(6) Uani 1 1 d . . .
N4 N 0.26748(16) 0.81743(17) 0.03625(8) 0.0488(6) Uani 1 1 d . . .
N3 N 0.38991(16) 0.72123(16) -0.03192(8) 0.0468(6) Uani 1 1 d . . .
N2 N 0.40988(16) 0.98328(15) 0.14160(8) 0.0454(6) Uani 1 1 d . . .
N1 N 0.32477(16) 0.87715(17) 0.10578(8) 0.0507(7) Uani 1 1 d . . .
C40 C 0.13709(19) 0.4126(2) 0.14905(9) 0.0462(7) Uani 1 1 d . . .
H40A H 0.1553 0.4015 0.1796 0.055 Uiso 1 1 calc R . .
C39 C 0.2091(2) 0.5200(2) 0.11014(9) 0.0463(8) Uani 1 1 d . . .
C38 C 0.27232(18) 0.30018(19) 0.01792(9) 0.0430(7) Uani 1 1 d . . .
H38A H 0.3248 0.2624 0.0297 0.052 Uiso 1 1 calc R . .
C37 C 0.2622(2) 0.3024(2) -0.03041(10) 0.0489(8) Uani 1 1 d . . .
H37A H 0.3107 0.2665 -0.0415 0.059 Uiso 1 1 calc R . .
C36 C 0.20078(19) 0.36341(19) 0.12196(9) 0.0450(7) Uani 1 1 d . . .
H36A H 0.2496 0.3299 0.1396 0.054 Uiso 1 1 calc R . .
C35 C 0.06497(19) 0.4358(2) -0.16130(9) 0.0469(8) Uani 1 1 d . . .
C34 C 0.1462(2) 0.3768(2) -0.13732(10) 0.0513(8) Uani 1 1 d . . .
C33 C 0.0032(2) 0.3228(2) -0.11949(10) 0.0502(8) Uani 1 1 d . . .
C32 C 0.31438(19) 0.4240(2) 0.07287(9) 0.0459(7) Uani 1 1 d . . .
H32A H 0.3474 0.4812 0.0721 0.055 Uiso 1 1 calc R . .
H32B H 0.3571 0.3795 0.0868 0.055 Uiso 1 1 calc R . .
C31 C 0.29357(19) 0.4475(2) -0.00450(10) 0.0467(8) Uani 1 1 d . . .
C30 C 0.28467(19) 0.4285(2) -0.08334(10) 0.0532(8) Uani 1 1 d . . .
H30A H 0.3204 0.4843 -0.0808 0.064 Uiso 1 1 calc R . .
H30B H 0.3203 0.3832 -0.0966 0.064 Uiso 1 1 calc R . .
C29 C -0.11285(19) 0.4175(2) -0.16108(10) 0.0514(8) Uani 1 1 d . . .
H29A H -0.1188 0.4319 -0.1913 0.062 Uiso 1 1 calc R . .
H29B H -0.1516 0.3650 -0.1576 0.062 Uiso 1 1 calc R . .
C28 C 0.0498(2) 0.3093(2) 0.10575(11) 0.0571(9) Uani 1 1 d . . .
C27 C 0.1310(2) 0.2383(2) -0.00922(12) 0.0571(9) Uani 1 1 d . . .
C26 C 0.0602(2) 0.4368(3) -0.20984(10) 0.0708(10) Uani 1 1 d . . .
H26A H 0.0089 0.4738 -0.2217 0.106 Uiso 1 1 calc R . .
H26B H 0.0519 0.3759 -0.2206 0.106 Uiso 1 1 calc R . .
H26C H 0.1166 0.4615 -0.2179 0.106 Uiso 1 1 calc R . .
C25 C 0.1610(2) 0.5286(2) -0.11522(10) 0.0474(7) Uani 1 1 d . . .
C24 C 0.1387(2) 0.2390(2) -0.08697(10) 0.0610(9) Uani 1 1 d . . .
H24A H 0.1903 0.2153 -0.1004 0.073 Uiso 1 1 calc R . .
