# 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_cacyt

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H32 Ca Cl2 N12 O18'
_chemical_formula_weight         791.52

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.2262 0.3064 '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                   6.966(3)
_cell_length_b                   10.138(2)
_cell_length_c                   13.113(3)
_cell_angle_alpha                70.48(2)
_cell_angle_beta                 86.08(3)
_cell_angle_gamma                71.43(3)
_cell_volume                     826.6(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    30
_cell_measurement_theta_min      15
_cell_measurement_theta_max      30

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             410
_exptl_absorpt_coefficient_mu    0.444
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.864
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_process_details   psi-scan

_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  'R3m/V automatic four-circle diffractometer'
_diffrn_measurement_method       omega/2-theta-scans
_diffrn_standards_number         2
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        1.2
_diffrn_reflns_number            4008
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_av_sigmaI/netI    0.0855
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.65
_diffrn_reflns_theta_max         27.06
_reflns_number_total             3620
_reflns_number_gt                1747
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker P3'
_computing_cell_refinement       'Bruker P3'
_computing_data_reduction        'Bruker XDISK'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL NT Bruker XP'
_computing_publication_material  'SHELXTL NT Package Bruker'

_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)+(0.1056P)²+0.2953P] 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         3620
_refine_ls_number_parameters     278
_refine_ls_number_restraints     205
_refine_ls_R_factor_all          0.1379
_refine_ls_R_factor_gt           0.0740
_refine_ls_wR_factor_ref         0.2260
_refine_ls_wR_factor_gt          0.1810
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.060
_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
Ca1 Ca 0.0000 0.0000 0.0000 0.0401(4) Uani 1 2 d SD . .
O1W O 0.2700(6) 0.0591(4) -0.0932(3) 0.0538(10) Uani 1 1 d D . .
H1W1 H 0.320(7) 0.136(4) -0.095(5) 0.081 Uiso 1 1 d D . .
H1W2 H 0.380(5) -0.016(4) -0.108(5) 0.081 Uiso 1 1 d D . .
O2W O 0.2267(6) -0.1709(4) 0.1426(3) 0.0556(10) Uani 1 1 d D . .
H2W1 H 0.3706(17) -0.204(6) 0.143(4) 0.083 Uiso 1 1 d D . .
H2W2 H 0.187(6) -0.248(4) 0.193(4) 0.083 Uiso 1 1 d D . .
N1 N -0.0739(7) -0.0731(5) -0.2564(4) 0.0523(12) Uani 1 1 d . . .
H1 H -0.1369 0.0103 -0.2480 0.063 Uiso 1 1 calc R . .
C2 C 0.0273(8) -0.1895(5) -0.1690(4) 0.0402(11) Uani 1 1 d . . .
O2 O 0.0300(6) -0.1738(4) -0.0795(3) 0.0526(10) Uani 1 1 d . . .
N3 N 0.1222(7) -0.3206(4) -0.1825(3) 0.0405(10) Uani 1 1 d . . .
C4 C 0.1191(8) -0.3348(6) -0.2811(4) 0.0462(13) Uani 1 1 d . . .
N4 N 0.2154(9) -0.4667(6) -0.2879(4) 0.0699(16) Uani 1 1 d . . .
H4A H 0.2757 -0.5379 -0.2312 0.084 Uiso 1 1 calc R . .
H4B H 0.2179 -0.4815 -0.3489 0.084 Uiso 1 1 calc R . .
C5 C 0.0178(10) -0.2129(7) -0.3728(5) 0.0599(16) Uani 1 1 d . . .
H5 H 0.0185 -0.2220 -0.4411 0.072 Uiso 1 1 calc R . .
C6 C -0.0773(10) -0.0864(6) -0.3563(5) 0.0607(16) Uani 1 1 d . . .
H6 H -0.1476 -0.0053 -0.4139 0.073 Uiso 1 1 calc R . .
N11 N 0.2791(6) -0.5475(4) 0.0144(3) 0.0422(10) Uani 1 1 d . . .
H11 H 0.2271 -0.4781 -0.0448 0.051 Uiso 1 1 calc R . .
C21 C 0.3760(8) -0.6880(5) 0.0115(4) 0.0433(12) Uani 1 1 d . . .
O21 O 0.3882(6) -0.7076(4) -0.0785(3) 0.0485(9) Uani 1 1 d . . .
N31 N 0.4590(7) -0.7945(4) 0.1043(3) 0.0464(11) Uani 1 1 d . . .
C41 C 0.4482(8) -0.7642(6) 0.1954(4) 0.0445(12) Uani 1 1 d . . .
N41 N 0.5347(8) -0.8737(5) 0.2858(4) 0.0639(14) Uani 1 1 d . . .
H41A H 0.5951 -0.9610 0.2835 0.077 Uiso 1 1 calc R . .
H41B H 0.5297 -0.8568 0.3461 0.077 Uiso 1 1 calc R . .
C51 C 0.3485(9) -0.6202(6) 0.2002(5) 0.0534(14) Uani 1 1 d . . .
H51 H 0.3427 -0.5998 0.2646 0.064 Uiso 1 1 calc R . .
C61 C 0.2636(9) -0.5157(6) 0.1074(4) 0.0489(13) Uani 1 1 d . . .
H61 H 0.1934 -0.4205 0.1069 0.059 Uiso 1 1 calc R . .
Cl1 Cl 0.4033(3) -0.72890(17) 0.55170(12) 0.0654(5) Uani 1 1 d DU . .
O1P O 0.2193(19) -0.6130(12) 0.5189(16) 0.128(5) Uani 0.607(12) 1 d PDU A 1
O2P O 0.406(2) -0.8384(10) 0.5116(9) 0.121(5) Uani 0.607(12) 1 d PDU A 1
O3P O 0.434(2) -0.7791(17) 0.6630(7) 0.108(4) Uani 0.607(12) 1 d PDU A 1
O4P O 0.5642(19) -0.6771(19) 0.5024(13) 0.178(6) Uani 0.607(12) 1 d PDU A 1
O1P1 O 0.522(3) -0.771(3) 0.6458(14) 0.135(7) Uani 0.393(12) 1 d PDU A 2
O2P1 O 0.516(3) -0.776(2) 0.4747(13) 0.134(7) Uani 0.393(12) 1 d PDU A 2
O3P1 O 0.268(2) -0.8165(18) 0.5868(16) 0.131(7) Uani 0.393(12) 1 d PDU A 2
O4P1 O 0.283(4) -0.5831(15) 0.5242(19) 0.122(7) Uani 0.393(12) 1 d PDU A 2
O3W O 0.1191(14) -0.3271(12) 0.3298(6) 0.180(4) Uani 1 1 d D . .
H3W1 H 0.14(3) -0.265(13) 0.367(12) 0.271 Uiso 1 1 d D . .
H3W2 H 0.20(2) -0.422(7) 0.375(11) 0.271 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
Ca1 O2 2.280(3) 2 ?
Ca1 O2 2.280(3) . ?
Ca1 O1W 2.303(4) . ?
Ca1 O1W 2.303(4) 2 ?
Ca1 O2W 2.343(4) . ?
Ca1 O2W 2.343(4) 2 ?
O1W H1W1 0.947(10) . ?
O1W H1W2 0.951(11) . ?
O2W H2W1 0.950(10) . ?
O2W H2W2 0.950(10) . ?
N1 C6 1.364(7) . ?
N1 C2 1.371(6) . ?
N1 H1 0.8600 . ?
C2 O2 1.238(6) . ?
C2 N3 1.348(6) . ?
N3 C4 1.351(6) . ?
C4 N4 1.321(6) . ?
C4 C5 1.428(8) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
C5 C6 1.325(8) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
N11 C61 1.350(6) . ?
N11 C21 1.381(6) . ?
N11 H11 0.8600 . ?
C21 O21 1.253(6) . ?
C21 N31 1.342(6) . ?
N31 C41 1.322(6) . ?
C41 N41 1.339(7) . ?
C41 C51 1.423(7) . ?
N41 H41A 0.8600 . ?
N41 H41B 0.8600 . ?
C51 C61 1.339(7) . ?
C51 H51 0.9300 . ?
C61 H61 0.9300 . ?
Cl1 O2P1 1.356(10) . ?
Cl1 O2P 1.373(8) . ?
Cl1 O4P1 1.383(11) . ?
Cl1 O3P 1.383(8) . ?
Cl1 O1P1 1.397(12) . ?
Cl1 O1P 1.409(9) . ?
Cl1 O4P 1.414(9) . ?
Cl1 O3P1 1.447(11) . ?
O3W H3W1 0.960(11) . ?
O3W H3W2 0.958(11) . ?

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
O2 Ca1 O2 180.0 2 . ?
O2 Ca1 O1W 89.51(14) 2 . ?
O2 Ca1 O1W 90.49(14) . . ?
O2 Ca1 O1W 90.49(14) 2 2 ?
O2 Ca1 O1W 89.51(14) . 2 ?
O1W Ca1 O1W 180.0 . 2 ?
O2 Ca1 O2W 88.38(14) 2 . ?
O2 Ca1 O2W 91.62(14) . . ?
O1W Ca1 O2W 88.93(14) . . ?
O1W Ca1 O2W 91.07(14) 2 . ?
O2 Ca1 O2W 91.62(14) 2 2 ?
O2 Ca1 O2W 88.38(14) . 2 ?
O1W Ca1 O2W 91.07(14) . 2 ?
O1W Ca1 O2W 88.93(14) 2 2 ?
O2W Ca1 O2W 180.00(16) . 2 ?
Ca1 O1W H1W1 128(3) . . ?
Ca1 O1W H1W2 120(3) . . ?
H1W1 O1W H1W2 107(3) . . ?
Ca1 O2W H2W1 128(3) . . ?
Ca1 O2W H2W2 119(3) . . ?
H2W1 O2W H2W2 107(3) . . ?
C6 N1 C2 121.7(4) . . ?
C6 N1 H1 119.2 . . ?
C2 N1 H1 119.2 . . ?
O2 C2 N3 121.0(5) . . ?
O2 C2 N1 120.3(5) . . ?
N3 C2 N1 118.7(4) . . ?
C2 O2 Ca1 142.2(3) . . ?
C2 N3 C4 120.0(4) . . ?
N4 C4 N3 116.4(5) . . ?
N4 C4 C5 122.2(5) . . ?
N3 C4 C5 121.4(5) . . ?
C4 N4 H4A 120.0 . . ?
C4 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
C6 C5 C4 117.1(5) . . ?
C6 C5 H5 121.4 . . ?
C4 C5 H5 121.4 . . ?
C5 C6 N1 121.1(5) . . ?
C5 C6 H6 119.4 . . ?
N1 C6 H6 119.4 . . ?
C61 N11 C21 122.0(4) . . ?
C61 N11 H11 119.0 . . ?
C21 N11 H11 119.0 . . ?
O21 C21 N31 123.7(4) . . ?
O21 C21 N11 118.0(5) . . ?
N31 C21 N11 118.2(5) . . ?
C41 N31 C21 120.3(4) . . ?
N31 C41 N41 118.2(5) . . ?
N31 C41 C51 122.3(5) . . ?
N41 C41 C51 119.5(5) . . ?
C41 N41 H41A 120.0 . . ?
C41 N41 H41B 120.0 . . ?
H41A N41 H41B 120.0 . . ?
C61 C51 C41 116.7(5) . . ?
C61 C51 H51 121.6 . . ?
C41 C51 H51 121.6 . . ?
C51 C61 N11 120.4(5) . . ?
C51 C61 H61 119.8 . . ?
N11 C61 H61 119.8 . . ?
O2P1 Cl1 O2P 49.1(9) . . ?
O2P1 Cl1 O4P1 118.7(12) . . ?
O2P Cl1 O4P1 131.5(11) . . ?
O2P1 Cl1 O3P 130.6(11) . . ?
O2P Cl1 O3P 112.8(8) . . ?
O4P1 Cl1 O3P 106.0(13) . . ?
O2P1 Cl1 O1P1 110.6(13) . . ?
O2P Cl1 O1P1 116.8(13) . . ?
O4P1 Cl1 O1P1 111.1(13) . . ?
O3P Cl1 O1P1 27.4(12) . . ?
O2P1 Cl1 O1P 118.3(13) . . ?
O2P Cl1 O1P 109.4(8) . . ?
O4P1 Cl1 O1P 26.1(13) . . ?
O3P Cl1 O1P 111.1(9) . . ?
O1P1 Cl1 O1P 127.4(15) . . ?
O2P1 Cl1 O4P 56.4(10) . . ?
O2P Cl1 O4P 105.2(8) . . ?
O4P1 Cl1 O4P 87.5(13) . . ?
O3P Cl1 O4P 109.4(9) . . ?
O1P1 Cl1 O4P 82.5(13) . . ?
O1P Cl1 O4P 108.8(9) . . ?
O2P1 Cl1 O3P1 106.3(12) . . ?
O2P Cl1 O3P1 57.2(9) . . ?
O4P1 Cl1 O3P1 106.4(12) . . ?
O3P Cl1 O3P1 78.1(9) . . ?
O1P1 Cl1 O3P1 102.1(12) . . ?
O1P Cl1 O3P1 82.3(9) . . ?
O4P Cl1 O3P1 162.2(10) . . ?
H3W1 O3W H3W2 100(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1W1 O21 0.947(10) 1.870(14) 2.807(5) 170(4) 1_565
O1W H1W2 N31 0.951(11) 1.879(19) 2.789(5) 159(4) 2_645
O2W H2W1 O21 0.950(10) 1.92(3) 2.775(5) 149(5) 2_645
O2W H2W2 O3W 0.950(10) 1.80(4) 2.646(7) 147(6) .
N1 H1 O2W 0.86 2.38 3.170(6) 152.1 2
N4 H4A O21 0.86 2.15 3.008(7) 172.1 .
N4 H4B O4P1 0.86 2.19 3.02(2) 163.0 1_554
N11 H11 N3 0.86 1.96 2.823(6) 177.1 .
N41 H41A O3P1 0.86 2.28 2.934(16) 133.3 2_636
N41 H41B O2P1 0.86 2.09 2.942(17) 169.2 .
N41 H41B O2P 0.86 2.32 3.136(12) 157.8 .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.06
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.496
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.078
_database_code_depnum_ccdc_archive 'CCDC 989699'
#######################################################################
#
#                 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_cacyt1a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H9 Ca Cl2 N3 O11'
_chemical_formula_weight         386.12

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'
Ca Ca 0.2262 0.3064 '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                   7.042(2)
_cell_length_b                   10.068(3)
_cell_length_c                   10.415(3)
_cell_angle_alpha                63.28(2)
_cell_angle_beta                 83.44(2)
_cell_angle_gamma                86.87(2)
_cell_volume                     655.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    30
_cell_measurement_theta_min      15
_cell_measurement_theta_max      30

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.957
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             392
_exptl_absorpt_coefficient_mu    0.950
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.774
_exptl_absorpt_correction_T_max  0.833
_exptl_absorpt_process_details   psi-scan

_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  'R3m/V automatic four-circle diffractometer'
_diffrn_measurement_method       omega/2-theta-scans
_diffrn_standards_number         2
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        0.2
_diffrn_reflns_number            3174
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_sigmaI/netI    0.0172
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         27.06
_reflns_number_total             2868
_reflns_number_gt                2491
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker P3'
_computing_cell_refinement       'Bruker P3'
_computing_data_reduction        'Bruker XDISK'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL NT Bruker XP'
_computing_publication_material  'SHELXTL NT Package Bruker'