H24B H 0.0936 0.1905 -0.0865 0.073 Uiso 1 1 calc R . .
C23 C 0.1695(2) 0.2310(2) 0.06924(11) 0.0567(9) Uani 1 1 d . . .
H23A H 0.2265 0.2047 0.0832 0.068 Uiso 1 1 calc R . .
H23B H 0.1229 0.1835 0.0661 0.068 Uiso 1 1 calc R . .
C22 C 0.0341(2) 0.6078(2) -0.15592(11) 0.0548(8) Uani 1 1 d . . .
H22A H 0.0761 0.6588 -0.1500 0.066 Uiso 1 1 calc R . .
H22B H 0.0156 0.6061 -0.1865 0.066 Uiso 1 1 calc R . .
C21 C 0.2067(2) 0.3266(3) -0.16610(11) 0.0745(11) Uani 1 1 d . . .
H21A H 0.2541 0.2933 -0.1488 0.112 Uiso 1 1 calc R . .
H21B H 0.2349 0.3698 -0.1833 0.112 Uiso 1 1 calc R . .
H21C H 0.1691 0.2851 -0.1843 0.112 Uiso 1 1 calc R . .
C20 C 0.45574(19) 0.8989(2) 0.15776(9) 0.0441(7) Uani 1 1 d . . .
C19 C 0.30353(19) 0.7282(2) 0.02626(9) 0.0438(7) Uani 1 1 d . . .
H19A H 0.2681 0.6785 0.0371 0.053 Uiso 1 1 calc R . .
C18 C 0.5463(2) 0.8144(2) 0.11474(10) 0.0466(8) Uani 1 1 d . . .
C17 C 0.4132(2) 0.70224(19) -0.07385(9) 0.0466(7) Uani 1 1 d . . .
H17A H 0.4707 0.6682 -0.0713 0.056 Uiso 1 1 calc R . .
H17B H 0.3652 0.6642 -0.0888 0.056 Uiso 1 1 calc R . .
C16 C 0.4408(2) 0.69731(19) 0.08213(9) 0.0474(8) Uani 1 1 d . . .
H16A H 0.3983 0.6579 0.0949 0.057 Uiso 1 1 calc R . .
H16B H 0.4985 0.6644 0.0817 0.057 Uiso 1 1 calc R . .
C15 C 0.6055(2) 1.1022(2) 0.15019(9) 0.0457(7) Uani 1 1 d . . .
H15A H 0.6191 1.1113 0.1811 0.055 Uiso 1 1 calc R . .
C14 C 0.29511(19) 0.72881(19) -0.02249(9) 0.0449(7) Uani 1 1 d . . .
H14A H 0.2574 0.6777 -0.0347 0.054 Uiso 1 1 calc R . .
C13 C 0.39412(19) 0.82413(19) 0.13298(9) 0.0434(7) Uani 1 1 d . . .
C12 C 0.2324(2) 0.8618(2) 0.00061(11) 0.0515(8) Uani 1 1 d . . .
C11 C 0.3359(2) 0.9674(2) 0.11215(10) 0.0493(8) Uani 1 1 d . . .
C10 C 0.4351(2) 1.07376(19) 0.15642(10) 0.0481(8) Uani 1 1 d . . .
H10A H 0.4550 1.0714 0.1869 0.058 Uiso 1 1 calc R . .
H10B H 0.3807 1.1124 0.1520 0.058 Uiso 1 1 calc R . .
C9 C 0.5073(2) 0.8140(2) -0.10783(9) 0.0444(7) Uani 1 1 d . . .
C8 C 0.2169(2) 0.8397(2) -0.07796(10) 0.0565(9) Uani 1 1 d . . .
H8A H 0.1921 0.7859 -0.0931 0.068 Uiso 1 1 calc R . .
H8B H 0.1667 0.8829 -0.0776 0.068 Uiso 1 1 calc R . .
C7 C 0.4495(2) 0.70772(19) 0.00478(10) 0.0450(7) Uani 1 1 d . . .