_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)+(0.0771P)²+0.9575P] 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         2868
_refine_ls_number_parameters     202
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1367
_refine_ls_wR_factor_gt          0.1252
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.478
_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
Ca1 Ca 0.02148(10) 0.11228(8) 0.11337(8) 0.0245(2) Uani 1 1 d . . .
O1W O -0.1744(4) 0.0986(4) 0.3228(3) 0.0410(7) Uani 1 1 d D . .
H1W1 H -0.295(5) 0.049(7) 0.355(6) 0.061 Uiso 1 1 d D . .
H1W2 H -0.135(8) 0.094(7) 0.409(4) 0.061 Uiso 1 1 d D . .
O2W O -0.2833(5) 0.2143(4) 0.0256(4) 0.0399(7) Uani 1 1 d D . .
H2W1 H -0.296(9) 0.263(6) -0.075(2) 0.060 Uiso 1 1 d D . .
H2W2 H -0.402(5) 0.162(7) 0.054(7) 0.060 Uiso 1 1 d D . .
N1 N 0.1533(5) 0.3151(4) -0.3489(4) 0.0311(7) Uani 1 1 d . . .
H1 H 0.1267 0.2680 -0.3959 0.037 Uiso 1 1 calc R . .
C2 C 0.1231(5) 0.2485(4) -0.2023(4) 0.0255(7) Uani 1 1 d . . .
O2 O 0.0660(4) 0.1161(3) -0.1338(3) 0.0322(6) Uani 1 1 d . . .
N3 N 0.1523(5) 0.3228(3) -0.1271(3) 0.0267(7) Uani 1 1 d . . .
C4 C 0.2215(6) 0.4620(4) -0.1979(4) 0.0289(8) Uani 1 1 d . . .
N4 N 0.2504(6) 0.5330(4) -0.1209(4) 0.0428(9) Uani 1 1 d . . .
H4A H 0.2250 0.4898 -0.0285 0.051 Uiso 1 1 calc R . .
H4B H 0.2946 0.6221 -0.1634 0.051 Uiso 1 1 calc R . .
C5 C 0.2619(7) 0.5316(5) -0.3510(5) 0.0350(9) Uani 1 1 d . . .
H5 H 0.3122 0.6271 -0.3997 0.042 Uiso 1 1 calc R . .
C6 C 0.2254(6) 0.4557(5) -0.4227(4) 0.0337(9) Uani 1 1 d . . .
H6 H 0.2490 0.4987 -0.5228 0.040 Uiso 1 1 calc R . .
Cl1 Cl 0.25035(13) 0.29783(11) 0.29208(10) 0.0301(3) Uani 1 1 d . . .
O1P O 0.1784(6) 0.2803(4) 0.1761(3) 0.0489(9) Uani 1 1 d . . .
O2P O 0.1236(6) 0.2232(5) 0.4203(4) 0.0559(10) Uani 1 1 d . . .
O3P O 0.2580(6) 0.4526(4) 0.2526(5) 0.0572(10) Uani 1 1 d . . .
O4P O 0.4358(6) 0.2343(5) 0.3134(6) 0.0669(12) Uani 1 1 d . . .
Cl2 Cl 0.36132(14) -0.10576(11) 0.26866(11) 0.0321(3) Uani 1 1 d . . .
O5P O 0.3584(5) 0.0123(4) 0.1220(4) 0.0444(8) Uani 1 1 d . . .
O6P O 0.1879(5) -0.0901(4) 0.3479(4) 0.0486(9) Uani 1 1 d . . .
O7P O 0.5239(6) -0.0893(5) 0.3296(5) 0.0624(11) Uani 1 1 d . . .
O8P O 0.3661(6) -0.2471(4) 0.2667(5) 0.0550(10) 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
Ca1 O2 2.323(3) 2 ?
Ca1 O1W 2.396(3) . ?
Ca1 O2W 2.421(3) . ?
Ca1 O1P 2.423(3) . ?
Ca1 O5P 2.521(3) . ?
Ca1 O2 2.540(3) . ?
Ca1 N3 2.555(3) . ?
Ca1 O6P 2.722(4) . ?
Ca1 C2 2.952(4) . ?
Ca1 Cl2 3.2062(15) . ?
Ca1 Ca1 3.9771(17) 2 ?
O1W H1W1 0.952(14) . ?
O1W H1W2 0.954(14) . ?
O2W H2W1 0.952(14) . ?
O2W H2W2 0.957(14) . ?
N1 C2 1.360(5) . ?
N1 C6 1.364(5) . ?
N1 H1 0.8600 . ?
C2 O2 1.259(5) . ?
C2 N3 1.340(5) . ?
O2 Ca1 2.323(3) 2 ?
N3 C4 1.345(5) . ?
C4 N4 1.328(5) . ?
C4 C5 1.424(6) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
C5 C6 1.336(6) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
Cl1 O4P 1.418(4) . ?
Cl1 O3P 1.424(4) . ?
Cl1 O2P 1.429(3) . ?
Cl1 O1P 1.445(3) . ?
Cl2 O7P 1.422(4) . ?
Cl2 O8P 1.431(4) . ?
Cl2 O6P 1.436(3) . ?
Cl2 O5P 1.455(3) . ?

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
O2 Ca1 O1W 96.68(12) 2 . ?
O2 Ca1 O2W 89.43(12) 2 . ?
O1W Ca1 O2W 75.65(12) . . ?
O2 Ca1 O1P 156.44(12) 2 . ?
O1W Ca1 O1P 76.83(12) . . ?
O2W Ca1 O1P 110.31(13) . . ?
O2 Ca1 O5P 85.40(12) 2 . ?
O1W Ca1 O5P 123.06(12) . . ?
O2W Ca1 O5P 161.03(12) . . ?
O1P Ca1 O5P 79.66(14) . . ?
O2 Ca1 O2 70.35(11) 2 . ?
O1W Ca1 O2 152.02(11) . . ?
O2W Ca1 O2 79.44(11) . . ?
O1P Ca1 O2 124.51(11) . . ?
O5P Ca1 O2 81.63(11) . . ?
O2 Ca1 N3 122.30(11) 2 . ?
O1W Ca1 N3 135.05(12) . . ?
O2W Ca1 N3 82.72(12) . . ?
O1P Ca1 N3 74.53(11) . . ?
O5P Ca1 N3 84.66(11) . . ?
O2 Ca1 N3 51.99(9) . . ?
O2 Ca1 O6P 75.90(11) 2 . ?
O1W Ca1 O6P 73.13(12) . . ?
O2W Ca1 O6P 143.44(11) . . ?
O1P Ca1 O6P 80.55(13) . . ?
O5P Ca1 O6P 52.17(10) . . ?
O2 Ca1 O6P 124.20(11) . . ?
N3 Ca1 O6P 133.43(11) . . ?
O2 Ca1 C2 95.44(11) 2 . ?
O1W Ca1 C2 151.38(12) . . ?
O2W Ca1 C2 78.65(11) . . ?
O1P Ca1 C2 100.86(11) . . ?
O5P Ca1 C2 83.68(11) . . ?
O2 Ca1 C2 25.10(10) . . ?
N3 Ca1 C2 26.96(10) . . ?
O6P Ca1 C2 135.17(11) . . ?
O2 Ca1 Cl2 76.39(8) 2 . ?
O1W Ca1 Cl2 99.26(9) . . ?
O2W Ca1 Cl2 164.39(9) . . ?
O1P Ca1 Cl2 82.28(11) . . ?
O5P Ca1 Cl2 26.10(8) . . ?
O2 Ca1 Cl2 101.38(8) . . ?
N3 Ca1 Cl2 110.25(8) . . ?
O6P Ca1 Cl2 26.46(7) . . ?
C2 Ca1 Cl2 108.77(8) . . ?
O2 Ca1 Ca1 36.98(7) 2 2 ?
O1W Ca1 Ca1 129.20(9) . 2 ?
O2W Ca1 Ca1 82.94(9) . 2 ?
O1P Ca1 Ca1 153.79(10) . 2 ?
O5P Ca1 Ca1 81.96(9) . 2 ?
O2 Ca1 Ca1 33.36(6) . 2 ?
N3 Ca1 Ca1 85.33(8) . 2 ?
O6P Ca1 Ca1 102.52(9) . 2 ?
C2 Ca1 Ca1 58.46(8) . 2 ?
Cl2 Ca1 Ca1 89.35(4) . 2 ?
Ca1 O1W H1W1 123(3) . . ?
Ca1 O1W H1W2 128(4) . . ?
H1W1 O1W H1W2 103(3) . . ?
Ca1 O2W H2W1 121(4) . . ?
Ca1 O2W H2W2 126(4) . . ?
H2W1 O2W H2W2 97(5) . . ?
C2 N1 C6 121.0(3) . . ?
C2 N1 H1 119.5 . . ?
C6 N1 H1 119.5 . . ?
O2 C2 N3 118.4(3) . . ?
O2 C2 N1 121.0(3) . . ?
N3 C2 N1 120.6(3) . . ?
O2 C2 Ca1 58.8(2) . . ?
N3 C2 Ca1 59.8(2) . . ?
N1 C2 Ca1 174.9(3) . . ?
C2 O2 Ca1 154.3(3) . 2 ?
C2 O2 Ca1 96.1(2) . . ?
Ca1 O2 Ca1 109.65(11) 2 . ?
C2 N3 C4 119.2(3) . . ?
C2 N3 Ca1 93.3(2) . . ?
C4 N3 Ca1 147.4(3) . . ?
N4 C4 N3 118.1(4) . . ?
N4 C4 C5 121.0(4) . . ?
N3 C4 C5 121.0(4) . . ?
C4 N4 H4A 120.0 . . ?
C4 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
C6 C5 C4 118.1(4) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C5 C6 N1 120.0(4) . . ?
C5 C6 H6 120.0 . . ?
N1 C6 H6 120.0 . . ?
O4P Cl1 O3P 110.1(3) . . ?
O4P Cl1 O2P 110.0(3) . . ?
O3P Cl1 O2P 110.8(3) . . ?
O4P Cl1 O1P 109.2(3) . . ?
O3P Cl1 O1P 108.3(2) . . ?
O2P Cl1 O1P 108.4(2) . . ?
Cl1 O1P Ca1 144.9(2) . . ?
O7P Cl2 O8P 110.3(2) . . ?
O7P Cl2 O6P 110.8(3) . . ?
O8P Cl2 O6P 110.2(2) . . ?
O7P Cl2 O5P 109.7(3) . . ?
O8P Cl2 O5P 109.6(2) . . ?
O6P Cl2 O5P 106.2(2) . . ?
O7P Cl2 Ca1 133.98(18) . . ?
O8P Cl2 Ca1 115.40(17) . . ?
O6P Cl2 Ca1 57.61(16) . . ?
O5P Cl2 Ca1 49.65(13) . . ?
Cl2 O5P Ca1 104.25(17) . . ?
Cl2 O6P Ca1 95.93(17) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1W1 O7P 0.952(14) 2.06(3) 2.895(5) 145(5) 1_455
O1W H1W2 O6P 0.954(14) 2.50(3) 3.383(5) 155(5) 2_556
O2W H2W1 O8P 0.952(14) 2.18(4) 3.033(5) 148(5) 2
O2W H2W2 O5P 0.957(14) 2.159(18) 3.108(5) 171(6) 1_455
N1 H1 O2P 0.86 2.16 2.969(5) 157.2 1_554
N4 H4A O1P 0.86 2.23 3.000(5) 149.1 .
N4 H4B O4P 0.86 2.39 3.118(6) 142.3 2_665

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.06
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.099
_database_code_depnum_ccdc_archive 'CCDC 989700'
#######################################################################
#
#                 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_cacytclc

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H14 Ca Cl2 N6 O4'
_chemical_formula_weight         369.23

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'
Ca Ca 0.2262 0.3064 '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                   9.487(2)
_cell_length_b                   9.650(2)
_cell_length_c                   9.796(2)
_cell_angle_alpha                84.51(2)
_cell_angle_beta                 88.01(2)
_cell_angle_gamma                62.17(2)
_cell_volume                     789.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    30
_cell_measurement_theta_min      15
_cell_measurement_theta_max      30

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             380
_exptl_absorpt_coefficient_mu    0.759
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.774
_exptl_absorpt_correction_T_max  0.833
_exptl_absorpt_process_details   psi-scan

_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  'R3m/V automatic four-circle diffractometer'
_diffrn_measurement_method       omega/2-theta-scans
_diffrn_standards_number         2
_diffrn_standards_interval_count 50
_diffrn_standards_decay_%        0.4
_diffrn_reflns_number            3779
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0445
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         27.06
_reflns_number_total             3480
_reflns_number_gt                2502
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker P3'
_computing_cell_refinement       'Bruker P3'
_computing_data_reduction        'Bruker XDISK'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL NT Bruker XP'
_computing_publication_material  'SHELXTL NT Package Bruker'

_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)+(0.0262P)²+1.0909P] 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         3480
_refine_ls_number_parameters     202
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.1113
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.422
_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
Ca1 Ca 0.01552(10) 0.18544(10) 0.38607(9) 0.0315(2) Uani 1 1 d . . .
O1W O 0.0181(6) 0.0916(6) 0.1753(4) 0.0780(14) Uani 1 1 d D . .
H1W1 H 0.071(8) 0.094(8) 0.091(4) 0.117 Uiso 1 1 d D . .
H1W2 H -0.034(8) 0.031(8) 0.160(7) 0.117 Uiso 1 1 d D . .
O2W O -0.0068(5) 0.2906(4) 0.5978(3) 0.0489(9) Uani 1 1 d D . .
H2W1 H 0.032(7) 0.223(6) 0.680(3) 0.073 Uiso 1 1 d D . .
H2W2 H -0.040(7) 0.392(3) 0.628(6) 0.073 Uiso 1 1 d D . .
N1 N -0.2674(5) 0.5687(5) 0.1456(4) 0.0439(10) Uani 1 1 d . . .
H1 H -0.1677 0.5431 0.1484 0.053 Uiso 1 1 calc R . .
C2 C -0.3242(5) 0.4874(5) 0.2311(5) 0.0372(10) Uani 1 1 d . . .
O2 O -0.2338(4) 0.3873(4) 0.3222(4) 0.0530(9) Uani 1 1 d . . .
N3 N -0.4770(4) 0.5164(4) 0.2210(4) 0.0392(9) Uani 1 1 d . . .
C4 C -0.5737(6) 0.6303(6) 0.1299(5) 0.0423(11) Uani 1 1 d . . .
N4 N -0.7211(5) 0.6516(6) 0.1193(5) 0.0674(14) Uani 1 1 d . . .
H4A H -0.7514 0.5929 0.1702 0.081 Uiso 1 1 calc R . .
H4B H -0.7868 0.7241 0.0615 0.081 Uiso 1 1 calc R . .
C5 C -0.5193(7) 0.7251(6) 0.0458(5) 0.0534(14) Uani 1 1 d . . .
H5 H -0.5886 0.8086 -0.0139 0.064 Uiso 1 1 calc R . .
C6 C -0.3650(7) 0.6897(7) 0.0560(5) 0.0548(14) Uani 1 1 d . . .
H6 H -0.3253 0.7478 0.0018 0.066 Uiso 1 1 calc R . .
N11 N 0.4142(4) -0.2532(4) 0.5335(4) 0.0381(9) Uani 1 1 d . . .
H11 H 0.3966 -0.3168 0.5904 0.046 Uiso 1 1 calc R . .
C21 C 0.2914(5) -0.1111(5) 0.4902(4) 0.0319(9) Uani 1 1 d . . .
O21 O 0.1532(4) -0.0713(4) 0.5341(3) 0.0419(8) Uani 1 1 d . . .
N31 N 0.3148(4) -0.0104(4) 0.3995(4) 0.0351(8) Uani 1 1 d . . .
C41 C 0.4631(5) -0.0527(5) 0.3526(4) 0.0340(9) Uani 1 1 d . . .
N41 N 0.4830(5) 0.0508(5) 0.2642(4) 0.0496(11) Uani 1 1 d . . .
H41A H 0.4029 0.1401 0.2395 0.060 Uiso 1 1 calc R . .
H41B H 0.5760 0.0282 0.2319 0.060 Uiso 1 1 calc R . .
C51 C 0.5944(5) -0.1992(5) 0.3968(5) 0.0404(11) Uani 1 1 d . . .
H51 H 0.6966 -0.2271 0.3644 0.048 Uiso 1 1 calc R . .
C61 C 0.5647(5) -0.2958(5) 0.4875(5) 0.0416(11) Uani 1 1 d . . .
H61 H 0.6478 -0.3927 0.5191 0.050 Uiso 1 1 calc R . .
Cl1 Cl 0.12153(14) 0.39271(13) 0.25613(13) 0.0438(3) Uani 1 1 d . . .
Cl2 Cl -0.15642(15) -0.10090(16) 0.12106(12) 0.0468(3) 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
Ca1 O2 2.312(3) . ?
Ca1 O1W 2.327(4) . ?
Ca1 O2W 2.356(3) . ?
Ca1 O21 2.404(3) 2_556 ?
Ca1 O21 2.524(3) . ?
Ca1 N31 2.573(4) . ?
Ca1 Cl1 2.8168(15) . ?
Ca1 C21 2.952(4) . ?
Ca1 Ca1 4.1580(19) 2_556 ?
O1W H1W1 0.951(13) . ?
O1W H1W2 0.953(13) . ?
O2W H2W1 0.952(13) . ?
O2W H2W2 0.949(13) . ?
N1 C6 1.357(6) . ?
N1 C2 1.358(5) . ?
N1 H1 0.8600 . ?
C2 O2 1.257(5) . ?
C2 N3 1.347(6) . ?
N3 C4 1.332(6) . ?
C4 N4 1.322(6) . ?
C4 C5 1.431(7) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
C5 C6 1.344(7) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
N11 C21 1.360(5) . ?
N11 C61 1.361(5) . ?
N11 H11 0.8600 . ?
C21 O21 1.255(5) . ?
C21 N31 1.344(5) . ?
O21 Ca1 2.404(3) 2_556 ?
N31 C41 1.346(5) . ?
C41 N41 1.336(5) . ?
C41 C51 1.419(6) . ?
N41 H41A 0.8600 . ?
N41 H41B 0.8600 . ?
C51 C61 1.344(6) . ?
C51 H51 0.9300 . ?
C61 H61 0.9300 . ?