C6 C 0.3465(2) 0.8247(2) -0.12440(9) 0.0474(8) Uani 1 1 d . . .
H6A H 0.3112 0.7809 -0.1433 0.057 Uiso 1 1 calc R . .
C5 C 0.4640(3) 0.8957(3) 0.20639(10) 0.0688(10) Uani 1 1 d . . .
H5A H 0.5027 0.9448 0.2181 0.103 Uiso 1 1 calc R . .
H5B H 0.4910 0.8388 0.2163 0.103 Uiso 1 1 calc R . .
H5C H 0.4037 0.9016 0.2154 0.103 Uiso 1 1 calc R . .
C4 C 0.63046(19) 0.9322(2) 0.15794(10) 0.0475(8) Uani 1 1 d . . .
H4A H 0.6818 0.8921 0.1542 0.057 Uiso 1 1 calc R . .
H4B H 0.6318 0.9438 0.1883 0.057 Uiso 1 1 calc R . .
C3 C 0.7094(2) 1.0297(2) 0.10971(10) 0.0482(8) Uani 1 1 d . . .
C2 C 0.2467(2) 0.8418(2) 0.07815(10) 0.0553(8) Uani 1 1 d . . .
H2A H 0.2234 0.7885 0.0915 0.066 Uiso 1 1 calc R . .
H2B H 0.1979 0.8871 0.0753 0.066 Uiso 1 1 calc R . .
C1 C 0.3475(2) 0.7589(2) 0.16091(11) 0.0698(10) Uani 1 1 d . . .
H1A H 0.3117 0.7153 0.1432 0.105 Uiso 1 1 calc R . .
H1B H 0.3075 0.7924 0.1773 0.105 Uiso 1 1 calc R . .
H1C H 0.3938 0.7278 0.1799 0.105 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
O12 C39 1.215(3) . ?
O11 C25 1.230(3) . ?
O10 C28 1.228(4) . ?
O9 C33 1.214(4) . ?
O8 C31 1.237(3) . ?
O7 C27 1.246(4) . ?
O6 C9 1.216(3) . ?
O5 C18 1.216(3) . ?
O4 C11 1.234(4) . ?
O3 C3 1.206(4) . ?
O2 C7 1.221(3) . ?
O1 C12 1.241(4) . ?
N24 C25 1.353(4) . ?
N24 C22 1.435(4) . ?
N24 C35 1.445(4) . ?
N23 C39 1.382(4) . ?
N23 C32 1.439(3) . ?
N23 C36 1.456(4) . ?
N22 C25 1.353(4) . ?
N22 C30 1.446(3) . ?
N22 C34 1.461(4) . ?
N21 C31 1.348(4) . ?
N21 C32 1.433(4) . ?
N21 C38 1.449(4) . ?
N20 C31 1.357(4) . ?
N20 C37 1.430(4) . ?
N20 C30 1.476(4) . ?
N19 C33 1.360(4) . ?
N19 C29 1.457(4) . ?
N19 C35 1.463(4) . ?
N18 C27 1.364(4) . ?
N18 C23 1.445(4) . ?
N18 C38 1.447(3) . ?
N17 C33 1.362(4) . ?
N17 C24 1.442(4) . ?
N17 C34 1.464(4) . ?
N16 C28 1.377(4) . ?
N16 C36 1.438(4) . ?
N16 C23 1.458(4) . ?
N15 C27 1.341(4) . ?
N15 C37 1.437(4) . ?
N15 C24 1.458(4) . ?
N14 C28 1.354(4) . ?
N14 C22 1.434(4) 3_565 ?
N14 C40 1.439(4) . ?
N13 C39 1.366(4) . ?
N13 C40 1.432(4) . ?
N13 C29 1.440(4) 3_565 ?
N12 C18 1.378(4) . ?
N12 C13 1.450(4) . ?
N12 C16 1.455(4) . ?
N11 C9 1.375(4) . ?
N11 C17 1.424(4) . ?
N11 C6 1.443(4) . ?
N10 C18 1.381(4) . ?
N10 C4 1.439(3) . ?
N10 C20 1.450(4) . ?