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
O2 Ca1 O1W 86.49(17) . . ?
O2 Ca1 O2W 89.72(14) . . ?
O1W Ca1 O2W 175.97(17) . . ?
O2 Ca1 O21 78.66(12) . 2_556 ?
O1W Ca1 O21 87.20(13) . 2_556 ?
O2W Ca1 O21 90.73(13) . 2_556 ?
O2 Ca1 O21 142.45(12) . . ?
O1W Ca1 O21 100.08(16) . . ?
O2W Ca1 O21 82.13(12) . . ?
O21 Ca1 O21 64.95(12) 2_556 . ?
O2 Ca1 N31 164.94(12) . . ?
O1W Ca1 N31 85.73(17) . . ?
O2W Ca1 N31 98.27(13) . . ?
O21 Ca1 N31 113.77(11) 2_556 . ?
O21 Ca1 N31 51.98(10) . . ?
O2 Ca1 Cl1 83.43(9) . . ?
O1W Ca1 Cl1 89.29(11) . . ?
O2W Ca1 Cl1 91.63(10) . . ?
O21 Ca1 Cl1 161.92(9) 2_556 . ?
O21 Ca1 Cl1 133.12(8) . . ?
N31 Ca1 Cl1 83.60(9) . . ?
O2 Ca1 C21 166.65(12) . . ?
O1W Ca1 C21 92.49(17) . . ?
O2W Ca1 C21 90.89(13) . . ?
O21 Ca1 C21 88.00(11) 2_556 . ?
O21 Ca1 C21 24.96(10) . . ?
N31 Ca1 C21 27.06(11) . . ?
Cl1 Ca1 C21 109.88(9) . . ?
O2 Ca1 Ca1 111.56(10) . 2_556 ?
O1W Ca1 Ca1 94.47(12) . 2_556 ?
O2W Ca1 Ca1 85.66(9) . 2_556 ?
O21 Ca1 Ca1 33.36(8) 2_556 2_556 ?
O21 Ca1 Ca1 31.59(7) . 2_556 ?
N31 Ca1 Ca1 81.91(8) . 2_556 ?
Cl1 Ca1 Ca1 164.71(5) . 2_556 ?
C21 Ca1 Ca1 55.22(8) . 2_556 ?
Ca1 O1W H1W1 133(4) . . ?
Ca1 O1W H1W2 123(4) . . ?
H1W1 O1W H1W2 104(3) . . ?
Ca1 O2W H2W1 120(4) . . ?
Ca1 O2W H2W2 137(4) . . ?
H2W1 O2W H2W2 103(5) . . ?
C6 N1 C2 121.3(4) . . ?
C6 N1 H1 119.4 . . ?
C2 N1 H1 119.4 . . ?
O2 C2 N3 120.2(4) . . ?
O2 C2 N1 119.3(4) . . ?
N3 C2 N1 120.5(4) . . ?
C2 O2 Ca1 148.9(3) . . ?
C4 N3 C2 119.2(4) . . ?
N4 C4 N3 117.5(5) . . ?
N4 C4 C5 121.3(5) . . ?
N3 C4 C5 121.2(4) . . ?
C4 N4 H4A 120.0 . . ?
C4 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
C6 C5 C4 117.9(5) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
C5 C6 N1 119.7(5) . . ?
C5 C6 H6 120.1 . . ?
N1 C6 H6 120.1 . . ?
C21 N11 C61 120.6(4) . . ?
C21 N11 H11 119.7 . . ?
C61 N11 H11 119.7 . . ?
O21 C21 N31 118.5(4) . . ?
O21 C21 N11 120.5(4) . . ?
N31 C21 N11 121.0(4) . . ?
O21 C21 Ca1 58.1(2) . . ?
N31 C21 Ca1 60.6(2) . . ?
N11 C21 Ca1 176.0(3) . . ?
C21 O21 Ca1 140.3(3) . 2_556 ?
C21 O21 Ca1 97.0(3) . . ?
Ca1 O21 Ca1 115.05(12) 2_556 . ?
C21 N31 C41 118.6(4) . . ?
C21 N31 Ca1 92.4(2) . . ?
C41 N31 Ca1 148.8(3) . . ?
N41 C41 N31 117.2(4) . . ?
N41 C41 C51 120.9(4) . . ?
N31 C41 C51 122.0(4) . . ?
C41 N41 H41A 120.0 . . ?
C41 N41 H41B 120.0 . . ?
H41A N41 H41B 120.0 . . ?
C61 C51 C41 117.2(4) . . ?
C61 C51 H51 121.4 . . ?
C41 C51 H51 121.4 . . ?
C51 C61 N11 120.6(4) . . ?
C51 C61 H61 119.7 . . ?
N11 C61 H61 119.7 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1W1 Cl2 0.951(13) 2.214(19) 3.155(4) 170(6) 2
O1W H1W2 Cl2 0.953(13) 2.145(14) 3.098(4) 178(7) .
O2W H2W1 Cl2 0.952(13) 2.24(2) 3.165(4) 165(5) 2_556
O2W H2W2 Cl1 0.949(13) 2.258(18) 3.193(4) 168(5) 2_566
N1 H1 Cl1 0.86 2.63 3.427(4) 153.9 .
N4 H4A Cl1 0.86 2.77 3.601(5) 162.2 1_455
N11 H11 O2 0.86 2.09 2.855(5) 148.2 2_556
N11 H11 N3 0.86 2.40 3.179(5) 151.4 2_556
N41 H41A Cl1 0.86 2.66 3.472(5) 158.5 .
N41 H41B Cl2 0.86 2.51 3.346(4) 164.8 1_655

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.06
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.077
_database_code_depnum_ccdc_archive 'CCDC 989701'
#######################################################################
#
#                 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_Ca_platon-sr

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H80 Ca4 Cl8 N24 O100'
_chemical_formula_weight         3325.52

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           98
_space_group_name_H-M_alt        'I 41 2 2'
_space_group_name_Hall           'I 4bw 2bw'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-y, x+1/2, z+1/4'
'y+1/2, -x, z+3/4'
'-x+1/2, y, -z+3/4'
'x, -y+1/2, -z+1/4'
'y+1/2, x+1/2, -z+1/2'
'-y, -x, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1, z+1'
'-y+1/2, x+1, z+3/4'
'y+1, -x+1/2, z+5/4'
'-x+1, y+1/2, -z+5/4'
'x+1/2, -y+1, -z+3/4'
'y+1, x+1, -z+1'
'-y+1/2, -x+1/2, -z+1/2'

_cell_length_a                   21.7076(9)
_cell_length_b                   21.7076(9)
_cell_length_c                   59.216(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     27904(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      24.37

_exptl_crystal_description       rhombhuses
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             13568
_exptl_absorpt_coefficient_mu    0.435
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.881
_exptl_absorpt_correction_T_max  0.899
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            325468
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -68
_diffrn_reflns_limit_l_max       66
_diffrn_reflns_theta_min         1.375
_diffrn_reflns_theta_max         24.558
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.920
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.920
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.920
_reflns_number_total             11552
_reflns_number_gt                9918
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.806
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.920

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 The contribution to the diffraction pattern from the perchlorate anions and the 
 water molecules of crystallization, which are located in the voids of 
 the lattice (48 molecules of H2O and 28 perchlorate anions located in the voids 
 of the channels of the lattice that amount to 29 % percentage void volume of the 
 unit cell), were subtracted from the observed data by using the "SQUEEZE" method, 
 as implemented in PLATON.
 One of the four cytydine of the asymmetric unit has been refined with restrains 
 due to thermal disorder. 
 Due to disorder:two sets for oxygen atoms of the perchlorate anion have been 
 modelled with refined occupancy factors and a double position has been refined 
 also for the O(5) oxygen atom of a cyd ligand. 
 See .res file attacched below.

 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1206P)²+21.4898P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.10(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         11552
_refine_ls_number_parameters     745
_refine_ls_number_restraints     340
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0597
_refine_ls_wR_factor_ref         0.1748
_refine_ls_wR_factor_gt          0.1704
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# 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 0.011 0.452 -0.045 7941 3824 ' '
2 0.080 0.580 0.250 15 17 ' '
3 0.080 0.920 1.000 15 17 ' '
4 0.420 0.580 0.500 15 17 ' '
5 0.420 0.920 0.750 15 17 ' '
6 0.580 0.420 0.500 15 17 ' '
7 0.580 0.080 0.750 15 17 ' '
8 0.920 0.080 0.000 15 17 ' '
9 0.920 0.420 0.250 15 17 ' '

_platon_squeeze_details          
; 
 The residual agreement factors were 
 R_factor_gt = 0.0771 and wR2_factor_gt = 0.2157 before SQUEEZE 
 whereas they were R_factor_gt = 0.0597 and wR2_factor_gt = 0.1704 
 after SQUEEZE. The final formulation of the compound is in agreement 
 with the residual electron density and volume.  
;