N9 C3 1.363(4) . ?
N9 C4 1.449(4) . ?
N9 C15 1.451(4) . ?
N8 C12 1.356(4) . ?
N8 C14 1.443(4) . ?
N8 C8 1.454(4) . ?
N7 C9 1.358(4) 3_675 ?
N7 C15 1.443(4) . ?
N7 C10 1.460(4) . ?
N6 C3 1.381(4) 3_675 ?
N6 C8 1.427(4) . ?
N6 C6 1.456(4) . ?
N5 C7 1.343(4) . ?
N5 C19 1.445(3) . ?
N5 C16 1.457(3) . ?
N4 C12 1.345(4) . ?
N4 C2 1.437(4) . ?
N4 C19 1.462(4) . ?
N3 C7 1.373(4) . ?
N3 C17 1.433(4) . ?
N3 C14 1.450(4) . ?
N2 C11 1.353(4) . ?
N2 C10 1.442(4) . ?
N2 C20 1.469(4) . ?
N1 C11 1.348(4) . ?
N1 C2 1.440(4) . ?
N1 C13 1.466(4) . ?
C40 C36 1.519(4) . ?
C40 H40A 0.9800 . ?
C38 C37 1.514(4) . ?
C38 H38A 0.9800 . ?
C37 H37A 0.9800 . ?
C36 H36A 0.9800 . ?
C35 C26 1.525(4) . ?
C35 C34 1.581(4) . ?
C34 C21 1.530(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C29 N13 1.440(4) 3_565 ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C22 N14 1.434(4) 3_565 ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 C5 1.525(4) . ?
C20 C13 1.565(4) . ?
C19 C14 1.528(4) . ?
C19 H19A 0.9800 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C15 C6 1.563(4) 3_675 ?
C15 H15A 0.9800 . ?
C14 H14A 0.9800 . ?
C13 C1 1.517(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C9 N7 1.358(4) 3_675 ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C6 C15 1.563(4) 3_675 ?
C6 H6A 0.9800 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C3 N6 1.381(4) 3_675 ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C25 N24 C22 120.0(3) . . ?
C25 N24 C35 112.7(2) . . ?
C22 N24 C35 127.0(2) . . ?
C39 N23 C32 123.2(2) . . ?
C39 N23 C36 110.8(2) . . ?
C32 N23 C36 124.2(2) . . ?
C25 N22 C30 121.7(3) . . ?
C25 N22 C34 112.5(2) . . ?
C30 N22 C34 125.8(3) . . ?
C31 N21 C32 123.2(3) . . ?
C31 N21 C38 111.3(2) . . ?
C32 N21 C38 123.2(2) . . ?
C31 N20 C37 111.8(2) . . ?
C31 N20 C30 123.0(3) . . ?
C37 N20 C30 121.9(3) . . ?
C33 N19 C29 120.2(2) . . ?
C33 N19 C35 113.8(2) . . ?
C29 N19 C35 126.0(2) . . ?
C27 N18 C23 123.3(3) . . ?
C27 N18 C38 110.7(3) . . ?
C23 N18 C38 123.4(3) . . ?
C33 N17 C24 121.0(3) . . ?
C33 N17 C34 113.1(3) . . ?
C24 N17 C34 125.6(3) . . ?
C28 N16 C36 111.9(3) . . ?
C28 N16 C23 122.5(3) . . ?
C36 N16 C23 124.6(2) . . ?
C27 N15 C37 111.7(3) . . ?
C27 N15 C24 123.7(3) . . ?
C37 N15 C24 123.3(3) . . ?
C28 N14 C22 122.1(3) . 3_565 ?
C28 N14 C40 111.9(2) . . ?
C22 N14 C40 124.6(3) 3_565 . ?
C39 N13 C40 112.5(2) . . ?
C39 N13 C29 120.6(3) . 3_565 ?
C40 N13 C29 125.7(2) . 3_565 ?
C18 N12 C13 113.1(2) . . ?
C18 N12 C16 119.5(2) . . ?
C13 N12 C16 127.3(2) . . ?