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 0.71840(5) 0.53576(5) 0.44359(2) 0.0323(3) Uani 1 1 d . . . . .
O1W O 0.64804(18) 0.58197(17) 0.41568(6) 0.0408(9) Uani 1 1 d . . . . .
O2W O 0.7077(2) 0.46762(18) 0.47704(6) 0.0474(10) Uani 1 1 d . . . . .
O3W O 0.65441(17) 0.45181(18) 0.42917(7) 0.0418(9) Uani 1 1 d . . . . .
O4W O 0.64944(18) 0.59195(17) 0.46921(6) 0.0404(9) Uani 1 1 d . . . . .
N1 N 0.7446(2) 0.7636(2) 0.46896(7) 0.0384(11) Uani 1 1 d . . . . .
C2 C 0.6794(3) 0.7701(3) 0.46816(8) 0.0369(13) Uani 1 1 d . . . . .
O2 O 0.64636(17) 0.72489(18) 0.47206(6) 0.0365(8) Uani 1 1 d . . . . .
N3 N 0.6558(2) 0.8260(2) 0.46298(7) 0.0379(11) Uani 1 1 d . . . . .
C4 C 0.6925(3) 0.8760(3) 0.46036(9) 0.0468(15) Uani 1 1 d . . . . .
N4 N 0.6665(3) 0.9308(2) 0.45634(9) 0.0562(14) Uani 1 1 d . . . . .
H4A H 0.6261 0.9340 0.4554 0.067 Uiso 1 1 calc R U . . .
H4B H 0.6897 0.9637 0.4546 0.067 Uiso 1 1 calc R U . . .
C5 C 0.7596(3) 0.8698(3) 0.46138(10) 0.0501(15) Uani 1 1 d . . . . .
H5 H 0.7862 0.9040 0.4591 0.060 Uiso 1 1 calc R U . . .
C6 C 0.7814(3) 0.8137(3) 0.46565(10) 0.0468(15) Uani 1 1 d . . . . .
H6 H 0.8248 0.8083 0.4664 0.056 Uiso 1 1 calc R U . . .
O1' O 0.82480(16) 0.70870(18) 0.48657(6) 0.0378(9) Uani 1 1 d . . . . .
C1' C 0.7705(3) 0.7021(3) 0.47302(9) 0.0365(12) Uani 1 1 d . . . . .
H1' H 0.7397 0.6749 0.4807 0.044 Uiso 1 1 calc R U . . .
C2' C 0.7951(3) 0.6714(2) 0.45144(9) 0.0368(12) Uani 1 1 d . . . . .
H2' H 0.8182 0.7020 0.4421 0.044 Uiso 1 1 calc R U . . .
O2' O 0.7474(2) 0.64375(17) 0.43855(6) 0.0459(10) Uani 1 1 d . . . . .
C3' C 0.8393(3) 0.6234(3) 0.46126(10) 0.0427(14) Uani 1 1 d . . . . .
H3' H 0.8724 0.6121 0.4502 0.051 Uiso 1 1 calc R U . . .
O3' O 0.80304(18) 0.57123(18) 0.46749(6) 0.0427(9) Uani 1 1 d . . . . .
C4' C 0.8660(2) 0.6576(3) 0.48211(10) 0.0428(14) Uani 1 1 d . . . . .
H4' H 0.8652 0.6290 0.4954 0.051 Uiso 1 1 calc R U . . .
C5' C 0.9304(3) 0.6822(4) 0.47934(14) 0.069(2) Uani 1 1 d . . . . .
H5'1 H 0.9399 0.7095 0.4923 0.083 Uiso 1 1 calc R U . . .
H5'2 H 0.9597 0.6473 0.4798 0.083 Uiso 1 1 calc R U . . .
O5' O 0.9396(3) 0.7153(3) 0.45921(11) 0.094(2) Uani 1 1 d . . . . .
H5' H 0.9330 0.6921 0.4481 0.141 Uiso 1 1 calc R U . . .
N11 N 0.7980(2) 0.3451(3) 0.40022(7) 0.0422(11) Uani 1 1 d . U . . .
C21 C 0.7438(3) 0.3127(3) 0.40686(9) 0.0414(12) Uani 1 1 d . U . . .
O21 O 0.69718(19) 0.3428(2) 0.41263(7) 0.0508(11) Uani 1 1 d . U . . .
N31 N 0.7434(2) 0.2520(3) 0.40689(8) 0.0502(12) Uani 1 1 d . U . . .
C41 C 0.7947(3) 0.2196(4) 0.40103(13) 0.0712(19) Uani 1 1 d . U . . .
N41 N 0.7895(4) 0.1580(4) 0.40085(15) 0.104(3) Uani 1 1 d . U . . .
H41A H 0.7543 0.1405 0.4044 0.125 Uiso 1 1 calc R U . . .
H41B H 0.8215 0.1351 0.3972 0.125 Uiso 1 1 calc R U . . .
C51 C 0.8499(3) 0.2517(5) 0.39533(14) 0.081(2) Uani 1 1 d . U . . .
H51 H 0.8862 0.2297 0.3914 0.098 Uiso 1 1 calc R U . . .
C61 C 0.8497(3) 0.3108(4) 0.39568(11) 0.0652(18) Uani 1 1 d . U . . .
H61 H 0.8871 0.3319 0.3927 0.078 Uiso 1 1 calc R U . . .
O1'1 O 0.8298(2) 0.4315(3) 0.37946(6) 0.0670(14) Uani 1 1 d . U . . .
C1'1 C 0.7971(2) 0.4128(3) 0.39929(8) 0.0413(13) Uani 1 1 d . U . . .
H1'1 H 0.7536 0.4279 0.3985 0.050 Uiso 1 1 calc R U . . .
C2'1 C 0.8313(2) 0.4457(3) 0.41829(8) 0.0362(12) Uani 1 1 d . U . . .
H2'1 H 0.8715 0.4249 0.4213 0.043 Uiso 1 1 calc R U . . .
O2'1 O 0.79628(16) 0.45011(17) 0.43854(6) 0.0351(8) Uani 1 1 d . U . . .
C3'1 C 0.8419(2) 0.5088(3) 0.40785(9) 0.0457(13) Uani 1 1 d . U . . .
H3'1 H 0.8771 0.5310 0.4151 0.055 Uiso 1 1 calc R U . . .
O3'1 O 0.78500(17) 0.5420(2) 0.41018(7) 0.0494(10) Uani 1 1 d . U . . .
C4'1 C 0.8551(2) 0.4931(4) 0.38308(10) 0.0550(15) Uani 1 1 d D U . . .
H4'1 H 0.8332 0.5231 0.3731 0.066 Uiso 1 1 calc R U . . .
C5'1 C 0.9222(3) 0.4935(4) 0.37762(10) 0.0606(19) Uani 1 1 d D U . . .
H511 H 0.9409 0.5315 0.3838 0.073 Uiso 0.754(12) 1 calc R U P A 1
H521 H 0.9421 0.4579 0.3851 0.073 Uiso 0.754(12) 1 calc R U P A 1
H51A H 0.9452 0.4993 0.3919 0.073 Uiso 0.246(12) 1 calc R U P A 2
H52A H 0.9332 0.4524 0.3717 0.073 Uiso 0.246(12) 1 calc R U P A 2
O5'1 O 0.9335(2) 0.4909(3) 0.35503(8) 0.0438(19) Uiso 0.754(12) 1 d D U P A 1
H551 H 0.9182 0.5221 0.3487 0.066 Uiso 0.754(12) 1 calc R U P A 1
O5'A O 0.9409(7) 0.5332(7) 0.3638(2) 0.038(5) Uiso 0.246(12) 1 d D U P A 2
H55A H 0.9789 0.5286 0.3617 0.058 Uiso 0.246(12) 1 calc R U P A 2
Ca2 Ca 0.53995(6) 0.25396(5) 0.44399(2) 0.0449(3) Uani 1 1 d . . . . .
O5W O 0.57385(19) 0.31540(19) 0.41143(7) 0.0483(10) Uani 1 1 d . . . . .
O6W O 0.5979(2) 0.3397(2) 0.46128(8) 0.0604(13) Uani 1 1 d . . . . .
O7W O 0.4546(2) 0.3192(2) 0.43355(8) 0.0647(14) Uani 1 1 d . . . . .
O8W O 0.48022(18) 0.2611(2) 0.47885(7) 0.0528(11) Uani 1 1 d . . . . .
N12 N 0.7697(2) 0.2482(2) 0.46600(9) 0.0496(13) Uani 1 1 d . . . . .
C22 C 0.7736(3) 0.3119(3) 0.46498(10) 0.0444(14) Uani 1 1 d . . . . .
O22 O 0.7264(2) 0.34288(18) 0.46992(7) 0.0463(10) Uani 1 1 d . . . . .
N32 N 0.8268(2) 0.3382(3) 0.45890(8) 0.0533(14) Uani 1 1 d . . . . .
C42 C 0.8773(4) 0.3034(4) 0.45401(13) 0.070(2) Uani 1 1 d . . . . .
N42 N 0.9296(3) 0.3321(4) 0.44944(11) 0.084(2) Uani 1 1 d . . . . .
H42A H 0.9311 0.3726 0.4496 0.101 Uiso 1 1 calc R U . . .
H42B H 0.9629 0.3107 0.4462 0.101 Uiso 1 1 calc R U . . .
C52 C 0.8744(4) 0.2387(5) 0.45515(15) 0.079(3) Uani 1 1 d . . . . .
H52 H 0.9097 0.2142 0.4522 0.094 Uiso 1 1 calc R U . . .
C62 C 0.8222(4) 0.2136(4) 0.46037(15) 0.077(2) Uani 1 1 d . . . . .
H62 H 0.8192 0.1700 0.4604 0.093 Uiso 1 1 calc R U . . .
O1'2 O 0.7227(3) 0.17044(18) 0.48813(7) 0.0627(13) Uani 1 1 d . . . . .
C1'2 C 0.7110(3) 0.2180(3) 0.47204(10) 0.0492(15) Uani 1 1 d . . . . .
H1'2 H 0.6818 0.2489 0.4785 0.059 Uiso 1 1 calc R U . . .
C2'2 C 0.6807(3) 0.1839(3) 0.45254(10) 0.0479(15) Uani 1 1 d . . . . .
H2'2 H 0.7117 0.1582 0.4444 0.057 Uiso 1 1 calc R U . . .
O2'2 O 0.6493(2) 0.22392(19) 0.43704(7) 0.0511(11) Uani 1 1 d . . . . .
C3'2 C 0.6357(4) 0.1430(3) 0.46536(12) 0.0624(19) Uani 1 1 d . . . . .
H3'2 H 0.6240 0.1055 0.4565 0.075 Uiso 1 1 calc R U . . .
O3'2 O 0.5839(2) 0.1796(2) 0.47084(9) 0.0691(15) Uani 1 1 d . . . . .
C4'2 C 0.6729(4) 0.1268(3) 0.48677(12) 0.0590(18) Uani 1 1 d . . . . .
H4'2 H 0.6458 0.1322 0.5003 0.071 Uiso 1 1 calc R U . . .
C5'2 C 0.6982(4) 0.0616(3) 0.48680(13) 0.073(2) Uani 1 1 d . . . . .
H5'6 H 0.7272 0.0569 0.4996 0.087 Uiso 1 1 calc R U . . .
H5'7 H 0.6638 0.0323 0.4892 0.087 Uiso 1 1 calc R U . . .
O5'2 O 0.7287(3) 0.0465(2) 0.46646(11) 0.0867(18) Uani 1 1 d . . . . .
H5'8 H 0.7587 0.0705 0.4646 0.130 Uiso 1 1 calc R U . . .
N13 N 0.3384(4) 0.1810(3) 0.40483(9) 0.0771(18) Uani 1 1 d . U . . .
C23 C 0.3042(5) 0.2325(5) 0.41041(11) 0.086(2) Uani 1 1 d . U . . .
O23 O 0.3324(3) 0.2814(3) 0.41529(8) 0.0872(18) Uani 1 1 d . U . . .
N33 N 0.2411(4) 0.2312(5) 0.41084(10) 0.102(2) Uani 1 1 d . U . . .
C43 C 0.2125(6) 0.1778(7) 0.40770(14) 0.118(3) Uani 1 1 d . U . . .
N43 N 0.1514(5) 0.1774(7) 0.40894(15) 0.156(4) Uani 1 1 d . U . . .
H43A H 0.1312 0.2117 0.4118 0.188 Uiso 1 1 calc R U . . .
H43B H 0.1310 0.1427 0.4069 0.188 Uiso 1 1 calc R U . . .
C53 C 0.2470(6) 0.1217(6) 0.40385(14) 0.112(3) Uani 1 1 d . U . . .
H53 H 0.2268 0.0829 0.4030 0.134 Uiso 1 1 calc R U . . .
C63 C 0.3093(5) 0.1264(5) 0.40151(13) 0.097(3) Uani 1 1 d . U . . .
H63 H 0.3326 0.0910 0.3975 0.116 Uiso 1 1 calc R U . . .
O1'3 O 0.4199(3) 0.1548(2) 0.38145(7) 0.0807(17) Uani 1 1 d . U . . .
C1'3 C 0.4055(4) 0.1837(3) 0.40227(10) 0.065(2) Uani 1 1 d . U . . .
H1'3 H 0.4195 0.2276 0.4020 0.079 Uiso 1 1 calc R U . . .
O2'3 O 0.45354(19) 0.18114(19) 0.44014(6) 0.0478(10) Uani 1 1 d . U . . .
C2'3 C 0.4418(3) 0.1478(3) 0.41995(10) 0.0478(14) Uani 1 1 d . U . . .
H2'3 H 0.4193 0.1088 0.4237 0.057 Uiso 1 1 calc R U . . .
C3'3 C 0.5015(4) 0.1322(3) 0.40721(12) 0.0628(15) Uani 1 1 d . U . . .
H3'3 H 0.5163 0.0899 0.4111 0.075 Uiso 1 1 calc R U . . .
O3'3 O 0.5461(3) 0.1770(2) 0.41300(8) 0.0690(13) Uani 1 1 d . U . . .
C4'3 C 0.4808(5) 0.1357(4) 0.38184(13) 0.085(2) Uani 1 1 d . U . . .
H4'3 H 0.5077 0.1646 0.3731 0.101 Uiso 1 1 calc R U . . .
C5'3 C 0.4785(8) 0.0720(6) 0.3707(3) 0.169(6) Uani 1 1 d . U . . .
H5'9 H 0.5200 0.0533 0.3702 0.203 Uiso 1 1 calc R U . . .
H510 H 0.4507 0.0441 0.3792 0.203 Uiso 1 1 calc R U . . .
O5'3 O 0.4541(7) 0.0828(7) 0.3469(2) 0.239(7) Uani 1 1 d . U . . .
H533 H 0.4523 0.0491 0.3400 0.358 Uiso 1 1 calc R U . . .
Cl4 Cl 0.5000 0.5000 0.45367(4) 0.0602(6) Uani 1 2 d DS TU P . .
O1P4 O 0.4949(8) 0.4461(7) 0.4362(3) 0.074(4) Uani 0.5 1 d D U P B 1
O2P4 O 0.5610(4) 0.4965(5) 0.46211(18) 0.057(2) Uani 0.5 1 d D U P B 1
O1PA O 0.5368(6) 0.5263(6) 0.4733(2) 0.082(3) Uani 0.5 1 d D U P B 2
O2PA O 0.5178(7) 0.4467(7) 0.4430(3) 0.073(4) Uani 0.5 1 d D U P B 2


_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
Ca1 O3' 2.443(4) . ?
Ca1 O3W 2.445(4) . ?
Ca1 O2' 2.446(4) . ?
Ca1 O3'1 2.454(4) . ?
Ca1 O4W 2.456(4) . ?
Ca1 O1W 2.464(4) . ?
Ca1 O2W 2.483(4) . ?
Ca1 O2'1 2.531(4) . ?
N1 C6 1.365(8) . ?
N1 C2 1.422(8) . ?
N1 C1' 1.469(7) . ?
C2 O2 1.238(7) . ?
C2 N3 1.354(8) . ?
N3 C4 1.355(8) . ?
C4 N4 1.338(8) . ?
C4 C5 1.465(10) . ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
C5 C6 1.330(9) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
O1' C1' 1.434(6) . ?
O1' C4' 1.449(7) . ?
C1' C2' 1.537(7) . ?
C1' H1' 1.0000 . ?
C2' O2' 1.419(7) . ?
C2' C3' 1.531(9) . ?
C2' H2' 1.0000 . ?
C3' O3' 1.429(7) . ?
C3' C4' 1.552(8) . ?
C3' H3' 1.0000 . ?
C4' C5' 1.506(9) . ?
C4' H4' 1.0000 . ?
C5' O5' 1.405(11) . ?
C5' H5'1 0.9900 . ?
C5' H5'2 0.9900 . ?
O5' H5' 0.8400 . ?
N11 C61 1.373(8) . ?
N11 C21 1.426(8) . ?
N11 C1'1 1.471(8) . ?
C21 O21 1.253(7) . ?
C21 N31 1.317(8) . ?
N31 C41 1.362(9) . ?
C41 N41 1.343(12) . ?
C41 C51 1.427(13) . ?
N41 H41A 0.8800 . ?
N41 H41B 0.8800 . ?
C51 C61 1.284(13) . ?
C51 H51 0.9500 . ?
C61 H61 0.9500 . ?
O1'1 C1'1 1.431(6) . ?
O1'1 C4'1 1.462(10) . ?
C1'1 C2'1 1.525(8) . ?
C1'1 H1'1 1.0000 . ?
C2'1 O2'1 1.422(6) . ?
C2'1 C3'1 1.520(9) . ?
C2'1 H2'1 1.0000 . ?
C3'1 O3'1 1.436(7) . ?
C3'1 C4'1 1.533(9) . ?
C3'1 H3'1 1.0000 . ?
C4'1 C5'1 1.492(8) . ?
C4'1 H4'1 1.0000 . ?
C5'1 O5'A 1.255(14) . ?
C5'1 O5'1 1.361(8) . ?
C5'1 H511 0.9900 . ?
C5'1 H521 0.9900 . ?
C5'1 H51A 0.9900 . ?
C5'1 H52A 0.9900 . ?
O5'1 H551 0.8400 . ?
O5'A H55A 0.8400 . ?
Ca2 O7W 2.413(5) . ?
Ca2 O8W 2.442(4) . ?
Ca2 O5W 2.457(4) . ?
Ca2 O3'2 2.458(4) . ?
Ca2 O2'3 2.464(5) . ?
Ca2 O6W 2.468(5) . ?
Ca2 O3'3 2.485(5) . ?
Ca2 O2'2 2.496(4) . ?
N12 C22 1.387(8) . ?
N12 C62 1.404(10) . ?
N12 C1'2 1.476(9) . ?
C22 O22 1.261(7) . ?
C22 N32 1.337(9) . ?
N32 C42 1.362(10) . ?
C42 N42 1.323(11) . ?
C42 C52 1.408(13) . ?
N42 H42A 0.8800 . ?
N42 H42B 0.8800 . ?
C52 C62 1.295(13) . ?
C52 H52 0.9500 . ?
C62 H62 0.9500 . ?
O1'2 C1'2 1.428(7) . ?
O1'2 C4'2 1.439(9) . ?
C1'2 C2'2 1.521(9) . ?
C1'2 H1'2 1.0000 . ?
C2'2 O2'2 1.435(7) . ?
C2'2 C3'2 1.524(10) . ?
C2'2 H2'2 1.0000 . ?
C3'2 O3'2 1.415(9) . ?
C3'2 C4'2 1.544(10) . ?
C3'2 H3'2 1.0000 . ?
C4'2 C5'2 1.519(9) . ?
C4'2 H4'2 1.0000 . ?
C5'2 O5'2 1.413(10) . ?
C5'2 H5'6 0.9900 . ?
C5'2 H5'7 0.9900 . ?
O5'2 H5'8 0.8400 . ?
N13 C63 1.357(14) . ?
N13 C23 1.382(10) . ?
N13 C1'3 1.467(11) . ?
C23 O23 1.259(13) . ?
C23 N33 1.370(14) . ?
N33 C43 1.328(17) . ?
C43 N43 1.329(17) . ?
C43 C53 1.447(16) . ?
N43 H43A 0.8800 . ?
N43 H43B 0.8800 . ?
C53 C63 1.364(16) . ?
C53 H53 0.9500 . ?
C63 H63 0.9500 . ?
O1'3 C4'3 1.386(11) . ?
O1'3 C1'3 1.418(8) . ?
C1'3 C2'3 1.524(8) . ?
C1'3 H1'3 1.0000 . ?
O2'3 C2'3 1.421(8) . ?
C2'3 C3'3 1.538(9) . ?
C2'3 H2'3 1.0000 . ?
C3'3 O3'3 1.414(10) . ?
C3'3 C4'3 1.570(11) . ?
C3'3 H3'3 1.0000 . ?
C4'3 C5'3 1.535(13) . ?
C4'3 H4'3 1.0000 . ?
C5'3 O5'3 1.52(2) . ?
C5'3 H5'9 0.9900 . ?
C5'3 H510 0.9900 . ?
O5'3 H533 0.8400 . ?
Cl4 O2PA 1.373(13) . ?
Cl4 O2PA 1.373(13) 10_554 ?
Cl4 O2P4 1.417(9) . ?
Cl4 O2P4 1.417(9) 10_554 ?
Cl4 O1PA 1.520(11) 10_554 ?
Cl4 O1PA 1.520(11) . ?
Cl4 O1P4 1.564(13) . ?
Cl4 O1P4 1.565(13) 10_554 ?