C9 N11 C17 123.5(2) . . ?
C9 N11 C6 112.1(2) . . ?
C17 N11 C6 123.0(2) . . ?
C18 N10 C4 119.5(2) . . ?
C18 N10 C20 112.8(2) . . ?
C4 N10 C20 127.2(2) . . ?
C3 N9 C4 123.1(3) . . ?
C3 N9 C15 113.2(2) . . ?
C4 N9 C15 121.8(2) . . ?
C12 N8 C14 111.4(2) . . ?
C12 N8 C8 124.1(3) . . ?
C14 N8 C8 123.7(3) . . ?
C9 N7 C15 113.0(2) 3_675 . ?
C9 N7 C10 122.2(2) 3_675 . ?
C15 N7 C10 122.6(2) . . ?
C3 N6 C8 123.3(3) 3_675 . ?
C3 N6 C6 112.2(2) 3_675 . ?
C8 N6 C6 123.2(3) . . ?
C7 N5 C19 113.1(2) . . ?
C7 N5 C16 123.2(2) . . ?
C19 N5 C16 121.9(2) . . ?
C12 N4 C2 123.2(3) . . ?
C12 N4 C19 111.3(3) . . ?
C2 N4 C19 122.9(2) . . ?
C7 N3 C17 123.6(3) . . ?
C7 N3 C14 110.9(2) . . ?
C17 N3 C14 122.9(2) . . ?
C11 N2 C10 122.1(2) . . ?
C11 N2 C20 112.4(2) . . ?
C10 N2 C20 125.4(2) . . ?
C11 N1 C2 121.1(3) . . ?
C11 N1 C13 112.0(2) . . ?
C2 N1 C13 126.6(3) . . ?
N13 C40 N14 113.9(2) . . ?
N13 C40 C36 104.2(2) . . ?
N14 C40 C36 104.4(2) . . ?
N13 C40 H40A 111.3 . . ?
N14 C40 H40A 111.3 . . ?
C36 C40 H40A 111.3 . . ?
O12 C39 N13 127.4(3) . . ?
O12 C39 N23 124.5(3) . . ?
N13 C39 N23 108.2(3) . . ?
N18 C38 N21 113.9(2) . . ?
N18 C38 C37 103.7(2) . . ?
N21 C38 C37 103.6(2) . . ?
N18 C38 H38A 111.7 . . ?
N21 C38 H38A 111.7 . . ?
C37 C38 H38A 111.7 . . ?
N20 C37 N15 114.6(2) . . ?
N20 C37 C38 103.8(2) . . ?
N15 C37 C38 104.1(2) . . ?
N20 C37 H37A 111.3 . . ?
N15 C37 H37A 111.3 . . ?
C38 C37 H37A 111.3 . . ?
N16 C36 N23 113.9(2) . . ?
N16 C36 C40 103.5(2) . . ?
N23 C36 C40 104.1(2) . . ?
N16 C36 H36A 111.6 . . ?
N23 C36 H36A 111.6 . . ?
C40 C36 H36A 111.6 . . ?
N24 C35 N19 112.8(2) . . ?
N24 C35 C26 111.3(3) . . ?
N19 C35 C26 112.1(2) . . ?
N24 C35 C34 102.9(2) . . ?
N19 C35 C34 101.9(2) . . ?
C26 C35 C34 115.2(2) . . ?
N22 C34 N17 112.7(2) . . ?
N22 C34 C21 112.0(3) . . ?
N17 C34 C21 111.1(3) . . ?
N22 C34 C35 102.1(2) . . ?
N17 C34 C35 102.8(2) . . ?
C21 C34 C35 115.6(3) . . ?
O9 C33 N19 125.6(3) . . ?
O9 C33 N17 126.0(3) . . ?
N19 C33 N17 108.4(3) . . ?
N21 C32 N23 113.8(2) . . ?
N21 C32 H32A 108.8 . . ?
N23 C32 H32A 108.8 . . ?
N21 C32 H32B 108.8 . . ?
N23 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
O8 C31 N21 126.4(3) . . ?
O8 C31 N20 125.2(3) . . ?
N21 C31 N20 108.5(3) . . ?
N22 C30 N20 112.9(2) . . ?
N22 C30 H30A 109.0 . . ?
N20 C30 H30A 109.0 . . ?
N22 C30 H30B 109.0 . . ?
N20 C30 H30B 109.0 . . ?
H30A C30 H30B 107.8 . . ?
N13 C29 N19 114.5(2) 3_565 . ?
N13 C29 H29A 108.6 3_565 . ?
N19 C29 H29A 108.6 . . ?
N13 C29 H29B 108.6 3_565 . ?
N19 C29 H29B 108.6 . . ?
H29A C29 H29B 107.6 . . ?
O10 C28 N14 126.3(3) . . ?
O10 C28 N16 125.6(3) . . ?
N14 C28 N16 108.1(3) . . ?
O7 C27 N15 125.9(3) . . ?
O7 C27 N18 124.6(3) . . ?
N15 C27 N18 109.4(3) . . ?
C35 C26 H26A 109.5 . . ?
C35 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C35 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O11 C25 N22 125.1(3) . . ?
O11 C25 N24 125.2(3) . . ?
N22 C25 N24 109.7(3) . . ?
N17 C24 N15 114.1(3) . . ?
N17 C24 H24A 108.7 . . ?
N15 C24 H24A 108.7 . . ?
N17 C24 H24B 108.7 . . ?
N15 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
N18 C23 N16 112.8(2) . . ?
N18 C23 H23A 109.0 . . ?
N16 C23 H23A 109.0 . . ?
N18 C23 H23B 109.0 . . ?
N16 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
N14 C22 N24 115.1(3) 3_565 . ?
N14 C22 H22A 108.5 3_565 . ?
N24 C22 H22A 108.5 . . ?
N14 C22 H22B 108.5 3_565 . ?
N24 C22 H22B 108.5 . . ?
H22A C22 H22B 107.5 . . ?
C34 C21 H21A 109.5 . . ?
C34 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C34 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N10 C20 N2 112.4(2) . . ?
N10 C20 C5 111.1(2) . . ?
N2 C20 C5 110.6(2) . . ?
N10 C20 C13 103.3(2) . . ?
N2 C20 C13 102.2(2) . . ?
C5 C20 C13 116.8(2) . . ?
N5 C19 N4 114.1(2) . . ?
N5 C19 C14 102.8(2) . . ?
N4 C19 C14 103.0(2) . . ?
N5 C19 H19A 112.1 . . ?
N4 C19 H19A 112.1 . . ?
C14 C19 H19A 112.1 . . ?
O5 C18 N12 126.4(3) . . ?
O5 C18 N10 125.9(3) . . ?
N12 C18 N10 107.7(3) . . ?
N11 C17 N3 113.4(2) . . ?
N11 C17 H17A 108.9 . . ?
N3 C17 H17A 108.9 . . ?
N11 C17 H17B 108.9 . . ?
N3 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
N12 C16 N5 113.3(2) . . ?
N12 C16 H16A 108.9 . . ?
N5 C16 H16A 108.9 . . ?
N12 C16 H16B 108.9 . . ?
N5 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
N7 C15 N9 114.0(2) . . ?
N7 C15 C6 102.8(2) . 3_675 ?
N9 C15 C6 102.9(2) . 3_675 ?
N7 C15 H15A 112.1 . . ?
N9 C15 H15A 112.1 . . ?
C6 C15 H15A 112.1 3_675 . ?
N8 C14 N3 114.5(2) . . ?
N8 C14 C19 104.1(2) . . ?
N3 C14 C19 104.2(2) . . ?
N8 C14 H14A 111.2 . . ?
N3 C14 H14A 111.2 . . ?
C19 C14 H14A 111.2 . . ?
N12 C13 N1 112.4(2) . . ?
N12 C13 C1 112.1(3) . . ?
N1 C13 C1 110.6(2) . . ?
N12 C13 C20 103.1(2) . . ?
N1 C13 C20 103.3(2) . . ?