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
O3' Ca1 O3W 149.80(13) . . ?
O3' Ca1 O2' 64.85(13) . . ?
O3W Ca1 O2' 144.87(13) . . ?
O3' Ca1 O3'1 90.39(14) . . ?
O3W Ca1 O3'1 95.39(15) . . ?
O2' Ca1 O3'1 72.38(15) . . ?
O3' Ca1 O4W 86.80(13) . . ?
O3W Ca1 O4W 103.86(13) . . ?
O2' Ca1 O4W 75.89(14) . . ?
O3'1 Ca1 O4W 146.08(14) . . ?
O3' Ca1 O1W 136.58(14) . . ?
O3W Ca1 O1W 73.55(13) . . ?
O2' Ca1 O1W 71.79(13) . . ?
O3'1 Ca1 O1W 78.58(13) . . ?
O4W Ca1 O1W 80.45(13) . . ?
O3' Ca1 O2W 78.24(15) . . ?
O3W Ca1 O2W 77.38(14) . . ?
O2' Ca1 O2W 133.83(14) . . ?
O3'1 Ca1 O2W 136.99(14) . . ?
O4W Ca1 O2W 75.28(13) . . ?
O1W Ca1 O2W 136.01(15) . . ?
O3' Ca1 O2'1 78.33(13) . . ?
O3W Ca1 O2'1 77.92(12) . . ?
O2' Ca1 O2'1 121.18(14) . . ?
O3'1 Ca1 O2'1 63.36(12) . . ?
O4W Ca1 O2'1 147.70(12) . . ?
O1W Ca1 O2'1 129.34(12) . . ?
O2W Ca1 O2'1 73.70(12) . . ?
C6 N1 C2 119.9(5) . . ?
C6 N1 C1' 121.6(5) . . ?
C2 N1 C1' 118.5(5) . . ?
O2 C2 N3 122.2(5) . . ?
O2 C2 N1 119.4(5) . . ?
N3 C2 N1 118.3(5) . . ?
C2 N3 C4 121.4(5) . . ?
N4 C4 N3 118.9(6) . . ?
N4 C4 C5 120.6(6) . . ?
N3 C4 C5 120.5(6) . . ?
C4 N4 H4A 120.0 . . ?
C4 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
C6 C5 C4 116.5(6) . . ?
C6 C5 H5 121.7 . . ?
C4 C5 H5 121.7 . . ?
C5 C6 N1 123.2(6) . . ?
C5 C6 H6 118.4 . . ?
N1 C6 H6 118.4 . . ?
C1' O1' C4' 109.2(4) . . ?
O1' C1' N1 108.4(4) . . ?
O1' C1' C2' 102.9(4) . . ?
N1 C1' C2' 113.0(4) . . ?
O1' C1' H1' 110.8 . . ?
N1 C1' H1' 110.8 . . ?
C2' C1' H1' 110.8 . . ?
O2' C2' C3' 112.0(4) . . ?
O2' C2' C1' 112.1(5) . . ?
C3' C2' C1' 101.4(4) . . ?
O2' C2' H2' 110.4 . . ?
C3' C2' H2' 110.4 . . ?
C1' C2' H2' 110.4 . . ?
C2' O2' Ca1 121.8(3) . . ?
O3' C3' C2' 106.9(5) . . ?
O3' C3' C4' 112.3(5) . . ?
C2' C3' C4' 102.1(4) . . ?
O3' C3' H3' 111.7 . . ?
C2' C3' H3' 111.7 . . ?
C4' C3' H3' 111.7 . . ?
C3' O3' Ca1 121.0(3) . . ?
O1' C4' C5' 108.7(5) . . ?
O1' C4' C3' 106.4(4) . . ?
C5' C4' C3' 115.4(5) . . ?
O1' C4' H4' 108.7 . . ?
C5' C4' H4' 108.7 . . ?
C3' C4' H4' 108.7 . . ?
O5' C5' C4' 113.9(6) . . ?
O5' C5' H5'1 108.8 . . ?
C4' C5' H5'1 108.8 . . ?
O5' C5' H5'2 108.8 . . ?
C4' C5' H5'2 108.8 . . ?
H5'1 C5' H5'2 107.7 . . ?
C5' O5' H5' 109.5 . . ?
C61 N11 C21 117.4(6) . . ?
C61 N11 C1'1 123.1(6) . . ?
C21 N11 C1'1 119.5(4) . . ?
O21 C21 N31 121.0(6) . . ?
O21 C21 N11 119.0(5) . . ?
N31 C21 N11 120.1(5) . . ?
C21 N31 C41 120.6(7) . . ?
N41 C41 N31 116.7(8) . . ?
N41 C41 C51 123.6(7) . . ?
N31 C41 C51 119.7(8) . . ?
C41 N41 H41A 120.0 . . ?
C41 N41 H41B 120.0 . . ?
H41A N41 H41B 120.0 . . ?
C61 C51 C41 118.7(6) . . ?
C61 C51 H51 120.7 . . ?
C41 C51 H51 120.7 . . ?
C51 C61 N11 123.3(7) . . ?
C51 C61 H61 118.4 . . ?
N11 C61 H61 118.4 . . ?
C1'1 O1'1 C4'1 108.9(5) . . ?
O1'1 C1'1 N11 107.8(5) . . ?
O1'1 C1'1 C2'1 103.4(5) . . ?
N11 C1'1 C2'1 115.7(4) . . ?
O1'1 C1'1 H1'1 109.9 . . ?
N11 C1'1 H1'1 109.9 . . ?
C2'1 C1'1 H1'1 109.9 . . ?
O2'1 C2'1 C3'1 111.3(5) . . ?
O2'1 C2'1 C1'1 113.2(4) . . ?
C3'1 C2'1 C1'1 101.3(4) . . ?
O2'1 C2'1 H2'1 110.3 . . ?
C3'1 C2'1 H2'1 110.3 . . ?
C1'1 C2'1 H2'1 110.3 . . ?
C2'1 O2'1 Ca1 120.4(3) . . ?
O3'1 C3'1 C2'1 106.4(4) . . ?
O3'1 C3'1 C4'1 111.4(4) . . ?
C2'1 C3'1 C4'1 102.5(6) . . ?
O3'1 C3'1 H3'1 112.0 . . ?
C2'1 C3'1 H3'1 112.0 . . ?
C4'1 C3'1 H3'1 112.0 . . ?
C3'1 O3'1 Ca1 123.8(3) . . ?
O1'1 C4'1 C5'1 110.0(6) . . ?
O1'1 C4'1 C3'1 105.9(5) . . ?
C5'1 C4'1 C3'1 112.9(5) . . ?
O1'1 C4'1 H4'1 109.3 . . ?
C5'1 C4'1 H4'1 109.3 . . ?
C3'1 C4'1 H4'1 109.3 . . ?
O5'A C5'1 C4'1 117.5(9) . . ?
O5'1 C5'1 C4'1 112.9(5) . . ?
O5'1 C5'1 H511 109.0 . . ?
C4'1 C5'1 H511 109.0 . . ?
O5'1 C5'1 H521 109.0 . . ?
C4'1 C5'1 H521 109.0 . . ?
H511 C5'1 H521 107.8 . . ?
O5'A C5'1 H51A 107.9 . . ?
C4'1 C5'1 H51A 107.9 . . ?
O5'A C5'1 H52A 107.9 . . ?
C4'1 C5'1 H52A 107.9 . . ?
H51A C5'1 H52A 107.2 . . ?
C5'1 O5'1 H551 109.5 . . ?
C5'1 O5'A H55A 109.5 . . ?
O7W Ca2 O8W 76.81(15) . . ?
O7W Ca2 O5W 73.15(14) . . ?
O8W Ca2 O5W 141.98(15) . . ?
O7W Ca2 O3'2 148.12(16) . . ?
O8W Ca2 O3'2 72.59(16) . . ?
O5W Ca2 O3'2 138.39(16) . . ?
O7W Ca2 O2'3 76.61(16) . . ?
O8W Ca2 O2'3 73.42(14) . . ?
O5W Ca2 O2'3 120.23(15) . . ?
O3'2 Ca2 O2'3 86.22(16) . . ?
O7W Ca2 O6W 93.16(18) . . ?
O8W Ca2 O6W 82.68(15) . . ?
O5W Ca2 O6W 76.33(16) . . ?
O3'2 Ca2 O6W 91.65(19) . . ?
O2'3 Ca2 O6W 155.54(14) . . ?
O7W Ca2 O3'3 104.27(19) . . ?
O8W Ca2 O3'3 134.03(17) . . ?
O5W Ca2 O3'3 76.65(15) . . ?
O3'2 Ca2 O3'3 90.90(19) . . ?
O2'3 Ca2 O3'3 62.68(16) . . ?
O6W Ca2 O3'3 141.77(17) . . ?
O7W Ca2 O2'2 147.29(15) . . ?
O8W Ca2 O2'2 131.36(15) . . ?
O5W Ca2 O2'2 74.19(13) . . ?
O3'2 Ca2 O2'2 64.29(15) . . ?
O2'3 Ca2 O2'2 122.77(15) . . ?
O6W Ca2 O2'2 77.32(15) . . ?
O3'3 Ca2 O2'2 69.62(17) . . ?
C22 N12 C62 118.2(6) . . ?
C22 N12 C1'2 120.4(5) . . ?
C62 N12 C1'2 121.4(6) . . ?
O22 C22 N32 122.4(6) . . ?
O22 C22 N12 118.2(6) . . ?
N32 C22 N12 119.4(6) . . ?
C22 N32 C42 121.0(6) . . ?
N42 C42 N32 118.3(8) . . ?
N42 C42 C52 121.2(8) . . ?
N32 C42 C52 120.4(8) . . ?
C42 N42 H42A 120.0 . . ?
C42 N42 H42B 120.0 . . ?
H42A N42 H42B 120.0 . . ?
C62 C52 C42 118.1(7) . . ?
C62 C52 H52 121.0 . . ?
C42 C52 H52 121.0 . . ?
C52 C62 N12 122.8(8) . . ?
C52 C62 H62 118.6 . . ?
N12 C62 H62 118.6 . . ?
C1'2 O1'2 C4'2 107.7(5) . . ?
O1'2 C1'2 N12 109.2(5) . . ?
O1'2 C1'2 C2'2 103.4(5) . . ?
N12 C1'2 C2'2 113.9(5) . . ?
O1'2 C1'2 H1'2 110.0 . . ?
N12 C1'2 H1'2 110.0 . . ?
C2'2 C1'2 H1'2 110.0 . . ?
O2'2 C2'2 C1'2 113.4(5) . . ?
O2'2 C2'2 C3'2 111.6(5) . . ?
C1'2 C2'2 C3'2 100.6(5) . . ?
O2'2 C2'2 H2'2 110.3 . . ?
C1'2 C2'2 H2'2 110.3 . . ?
C3'2 C2'2 H2'2 110.3 . . ?
C2'2 O2'2 Ca2 120.2(4) . . ?
O3'2 C3'2 C2'2 107.2(5) . . ?
O3'2 C3'2 C4'2 110.8(6) . . ?
C2'2 C3'2 C4'2 101.9(6) . . ?
O3'2 C3'2 H3'2 112.1 . . ?
C2'2 C3'2 H3'2 112.1 . . ?
C4'2 C3'2 H3'2 112.1 . . ?
C3'2 O3'2 Ca2 121.9(4) . . ?
O1'2 C4'2 C5'2 110.0(7) . . ?
O1'2 C4'2 C3'2 106.9(5) . . ?
C5'2 C4'2 C3'2 113.7(6) . . ?
O1'2 C4'2 H4'2 108.7 . . ?
C5'2 C4'2 H4'2 108.7 . . ?
C3'2 C4'2 H4'2 108.7 . . ?
O5'2 C5'2 C4'2 112.5(6) . . ?
O5'2 C5'2 H5'6 109.1 . . ?
C4'2 C5'2 H5'6 109.1 . . ?
O5'2 C5'2 H5'7 109.1 . . ?
C4'2 C5'2 H5'7 109.1 . . ?
H5'6 C5'2 H5'7 107.8 . . ?
C5'2 O5'2 H5'8 109.5 . . ?
C63 N13 C23 119.5(9) . . ?
C63 N13 C1'3 118.8(7) . . ?
C23 N13 C1'3 121.7(9) . . ?
O23 C23 N33 119.9(8) . . ?
O23 C23 N13 118.5(10) . . ?
N33 C23 N13 121.6(11) . . ?
C43 N33 C23 118.9(9) . . ?
N33 C43 N43 117.8(12) . . ?
N33 C43 C53 120.9(12) . . ?
N43 C43 C53 121.2(15) . . ?
C43 N43 H43A 120.0 . . ?
C43 N43 H43B 120.0 . . ?
H43A N43 H43B 120.0 . . ?
C63 C53 C43 117.8(13) . . ?
C63 C53 H53 121.1 . . ?
C43 C53 H53 121.1 . . ?
N13 C63 C53 120.7(10) . . ?
N13 C63 H63 119.6 . . ?
C53 C63 H63 119.6 . . ?
C4'3 O1'3 C1'3 109.1(6) . . ?
O1'3 C1'3 N13 106.9(6) . . ?
O1'3 C1'3 C2'3 104.9(5) . . ?
N13 C1'3 C2'3 114.9(6) . . ?
O1'3 C1'3 H1'3 110.0 . . ?
N13 C1'3 H1'3 110.0 . . ?
C2'3 C1'3 H1'3 110.0 . . ?
C2'3 O2'3 Ca2 122.8(3) . . ?
O2'3 C2'3 C1'3 114.2(5) . . ?
O2'3 C2'3 C3'3 111.9(6) . . ?
C1'3 C2'3 C3'3 102.2(5) . . ?
O2'3 C2'3 H2'3 109.4 . . ?
C1'3 C2'3 H2'3 109.4 . . ?
C3'3 C2'3 H2'3 109.4 . . ?
O3'3 C3'3 C2'3 107.8(5) . . ?
O3'3 C3'3 C4'3 113.2(6) . . ?
C2'3 C3'3 C4'3 102.5(6) . . ?
O3'3 C3'3 H3'3 111.0 . . ?
C2'3 C3'3 H3'3 111.0 . . ?
C4'3 C3'3 H3'3 111.0 . . ?
C3'3 O3'3 Ca2 127.2(4) . . ?
O1'3 C4'3 C5'3 103.3(10) . . ?
O1'3 C4'3 C3'3 107.7(6) . . ?
C5'3 C4'3 C3'3 112.2(9) . . ?
O1'3 C4'3 H4'3 111.1 . . ?
C5'3 C4'3 H4'3 111.1 . . ?
C3'3 C4'3 H4'3 111.1 . . ?
O5'3 C5'3 C4'3 105.7(12) . . ?
O5'3 C5'3 H5'9 110.6 . . ?
C4'3 C5'3 H5'9 110.6 . . ?
O5'3 C5'3 H510 110.6 . . ?
C4'3 C5'3 H510 110.6 . . ?
H5'9 C5'3 H510 108.7 . . ?
C5'3 O5'3 H533 109.5 . . ?
O2PA Cl4 O2PA 125.3(15) . 10_554 ?
O2P4 Cl4 O2P4 138.7(9) . 10_554 ?
O2PA Cl4 O1PA 100.5(10) . 10_554 ?
O2PA Cl4 O1PA 121.3(8) 10_554 10_554 ?
O2PA Cl4 O1PA 121.3(8) . . ?
O2PA Cl4 O1PA 100.5(10) 10_554 . ?
O1PA Cl4 O1PA 80.4(9) 10_554 . ?
O2P4 Cl4 O1P4 105.0(7) . . ?
O2P4 Cl4 O1P4 102.0(8) 10_554 . ?
O2P4 Cl4 O1P4 102.0(8) . 10_554 ?
O2P4 Cl4 O1P4 105.0(7) 10_554 10_554 ?
O1P4 Cl4 O1P4 97.4(14) . 10_554 ?

_refine_diff_density_max         0.527
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.079
_database_code_depnum_ccdc_archive 'CCDC 989702'
#######################################################################
#
#                 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_caclcyd

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H80 Ca2 Cl4 N12 O34'
_chemical_formula_weight         1447.08

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'
Ca Ca 0.2262 0.3064 '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   P1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   12.2222(5)
_cell_length_b                   12.6202(3)
_cell_length_c                   12.6332(3)
_cell_angle_alpha                103.7120(10)
_cell_angle_beta                 109.2060(10)
_cell_angle_gamma                108.1640(10)
_cell_volume                     1618.41(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9237
_cell_measurement_theta_min      1.23
_cell_measurement_theta_max      26.1

_exptl_crystal_description       rhombhuses
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             760
_exptl_absorpt_coefficient_mu    0.438
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.883
_exptl_absorpt_correction_T_max  0.915
_exptl_absorpt_process_details   sadabs

_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_reflns_number            23946
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         27.10
_reflns_number_total             13859
_reflns_number_gt                12928
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0902P)²+0.0450P] 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   0.013(19)
_refine_ls_number_reflns         13859
_refine_ls_number_parameters     905
_refine_ls_number_restraints     47
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1215
_refine_ls_wR_factor_gt          0.1178
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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
Ca1 Ca 0.62908(4) 0.36577(4) 0.74655(4) 0.02817(10) Uani 1 1 d . . .
O1W O 0.75959(19) 0.57560(17) 0.8740(2) 0.0463(5) Uani 1 1 d D . .
H1W1 H 0.8491(12) 0.619(3) 0.901(4) 0.069 Uiso 1 1 d D . .
H1W2 H 0.715(3) 0.624(3) 0.878(4) 0.069 Uiso 1 1 d D . .
O2W O 0.84864(18) 0.41023(18) 0.7756(2) 0.0452(5) Uani 1 1 d D . .
H2W1 H 0.903(3) 0.4936(12) 0.801(4) 0.068 Uiso 1 1 d D . .
H2W2 H 0.904(3) 0.371(3) 0.775(4) 0.068 Uiso 1 1 d D . .
O3W O 0.6030(2) 0.4169(2) 0.5725(2) 0.0477(5) Uani 1 1 d D . .
H3W1 H 0.654(3) 0.419(4) 0.529(3) 0.071 Uiso 1 1 d D . .
H3W2 H 0.539(3) 0.437(4) 0.528(3) 0.071 Uiso 1 1 d D . .
O4W O 0.6865(2) 0.25110(19) 0.87145(18) 0.0431(4) Uani 1 1 d D . .
H4W1 H 0.710(4) 0.189(3) 0.839(3) 0.065 Uiso 1 1 d D . .
H4W2 H 0.659(4) 0.233(4) 0.930(3) 0.065 Uiso 1 1 d D . .
O1' O 0.36832(17) -0.07664(17) 0.5377(2) 0.0413(4) Uani 1 1 d . . .
C1' C 0.5004(2) -0.0010(2) 0.6015(2) 0.0300(5) Uani 1 1 d . . .
H1' H 0.5205 0.0445 0.6851 0.036 Uiso 1 1 calc R . .
C2' C 0.5273(2) 0.0859(2) 0.5377(2) 0.0284(4) Uani 1 1 d . . .
H2' H 0.5362 0.0471 0.4660 0.034 Uiso 1 1 calc R . .
O2' O 0.63662(17) 0.19498(16) 0.61373(18) 0.0347(4) Uani 1 1 d D . .
H2A H 0.712(2) 0.186(4) 0.616(4) 0.060 Uiso 1 1 d D . .
C3' C 0.4054(2) 0.1045(2) 0.4992(2) 0.0326(5) Uani 1 1 d . . .
H3' H 0.3910 0.1307 0.4307 0.039 Uiso 1 1 calc R . .
O3' O 0.41676(17) 0.19095(16) 0.60457(17) 0.0358(4) Uani 1 1 d D . .
H3A H 0.339(2) 0.200(4) 0.574(4) 0.060 Uiso 1 1 d D . .
C4' C 0.3034(2) -0.0207(3) 0.4658(3) 0.0396(6) Uani 1 1 d . . .
H4' H 0.2367 -0.0121 0.4891 0.047 Uiso 1 1 calc R . .
C5' C 0.2421(3) -0.1018(3) 0.3341(3) 0.0562(8) Uani 1 1 d . . .
H5A H 0.1858 -0.1815 0.3225 0.067 Uiso 1 1 calc R . .
H5B H 0.1911 -0.0703 0.2856 0.067 Uiso 1 1 calc R . .
O5' O 0.3378(3) -0.1096(3) 0.2953(3) 0.0766(9) Uani 1 1 d . . .
H5'A H 0.3036 -0.1502 0.2225 0.115 Uiso 1 1 calc R . .
N1 N 0.5716(2) -0.07581(18) 0.60148(19) 0.0310(4) Uani 1 1 d . . .
C2 C 0.6725(2) -0.0517(2) 0.7084(2) 0.0320(5) Uani 1 1 d . . .
O2 O 0.7052(2) 0.03494(19) 0.80069(18) 0.0450(5) Uani 1 1 d . . .
N3 N 0.7351(2) -0.1239(2) 0.7088(2) 0.0354(4) Uani 1 1 d . . .
C4 C 0.7003(3) -0.2155(2) 0.6092(3) 0.0384(5) Uani 1 1 d . . .
N4 N 0.7608(3) -0.2854(3) 0.6144(3) 0.0561(7) Uani 1 1 d . . .
H4A H 0.8219 -0.2713 0.6817 0.067 Uiso 1 1 calc R . .
H4B H 0.7393 -0.3453 0.5504 0.067 Uiso 1 1 calc R . .
C5 C 0.6006(3) -0.2379(3) 0.4962(3) 0.0416(6) Uani 1 1 d . . .
H5 H 0.5796 -0.2993 0.4252 0.050 Uiso 1 1 calc R . .
C6 C 0.5386(3) -0.1666(2) 0.4970(2) 0.0377(5) Uani 1 1 d . . .
H6 H 0.4725 -0.1793 0.4255 0.045 Uiso 1 1 calc R . .
O1'1 O 0.27071(18) 0.37907(18) 0.86715(16) 0.0378(4) Uani 1 1 d . . .
C1'1 C 0.2934(2) 0.3659(2) 0.7630(2) 0.0288(5) Uani 1 1 d . . .
H1'1 H 0.3009 0.2900 0.7363 0.035 Uiso 1 1 calc R . .
C2'1 C 0.4205(2) 0.4721(2) 0.8062(2) 0.0255(4) Uani 1 1 d . . .
H2'1 H 0.4087 0.5466 0.8168 0.031 Uiso 1 1 calc R . .
O2'1 O 0.47883(16) 0.45782(16) 0.72673(16) 0.0308(3) Uani 1 1 d D . .
H21A H 0.463(4) 0.509(3) 0.683(3) 0.060 Uiso 1 1 d D . .
C3'1 C 0.4965(2) 0.4727(2) 0.9283(2) 0.0311(5) Uani 1 1 d . . .
H3'1 H 0.5638 0.5532 0.9835 0.037 Uiso 1 1 calc R . .
O3'1 O 0.54842(18) 0.38732(17) 0.90624(16) 0.0360(4) Uani 1 1 d D . .
H31A H 0.604(3) 0.378(4) 0.974(2) 0.060 Uiso 1 1 d D . .
C4'1 C 0.3926(3) 0.4312(3) 0.9722(2) 0.0376(5) Uani 1 1 d . . .
H4'1 H 0.4018 0.3689 1.0034 0.045 Uiso 1 1 calc R . .
C5'1 C 0.3942(4) 0.5298(4) 1.0675(3) 0.0587(9) Uani 1 1 d . . .
H51A H 0.3211 0.4978 1.0840 0.070 Uiso 1 1 calc R . .
H51B H 0.4713 0.5596 1.1419 0.070 Uiso 1 1 calc R . .
O5'1 O 0.3901(3) 0.6256(3) 1.0290(3) 0.0809(9) Uani 1 1 d . . .
H5'1 H 0.3437 0.6514 1.0502 0.121 Uiso 1 1 calc R . .
N11 N 0.18548(19) 0.36608(19) 0.66741(18) 0.0303(4) Uani 1 1 d . . .
C21 C 0.1401(2) 0.2893(2) 0.5480(2) 0.0297(5) Uani 1 1 d . . .
O21 O 0.18881(18) 0.21995(18) 0.52188(16) 0.0380(4) Uani 1 1 d . . .
N31 N 0.0407(2) 0.2915(2) 0.4613(2) 0.0356(5) Uani 1 1 d . . .
C41 C -0.0126(3) 0.3645(3) 0.4896(3) 0.0377(6) Uani 1 1 d . . .
N41 N -0.1140(3) 0.3575(3) 0.4014(3) 0.0554(7) Uani 1 1 d . . .
H41A H -0.1432 0.3069 0.3289 0.066 Uiso 1 1 calc R . .
H41B H -0.1506 0.4035 0.4168 0.066 Uiso 1 1 calc R . .
C51 C 0.0384(3) 0.4493(3) 0.6107(3) 0.0398(6) Uani 1 1 d . . .
H51 H 0.0045 0.5038 0.6295 0.048 Uiso 1 1 calc R . .
C61 C 0.1365(3) 0.4467(2) 0.6954(2) 0.0362(5) Uani 1 1 d . . .
H61 H 0.1722 0.5007 0.7748 0.043 Uiso 1 1 calc R . .
Ca2 Ca 0.05899(4) 0.09143(4) 1.10759(4) 0.03037(11) Uani 1 1 d D . .
O5W O 0.2752(2) 0.2071(2) 1.2682(2) 0.0595(6) Uani 1 1 d D . .
H5W1 H 0.281(4) 0.282(2) 1.315(4) 0.089 Uiso 1 1 d D . .
H5W2 H 0.3618(18) 0.216(4) 1.292(5) 0.089 Uiso 1 1 d D . .
O6W O -0.17059(19) 0.02337(19) 1.01929(19) 0.0423(4) Uani 1 1 d D . .
H6W1 H -0.228(3) 0.037(4) 1.051(3) 0.063 Uiso 1 1 d D . .
H6W2 H -0.201(4) 0.043(4) 0.950(2) 0.063 Uiso 1 1 d D . .
O7W O 0.0184(3) -0.11803(19) 1.0661(2) 0.0497(5) Uani 1 1 d D . .
H7W1 H 0.019(5) -0.164(3) 0.994(2) 0.075 Uiso 1 1 d D . .
H7W2 H -0.003(4) -0.175(3) 1.101(4) 0.075 Uiso 1 1 d D . .
O8W O 0.0333(3) 0.0446(2) 1.2774(2) 0.0556(6) Uani 1 1 d D . .
H8W1 H 0.054(5) 0.102(2) 1.353(2) 0.083 Uiso 1 1 d D . .
H8W2 H 0.017(5) -0.0315(18) 1.284(3) 0.083 Uiso 1 1 d D . .
O1'2 O 0.20279(19) 0.11035(18) 0.7730(2) 0.0406(4) Uani 1 1 d . . .
C1'2 C 0.0951(2) 0.1069(2) 0.7935(2) 0.0297(5) Uani 1 1 d . . .
H1'2 H 0.1190 0.1808 0.8602 0.036 Uiso 1 1 calc R . .
C2'2 C 0.0599(2) -0.0007(2) 0.8303(2) 0.0282(4) Uani 1 1 d . . .
H2'2 H 0.0181 -0.0753 0.7585 0.034 Uiso 1 1 calc R . .
O2'2 O -0.02045(16) -0.00097(17) 0.88885(16) 0.0330(4) Uani 1 1 d D . .
H22A H -0.1113(12) -0.043(3) 0.839(3) 0.060 Uiso 1 1 d D . .
C3'2 C 0.1902(3) 0.0122(2) 0.9120(3) 0.0362(5) Uani 1 1 d . . .
H3'2 H 0.1899 -0.0664 0.9079 0.043 Uiso 1 1 calc R . .
O3'2 O 0.2212(2) 0.0855(3) 1.0304(2) 0.0557(6) Uani 1 1 d D . .
H32A H 0.297(2) 0.081(4) 1.080(3) 0.060 Uiso 1 1 d D . .
C4'2 C 0.2777(3) 0.0753(3) 0.8607(3) 0.0375(5) Uani 1 1 d . . .
H4'2 H 0.3520 0.1467 0.9259 0.045 Uiso 1 1 calc R . .
C5'2 C 0.3222(5) -0.0062(5) 0.7910(4) 0.0721(12) Uani 1 1 d . . .
H52A H 0.2477 -0.0758 0.7261 0.087 Uiso 1 1 calc R . .
H52B H 0.3689 0.0377 0.7546 0.087 Uiso 1 1 calc R . .
O5'2 O 0.3997(3) -0.0452(3) 0.8642(3) 0.0846(9) Uani 1 1 d . . .
H5'2 H 0.4632 0.0132 0.9189 0.102 Uiso 1 1 calc R . .
N12 N -0.0034(2) 0.09618(19) 0.68412(19) 0.0314(4) Uani 1 1 d . . .
C22 C -0.0732(2) 0.1647(2) 0.6879(2) 0.0300(5) Uani 1 1 d . . .
O22 O -0.04908(18) 0.23873(17) 0.78724(16) 0.0359(4) Uani 1 1 d . . .
N32 N -0.1658(2) 0.1500(2) 0.5834(2) 0.0356(4) Uani 1 1 d . . .
C42 C -0.1919(3) 0.0686(3) 0.4783(3) 0.0402(6) Uani 1 1 d . . .
N42 N -0.2808(3) 0.0597(3) 0.3778(2) 0.0548(7) Uani 1 1 d . . .
H42A H -0.3200 0.1055 0.3813 0.066 Uiso 1 1 calc R . .
H42B H -0.2993 0.0081 0.3091 0.066 Uiso 1 1 calc R . .
C52 C -0.1275(3) -0.0075(3) 0.4733(3) 0.0435(6) Uani 1 1 d . . .
H52 H -0.1493 -0.0671 0.4007 0.052 Uiso 1 1 calc R . .
C62 C -0.0342(3) 0.0098(3) 0.5771(3) 0.0393(6) Uani 1 1 d . . .
H62 H 0.0105 -0.0378 0.5764 0.047 Uiso 1 1 calc R . .
O1'3 O 0.18856(18) 0.53298(17) 1.20406(17) 0.0375(4) Uani 1 1 d . . .
C1'3 C 0.1945(2) 0.4561(2) 1.2691(2) 0.0299(5) Uani 1 1 d . . .
H1'3 H 0.2465 0.4147 1.2527 0.036 Uiso 1 1 calc R . .
C2'3 C 0.0556(2) 0.3642(2) 1.2208(2) 0.0300(5) Uani 1 1 d . . .
H2'3 H 0.0103 0.3999 1.2583 0.036 Uiso 1 1 calc R . .
O2'3 O 0.0471(2) 0.25673(16) 1.23958(16) 0.0365(4) Uani 1 1 d D . .
H23A H 0.046(4) 0.253(4) 1.313(2) 0.060 Uiso 1 1 d D . .
C3'3 C 0.0042(2) 0.3454(2) 1.0881(2) 0.0327(5) Uani 1 1 d . . .
H3'3 H -0.0892 0.3156 1.0500 0.039 Uiso 1 1 calc R . .
O3'3 O 0.04511(19) 0.26215(17) 1.03294(16) 0.0382(4) Uani 1 1 d D . .
H33A H 0.004(4) 0.238(4) 0.9471(10) 0.060 Uiso 1 1 d D . .
C4'3 C 0.0710(3) 0.4725(2) 1.0927(2) 0.0354(5) Uani 1 1 d . . .
H4'3 H 0.0933 0.4655 1.0243 0.042 Uiso 1 1 calc R . .
C5'3 C -0.0036(3) 0.5474(3) 1.0893(3) 0.0480(7) Uani 1 1 d . . .
H53A H 0.0470 0.6250 1.0916 0.058 Uiso 1 1 calc R . .
H53B H -0.0810 0.5078 1.0137 0.058 Uiso 1 1 calc R . .
O5'3 O -0.0377(2) 0.5659(2) 1.1881(2) 0.0580(6) Uani 1 1 d . . .
H5'3 H -0.1118 0.5182 1.1653 0.087 Uiso 1 1 calc R . .
N13 N 0.2523(2) 0.52977(18) 1.39843(18) 0.0305(4) Uani 1 1 d . . .
C23 C 0.3505(2) 0.5160(2) 1.4807(2) 0.0310(5) Uani 1 1 d . . .
O23 O 0.3854(2) 0.43824(19) 1.44347(18) 0.0444(5) Uani 1 1 d . . .
N33 N 0.4045(2) 0.58694(19) 1.5979(2) 0.0339(4) Uani 1 1 d . . .
C43 C 0.3645(3) 0.6700(2) 1.6366(2) 0.0340(5) Uani 1 1 d . . .
N43 N 0.4278(3) 0.7431(2) 1.7520(2) 0.0485(6) Uani 1 1 d . . .
H43A H 0.4922 0.7366 1.7995 0.058 Uiso 1 1 calc R . .
H43B H 0.4045 0.7971 1.7794 0.058 Uiso 1 1 calc R . .
C53 C 0.2581(3) 0.6791(2) 1.5557(3) 0.0386(6) Uani 1 1 d . . .
H53 H 0.2258 0.7319 1.5831 0.046 Uiso 1 1 calc R . .
C63 C 0.2067(3) 0.6091(2) 1.4391(2) 0.0350(5) Uani 1 1 d . . .
H63 H 0.1380 0.6143 1.3839 0.042 Uiso 1 1 calc R . .
Cl1 Cl -0.00023(7) -0.30974(6) -0.17560(7) 0.04607(16) Uani 1 1 d . . .
Cl2 Cl 0.66790(13) 0.16034(12) 1.09898(12) 0.0829(3) Uani 1 1 d . . .
Cl3 Cl 0.71937(16) 0.51302(14) 1.38362(12) 0.0960(4) Uani 1 1 d . . .
Cl4 Cl 0.66582(14) 0.81528(15) 1.16071(12) 0.1030(5) Uani 1 1 d . . .
O9W O 0.6730(2) 0.7577(2) 0.9121(3) 0.0605(6) Uani 1 1 d D . .
H9W1 H 0.739(4) 0.836(2) 0.941(4) 0.091 Uiso 1 1 d D . .
H9W2 H 0.650(5) 0.758(4) 0.978(3) 0.091 Uiso 1 1 d D . .
O10W O 0.2580(3) -0.2389(4) 0.0588(3) 0.0889(11) Uani 1 1 d D . .
H101 H 0.176(3) -0.271(7) -0.010(4) 0.133 Uiso 1 1 d D . .
H102 H 0.308(5) -0.233(7) 0.014(5) 0.133 Uiso 1 1 d D . .
O11W O 0.9188(3) 0.7822(3) 1.2120(3) 0.0818(9) Uani 1 1 d D . .
H111 H 0.915(6) 0.760(6) 1.279(4) 0.123 Uiso 1 1 d D . .
H112 H 0.835(3) 0.784(7) 1.184(6) 0.123 Uiso 1 1 d D . .
O12W O 0.7126(3) 0.4152(3) 1.1311(2) 0.0719(8) Uani 1 1 d . . .
O13W O 0.4242(5) 0.0386(10) 1.1552(9) 0.245(6) Uani 1 1 d . . .
O14W O 1.0019(8) 0.7616(8) 1.4659(10) 0.090(3) Uani 0.423(4) 1 d P . .
O15W O 0.5520(10) 0.2278(9) 1.3299(9) 0.076(4) Uani 0.311(9) 1 d P . .
O16W O 0.0181(10) 0.7534(9) 1.5757(12) 0.070(4) Uani 0.265(9) 1 d P . .