C1 C13 C20 115.0(2) . . ?
O1 C12 N4 125.1(3) . . ?
O1 C12 N8 125.2(3) . . ?
N4 C12 N8 109.7(3) . . ?
O4 C11 N1 125.1(3) . . ?
O4 C11 N2 124.8(3) . . ?
N1 C11 N2 110.1(3) . . ?
N2 C10 N7 113.9(2) . . ?
N2 C10 H10A 108.8 . . ?
N7 C10 H10A 108.8 . . ?
N2 C10 H10B 108.8 . . ?
N7 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
O6 C9 N7 126.2(3) . 3_675 ?
O6 C9 N11 125.5(3) . . ?
N7 C9 N11 108.3(2) 3_675 . ?
N6 C8 N8 113.1(2) . . ?
N6 C8 H8A 109.0 . . ?
N8 C8 H8A 109.0 . . ?
N6 C8 H8B 109.0 . . ?
N8 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
O2 C7 N5 126.5(3) . . ?
O2 C7 N3 125.0(3) . . ?
N5 C7 N3 108.5(3) . . ?
N11 C6 N6 114.7(2) . . ?
N11 C6 C15 103.3(2) . 3_675 ?
N6 C6 C15 103.3(2) . 3_675 ?
N11 C6 H6A 111.6 . . ?
N6 C6 H6A 111.6 . . ?
C15 C6 H6A 111.6 3_675 . ?
C20 C5 H5A 109.5 . . ?
C20 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C20 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N10 C4 N9 114.0(2) . . ?
N10 C4 H4A 108.8 . . ?
N9 C4 H4A 108.8 . . ?
N10 C4 H4B 108.8 . . ?
N9 C4 H4B 108.8 . . ?
H4A C4 H4B 107.6 . . ?
O3 C3 N9 126.2(3) . . ?
O3 C3 N6 125.7(3) . 3_675 ?
N9 C3 N6 108.1(3) . 3_675 ?
N4 C2 N1 114.1(2) . . ?
N4 C2 H2A 108.7 . . ?
N1 C2 H2A 108.7 . . ?
N4 C2 H2B 108.7 . . ?
N1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C13 C1 H1A 109.5 . . ?
C13 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C13 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.068

#=============================================================================
_vrf_CHEMW03_compound3           
;
PROBLEM: ALERT: The ratio of given/expected molecular weight as
RESPONSE: The program SQUEEZE in PLATON was applied to remove the lattice waters
;
_vrf_PLAT043_compound3           
;
PROBLEM: Calculated and Reported Mol. Weight Differ by .. 252.23 Check
RESPONSE: 14 disordered waters were removed from the formula unit by the SQUEEZE process
;
_vrf_PLAT044_compound3           
;
PROBLEM: Calculated and Reported Density Dx  Differ by ..     0.2503 Check
RESPONSE: The program SQUEEZE in PLATON was applied to remove the lattice waters
;
_vrf_PLAT602_compound3           
;
PROBLEM: VERY LARGE Solvent Accessible VOIDS in Structure
RESPONSE: 14 disordered waters were removed from the formula unit by the SQUEEZE process
;
#=============================================================================
_Details_about_the_Squeezed_Material 
;
loop_
  _platon_squeeze_void_nr
  _platon_squeeze_void_average_x
  _platon_squeeze_void_average_y
  _platon_squeeze_void_average_z
  _platon_squeeze_void_volume
  _platon_squeeze_void_count_electrons
  _platon_squeeze_void_content
   1 -0.100  0.750  0.086       126        65 ' '
   2 -0.168  0.250  0.250       515       236 ' '
   3 -0.100  0.750  0.750       515       253 ' '
   4  0.100  0.250  0.914       126        66 ' '
   5  0.400  0.750  0.414       126        62 ' '
   6  0.600  0.250  0.586       126        70 ' '
_platon_squeeze_details               '14 disordered waters were removed from the formula unit by the SQUEEZE process'
;
#=============================================================================
_database_code_depnum_ccdc_archive 'CCDC 981510'