_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
Ca1 O3W 2.386(2) . ?
Ca1 O1W 2.409(2) . ?
Ca1 O2'1 2.4393(17) . ?
Ca1 O2W 2.443(2) . ?
Ca1 O2' 2.4456(18) . ?
Ca1 O4W 2.462(2) . ?
Ca1 O3' 2.5121(19) . ?
Ca1 O3'1 2.5162(18) . ?
O1W H1W1 0.952(10) . ?
O1W H1W2 0.945(10) . ?
O2W H2W1 0.957(10) . ?
O2W H2W2 0.960(10) . ?
O3W H3W1 0.952(10) . ?
O3W H3W2 0.951(10) . ?
O4W H4W1 0.961(10) . ?
O4W H4W2 0.953(10) . ?
O1' C1' 1.409(3) . ?
O1' C4' 1.460(3) . ?
C1' N1 1.470(3) . ?
C1' C2' 1.527(3) . ?
C1' H1' 0.9800 . ?
C2' O2' 1.409(3) . ?
C2' C3' 1.517(3) . ?
C2' H2' 0.9800 . ?
O2' H2A 0.956(10) . ?
C3' O3' 1.441(3) . ?
C3' C4' 1.529(4) . ?
C3' H3' 0.9800 . ?
O3' H3A 0.955(10) . ?
C4' C5' 1.507(4) . ?
C4' H4' 0.9800 . ?
C5' O5' 1.429(5) . ?
C5' H5A 0.9700 . ?
C5' H5B 0.9700 . ?
O5' H5'A 0.8200 . ?
N1 C6 1.365(3) . ?
N1 C2 1.383(3) . ?
C2 O2 1.238(3) . ?
C2 N3 1.360(3) . ?
N3 C4 1.324(4) . ?
C4 N4 1.317(4) . ?
C4 C5 1.432(4) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
C5 C6 1.346(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
O1'1 C1'1 1.414(3) . ?
O1'1 C4'1 1.445(3) . ?
C1'1 N11 1.468(3) . ?
C1'1 C2'1 1.519(3) . ?
C1'1 H1'1 0.9800 . ?
C2'1 O2'1 1.419(3) . ?
C2'1 C3'1 1.513(3) . ?
C2'1 H2'1 0.9800 . ?
O2'1 H21A 0.962(10) . ?
C3'1 O3'1 1.429(3) . ?
C3'1 C4'1 1.542(4) . ?
C3'1 H3'1 0.9800 . ?
O3'1 H31A 0.956(10) . ?
C4'1 C5'1 1.503(4) . ?
C4'1 H4'1 0.9800 . ?
C5'1 O5'1 1.415(6) . ?
C5'1 H51A 0.9700 . ?
C5'1 H51B 0.9700 . ?
O5'1 H5'1 0.8200 . ?
N11 C61 1.366(3) . ?
N11 C21 1.394(3) . ?
C21 O21 1.243(3) . ?
C21 N31 1.355(3) . ?
N31 C41 1.332(4) . ?
C41 N41 1.327(4) . ?
C41 C51 1.433(4) . ?
N41 H41A 0.8600 . ?
N41 H41B 0.8600 . ?
C51 C61 1.334(4) . ?
C51 H51 0.9300 . ?
C61 H61 0.9300 . ?
Ca2 O6W 2.416(2) . ?
Ca2 O2'3 2.4194(18) . ?
Ca2 O7W 2.421(2) . ?
Ca2 O5W 2.428(2) . ?
Ca2 O2'2 2.4373(18) . ?
Ca2 O8W 2.445(2) . ?
Ca2 O3'2 2.493(2) . ?
Ca2 O3'3 2.5780(19) . ?
O5W H5W1 0.956(10) . ?
O5W H5W2 0.961(10) . ?
O6W H6W1 0.961(10) . ?
O6W H6W2 0.952(10) . ?
O7W H7W1 0.957(10) . ?
O7W H7W2 0.945(10) . ?
O8W H8W1 0.951(10) . ?
O8W H8W2 0.947(10) . ?
O1'2 C1'2 1.413(3) . ?
O1'2 C4'2 1.442(3) . ?
C1'2 N12 1.446(3) . ?
C1'2 C2'2 1.520(3) . ?
C1'2 H1'2 0.9800 . ?
C2'2 O2'2 1.410(3) . ?
C2'2 C3'2 1.519(4) . ?
C2'2 H2'2 0.9800 . ?
O2'2 H22A 0.962(10) . ?
C3'2 O3'2 1.410(4) . ?
C3'2 C4'2 1.538(4) . ?
C3'2 H3'2 0.9800 . ?
O3'2 H32A 0.960(10) . ?
C4'2 C5'2 1.537(5) . ?
C4'2 H4'2 0.9800 . ?
C5'2 O5'2 1.387(5) . ?
C5'2 H52A 0.9700 . ?
C5'2 H52B 0.9700 . ?
O5'2 H5'2 0.8200 . ?
N12 C62 1.367(3) . ?
N12 C22 1.395(3) . ?
C22 O22 1.250(3) . ?
C22 N32 1.351(3) . ?
N32 C42 1.338(4) . ?
C42 N42 1.324(4) . ?
C42 C52 1.422(4) . ?
N42 H42A 0.8600 . ?
N42 H42B 0.8600 . ?
C52 C62 1.339(4) . ?
C52 H52 0.9300 . ?
C62 H62 0.9300 . ?
O1'3 C1'3 1.416(3) . ?
O1'3 C4'3 1.451(3) . ?
C1'3 N13 1.464(3) . ?
C1'3 C2'3 1.535(3) . ?
C1'3 H1'3 0.9800 . ?
C2'3 O2'3 1.410(3) . ?
C2'3 C3'3 1.511(3) . ?
C2'3 H2'3 0.9800 . ?
O2'3 H23A 0.949(10) . ?
C3'3 O3'3 1.431(3) . ?
C3'3 C4'3 1.534(4) . ?
C3'3 H3'3 0.9800 . ?
O3'3 H33A 0.953(10) . ?
C4'3 C5'3 1.503(4) . ?
C4'3 H4'3 0.9800 . ?
C5'3 O5'3 1.431(4) . ?
C5'3 H53A 0.9700 . ?
C5'3 H53B 0.9700 . ?
O5'3 H5'3 0.8200 . ?
N13 C63 1.368(3) . ?
N13 C23 1.395(3) . ?
C23 O23 1.241(3) . ?
C23 N33 1.338(3) . ?
N33 C43 1.346(3) . ?
C43 N43 1.323(4) . ?
C43 C53 1.422(4) . ?
N43 H43A 0.8600 . ?
N43 H43B 0.8600 . ?
C53 C63 1.331(4) . ?
C53 H53 0.9300 . ?
C63 H63 0.9300 . ?
O9W H9W1 0.954(10) . ?
O9W H9W2 0.955(10) . ?
O10W H101 0.965(10) . ?
O10W H102 0.964(10) . ?
O11W H111 0.968(10) . ?
O11W H112 0.972(10) . ?
O14W O16W 1.368(17) 1_655 ?
O16W O14W 1.368(17) 1_455 ?

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
O3W Ca1 O1W 89.40(9) . . ?
O3W Ca1 O2'1 73.43(7) . . ?
O1W Ca1 O2'1 75.21(7) . . ?
O3W Ca1 O2W 85.73(8) . . ?
O1W Ca1 O2W 72.14(7) . . ?
O2'1 Ca1 O2W 141.20(7) . . ?
O3W Ca1 O2' 79.52(8) . . ?
O1W Ca1 O2' 140.69(7) . . ?
O2'1 Ca1 O2' 134.65(6) . . ?
O2W Ca1 O2' 69.52(6) . . ?
O3W Ca1 O4W 152.99(7) . . ?
O1W Ca1 O4W 106.36(8) . . ?
O2'1 Ca1 O4W 131.20(7) . . ?
O2W Ca1 O4W 78.74(8) . . ?
O2' Ca1 O4W 74.40(7) . . ?
O3W Ca1 O3' 83.20(8) . . ?
O1W Ca1 O3' 152.06(7) . . ?
O2'1 Ca1 O3' 76.85(6) . . ?
O2W Ca1 O3' 133.61(7) . . ?
O2' Ca1 O3' 64.20(6) . . ?
O4W Ca1 O3' 91.63(7) . . ?
O3W Ca1 O3'1 136.98(7) . . ?
O1W Ca1 O3'1 78.90(7) . . ?
O2'1 Ca1 O3'1 63.57(6) . . ?
O2W Ca1 O3'1 127.75(7) . . ?
O2' Ca1 O3'1 133.03(7) . . ?
O4W Ca1 O3'1 68.91(6) . . ?
O3' Ca1 O3'1 88.25(6) . . ?
Ca1 O1W H1W1 127(2) . . ?
Ca1 O1W H1W2 115(3) . . ?
H1W1 O1W H1W2 114(3) . . ?
Ca1 O2W H2W1 116(2) . . ?
Ca1 O2W H2W2 140(2) . . ?
H2W1 O2W H2W2 104(2) . . ?
Ca1 O3W H3W1 128(2) . . ?
Ca1 O3W H3W2 129(2) . . ?
H3W1 O3W H3W2 103(2) . . ?
Ca1 O4W H4W1 117(2) . . ?
Ca1 O4W H4W2 130(2) . . ?
H4W1 O4W H4W2 108(3) . . ?
C1' O1' C4' 109.72(19) . . ?
O1' C1' N1 108.9(2) . . ?
O1' C1' C2' 105.96(19) . . ?
N1 C1' C2' 113.6(2) . . ?
O1' C1' H1' 109.4 . . ?
N1 C1' H1' 109.4 . . ?
C2' C1' H1' 109.4 . . ?
O2' C2' C3' 112.11(19) . . ?
O2' C2' C1' 113.0(2) . . ?
C3' C2' C1' 101.79(19) . . ?
O2' C2' H2' 109.9 . . ?
C3' C2' H2' 109.9 . . ?
C1' C2' H2' 109.9 . . ?
C2' O2' Ca1 122.46(14) . . ?
C2' O2' H2A 110(3) . . ?
Ca1 O2' H2A 126(3) . . ?
O3' C3' C2' 106.60(19) . . ?
O3' C3' C4' 111.1(2) . . ?
C2' C3' C4' 102.1(2) . . ?
O3' C3' H3' 112.2 . . ?
C2' C3' H3' 112.2 . . ?
C4' C3' H3' 112.2 . . ?
C3' O3' Ca1 119.78(14) . . ?
C3' O3' H3A 103(3) . . ?
Ca1 O3' H3A 123(3) . . ?
O1' C4' C5' 108.4(2) . . ?
O1' C4' C3' 105.90(19) . . ?
C5' C4' C3' 115.0(3) . . ?
O1' C4' H4' 109.1 . . ?
C5' C4' H4' 109.1 . . ?
C3' C4' H4' 109.1 . . ?
O5' C5' C4' 110.4(2) . . ?
O5' C5' H5A 109.6 . . ?
C4' C5' H5A 109.6 . . ?
O5' C5' H5B 109.6 . . ?
C4' C5' H5B 109.6 . . ?
H5A C5' H5B 108.1 . . ?
C5' O5' H5'A 109.5 . . ?
C6 N1 C2 121.0(2) . . ?
C6 N1 C1' 120.1(2) . . ?
C2 N1 C1' 118.9(2) . . ?
O2 C2 N3 121.3(2) . . ?
O2 C2 N1 120.1(2) . . ?
N3 C2 N1 118.6(2) . . ?
C4 N3 C2 120.8(2) . . ?
N4 C4 N3 118.9(3) . . ?
N4 C4 C5 119.7(3) . . ?
N3 C4 C5 121.4(2) . . ?
C4 N4 H4A 120.0 . . ?
C4 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
C6 C5 C4 117.2(3) . . ?
C6 C5 H5 121.4 . . ?
C4 C5 H5 121.4 . . ?
C5 C6 N1 120.8(2) . . ?
C5 C6 H6 119.6 . . ?
N1 C6 H6 119.6 . . ?
C1'1 O1'1 C4'1 108.26(18) . . ?
O1'1 C1'1 N11 108.17(18) . . ?
O1'1 C1'1 C2'1 103.92(18) . . ?
N11 C1'1 C2'1 114.29(19) . . ?
O1'1 C1'1 H1'1 110.1 . . ?
N11 C1'1 H1'1 110.1 . . ?
C2'1 C1'1 H1'1 110.1 . . ?
O2'1 C2'1 C3'1 112.61(19) . . ?
O2'1 C2'1 C1'1 112.82(18) . . ?
C3'1 C2'1 C1'1 101.46(19) . . ?
O2'1 C2'1 H2'1 109.9 . . ?
C3'1 C2'1 H2'1 109.9 . . ?
C1'1 C2'1 H2'1 109.9 . . ?
C2'1 O2'1 Ca1 123.48(13) . . ?
C2'1 O2'1 H21A 104(2) . . ?
Ca1 O2'1 H21A 130(2) . . ?
O3'1 C3'1 C2'1 106.62(19) . . ?
O3'1 C3'1 C4'1 112.5(2) . . ?
C2'1 C3'1 C4'1 102.1(2) . . ?
O3'1 C3'1 H3'1 111.7 . . ?
C2'1 C3'1 H3'1 111.7 . . ?
C4'1 C3'1 H3'1 111.7 . . ?
C3'1 O3'1 Ca1 120.88(14) . . ?
C3'1 O3'1 H31A 119(3) . . ?
Ca1 O3'1 H31A 109(3) . . ?
O1'1 C4'1 C5'1 108.4(2) . . ?
O1'1 C4'1 C3'1 106.62(19) . . ?
C5'1 C4'1 C3'1 114.8(3) . . ?
O1'1 C4'1 H4'1 109.0 . . ?
C5'1 C4'1 H4'1 109.0 . . ?
C3'1 C4'1 H4'1 109.0 . . ?
O5'1 C5'1 C4'1 110.7(3) . . ?
O5'1 C5'1 H51A 109.5 . . ?
C4'1 C5'1 H51A 109.5 . . ?
O5'1 C5'1 H51B 109.5 . . ?
C4'1 C5'1 H51B 109.5 . . ?
H51A C5'1 H51B 108.1 . . ?
C5'1 O5'1 H5'1 109.5 . . ?
C61 N11 C21 121.0(2) . . ?
C61 N11 C1'1 119.6(2) . . ?
C21 N11 C1'1 119.29(19) . . ?
O21 C21 N31 120.9(2) . . ?
O21 C21 N11 120.9(2) . . ?
N31 C21 N11 118.2(2) . . ?
C41 N31 C21 120.9(2) . . ?
N41 C41 N31 117.8(3) . . ?
N41 C41 C51 120.8(3) . . ?
N31 C41 C51 121.4(2) . . ?
C41 N41 H41A 120.0 . . ?
C41 N41 H41B 120.0 . . ?
H41A N41 H41B 120.0 . . ?
C61 C51 C41 117.2(2) . . ?
C61 C51 H51 121.4 . . ?
C41 C51 H51 121.4 . . ?
C51 C61 N11 121.2(2) . . ?
C51 C61 H61 119.4 . . ?
N11 C61 H61 119.4 . . ?
O6W Ca2 O2'3 80.95(7) . . ?
O6W Ca2 O7W 86.75(8) . . ?
O2'3 Ca2 O7W 141.14(7) . . ?
O6W Ca2 O5W 154.75(8) . . ?
O2'3 Ca2 O5W 75.63(8) . . ?
O7W Ca2 O5W 105.69(9) . . ?
O6W Ca2 O2'2 72.71(6) . . ?
O2'3 Ca2 O2'2 133.95(7) . . ?
O7W Ca2 O2'2 74.90(7) . . ?
O5W Ca2 O2'2 131.30(8) . . ?
O6W Ca2 O8W 84.74(9) . . ?
O2'3 Ca2 O8W 70.08(7) . . ?
O7W Ca2 O8W 72.20(7) . . ?
O5W Ca2 O8W 78.57(10) . . ?
O2'2 Ca2 O8W 140.85(8) . . ?
O6W Ca2 O3'2 136.02(7) . . ?
O2'3 Ca2 O3'2 131.36(8) . . ?
O7W Ca2 O3'2 81.35(9) . . ?
O5W Ca2 O3'2 68.61(9) . . ?
O2'2 Ca2 O3'2 63.32(6) . . ?
O8W Ca2 O3'2 129.93(9) . . ?
O6W Ca2 O3'3 81.12(7) . . ?
O2'3 Ca2 O3'3 63.14(6) . . ?
O7W Ca2 O3'3 150.44(7) . . ?
O5W Ca2 O3'3 96.36(8) . . ?
O2'2 Ca2 O3'3 75.77(6) . . ?
O8W Ca2 O3'3 132.62(7) . . ?
O3'2 Ca2 O3'3 88.85(8) . . ?
Ca2 O5W H5W1 109(3) . . ?
Ca2 O5W H5W2 143(3) . . ?
H5W1 O5W H5W2 106(3) . . ?
Ca2 O6W H6W1 133(3) . . ?
Ca2 O6W H6W2 112(2) . . ?
H6W1 O6W H6W2 97(2) . . ?
Ca2 O7W H7W1 119(2) . . ?
Ca2 O7W H7W2 138(3) . . ?
H7W1 O7W H7W2 103(3) . . ?
Ca2 O8W H8W1 125.6(19) . . ?
Ca2 O8W H8W2 124.8(19) . . ?
H8W1 O8W H8W2 109(2) . . ?
C1'2 O1'2 C4'2 107.93(18) . . ?
O1'2 C1'2 N12 108.83(19) . . ?
O1'2 C1'2 C2'2 103.69(18) . . ?
N12 C1'2 C2'2 114.4(2) . . ?
O1'2 C1'2 H1'2 109.9 . . ?
N12 C1'2 H1'2 109.9 . . ?
C2'2 C1'2 H1'2 109.9 . . ?
O2'2 C2'2 C3'2 112.8(2) . . ?
O2'2 C2'2 C1'2 113.32(19) . . ?
C3'2 C2'2 C1'2 102.17(19) . . ?
O2'2 C2'2 H2'2 109.4 . . ?
C3'2 C2'2 H2'2 109.4 . . ?
C1'2 C2'2 H2'2 109.4 . . ?
C2'2 O2'2 Ca2 123.55(14) . . ?
C2'2 O2'2 H22A 117(2) . . ?
Ca2 O2'2 H22A 119(2) . . ?
O3'2 C3'2 C2'2 106.9(2) . . ?
O3'2 C3'2 C4'2 112.1(2) . . ?
C2'2 C3'2 C4'2 102.9(2) . . ?
O3'2 C3'2 H3'2 111.5 . . ?
C2'2 C3'2 H3'2 111.5 . . ?
C4'2 C3'2 H3'2 111.5 . . ?
C3'2 O3'2 Ca2 123.75(16) . . ?
C3'2 O3'2 H32A 104(3) . . ?
Ca2 O3'2 H32A 120(2) . . ?
O1'2 C4'2 C5'2 105.4(2) . . ?
O1'2 C4'2 C3'2 106.9(2) . . ?
C5'2 C4'2 C3'2 114.4(3) . . ?
O1'2 C4'2 H4'2 110.0 . . ?
C5'2 C4'2 H4'2 110.0 . . ?
C3'2 C4'2 H4'2 110.0 . . ?
O5'2 C5'2 C4'2 112.8(4) . . ?
O5'2 C5'2 H52A 109.0 . . ?
C4'2 C5'2 H52A 109.0 . . ?
O5'2 C5'2 H52B 109.0 . . ?
C4'2 C5'2 H52B 109.0 . . ?
H52A C5'2 H52B 107.8 . . ?
C5'2 O5'2 H5'2 109.5 . . ?
C62 N12 C22 120.2(2) . . ?
C62 N12 C1'2 118.3(2) . . ?
C22 N12 C1'2 121.3(2) . . ?
O22 C22 N32 121.2(2) . . ?
O22 C22 N12 119.7(2) . . ?
N32 C22 N12 119.1(2) . . ?
C42 N32 C22 120.3(2) . . ?
N42 C42 N32 118.2(3) . . ?
N42 C42 C52 120.3(3) . . ?
N32 C42 C52 121.5(3) . . ?
C42 N42 H42A 120.0 . . ?
C42 N42 H42B 120.0 . . ?
H42A N42 H42B 120.0 . . ?
C62 C52 C42 117.5(3) . . ?
C62 C52 H52 121.3 . . ?
C42 C52 H52 121.3 . . ?
C52 C62 N12 121.2(2) . . ?
C52 C62 H62 119.4 . . ?
N12 C62 H62 119.4 . . ?
C1'3 O1'3 C4'3 109.64(19) . . ?
O1'3 C1'3 N13 108.2(2) . . ?
O1'3 C1'3 C2'3 105.25(19) . . ?
N13 C1'3 C2'3 113.3(2) . . ?
O1'3 C1'3 H1'3 110.0 . . ?
N13 C1'3 H1'3 110.0 . . ?
C2'3 C1'3 H1'3 110.0 . . ?
O2'3 C2'3 C3'3 112.6(2) . . ?
O2'3 C2'3 C1'3 112.6(2) . . ?
C3'3 C2'3 C1'3 101.33(19) . . ?
O2'3 C2'3 H2'3 110.0 . . ?
C3'3 C2'3 H2'3 110.0 . . ?
C1'3 C2'3 H2'3 110.0 . . ?
C2'3 O2'3 Ca2 124.35(14) . . ?
C2'3 O2'3 H23A 118(3) . . ?
Ca2 O2'3 H23A 118(3) . . ?
O3'3 C3'3 C2'3 106.37(19) . . ?
O3'3 C3'3 C4'3 112.6(2) . . ?
C2'3 C3'3 C4'3 102.1(2) . . ?
O3'3 C3'3 H3'3 111.8 . . ?
C2'3 C3'3 H3'3 111.8 . . ?
C4'3 C3'3 H3'3 111.8 . . ?
C3'3 O3'3 Ca2 119.98(14) . . ?
C3'3 O3'3 H33A 110(3) . . ?
Ca2 O3'3 H33A 115(3) . . ?
O1'3 C4'3 C5'3 109.3(2) . . ?
O1'3 C4'3 C3'3 106.05(19) . . ?
C5'3 C4'3 C3'3 116.2(2) . . ?
O1'3 C4'3 H4'3 108.4 . . ?
C5'3 C4'3 H4'3 108.4 . . ?
C3'3 C4'3 H4'3 108.4 . . ?
O5'3 C5'3 C4'3 112.6(2) . . ?
O5'3 C5'3 H53A 109.1 . . ?
C4'3 C5'3 H53A 109.1 . . ?
O5'3 C5'3 H53B 109.1 . . ?
C4'3 C5'3 H53B 109.1 . . ?
H53A C5'3 H53B 107.8 . . ?
C5'3 O5'3 H5'3 109.5 . . ?
C63 N13 C23 120.0(2) . . ?
C63 N13 C1'3 119.9(2) . . ?
C23 N13 C1'3 120.1(2) . . ?
O23 C23 N33 121.7(2) . . ?
O23 C23 N13 119.3(2) . . ?
N33 C23 N13 119.0(2) . . ?
C23 N33 C43 120.8(2) . . ?
N43 C43 N33 117.8(2) . . ?
N43 C43 C53 121.3(2) . . ?
N33 C43 C53 120.9(2) . . ?
C43 N43 H43A 120.0 . . ?
C43 N43 H43B 120.0 . . ?
H43A N43 H43B 120.0 . . ?
C63 C53 C43 117.4(2) . . ?
C63 C53 H53 121.3 . . ?
C43 C53 H53 121.3 . . ?
C53 C63 N13 121.6(2) . . ?
C53 C63 H63 119.2 . . ?
N13 C63 H63 119.2 . . ?
H9W1 O9W H9W2 104(3) . . ?
H101 O10W H102 96(3) . . ?
H111 O11W H112 95(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1W1 Cl1 0.952(10) 2.39(3) 3.177(2) 140(4) 1_666
O1W H1W2 O9W 0.945(10) 1.902(16) 2.821(3) 164(4) .
O2W H2W1 Cl1 0.957(10) 2.288(13) 3.229(2) 167(4) 1_666
O2W H2W2 O22 0.960(10) 1.94(2) 2.826(3) 152(3) 1_655
O3W H3W2 O23 0.951(10) 1.832(15) 2.757(3) 164(4) 1_554
O4W H4W1 O2 0.961(10) 1.867(19) 2.768(3) 155(3) .
O4W H4W2 Cl2 0.953(10) 2.50(2) 3.384(2) 154(3) .
O3' H3A O21 0.955(10) 1.854(11) 2.809(3) 178(4) .
O5' H5'A O10W 0.82 1.90 2.706(4) 168.6 .
N4 H4A Cl1 0.86 2.59 3.393(3) 155.8 1_656
N4 H4B Cl3 0.86 2.30 3.152(3) 169.4 1_544
O2' H2A N32 0.956(10) 1.829(14) 2.768(3) 167(4) 1_655
O3'1 H31A O12W 0.956(10) 1.835(18) 2.749(3) 159(4) .
O5'1 H5'1 O10W 0.82 1.98 2.736(4) 152.4 1_566
N41 H41B Cl3 0.86 2.41 3.233(3) 159.7 1_454
O2'1 H21A N33 0.962(10) 1.758(13) 2.709(3) 170(4) 1_554
O5W H5W1 O23 0.956(10) 1.92(3) 2.784(3) 149(4) .
O5W H5W2 O15W 0.961(10) 2.162(15) 3.120(10) 175(4) .
O6W H6W1 Cl2 0.961(10) 2.38(2) 3.242(2) 149(3) 1_455
O6W H6W2 O2 0.952(10) 1.817(16) 2.743(3) 163(4) 1_455
O7W H7W1 Cl1 0.957(10) 2.362(14) 3.306(2) 169(3) 1_556
O7W H7W2 O11W 0.945(10) 2.02(3) 2.843(4) 144(4) 1_445
O8W H8W1 O21 0.951(10) 2.03(3) 2.885(3) 148(4) 1_556
O8W H8W2 O11W 0.947(10) 2.07(2) 2.943(4) 152(4) 1_445
O3'2 H32A O13W 0.960(10) 1.842(15) 2.788(6) 168(4) .
O5'2 H5'2 Cl2 0.82 2.50 3.306(4) 168.5 .
N42 H42B Cl4 0.86 2.51 3.319(3) 158.0 1_444
O2'2 H22A N3 0.962(10) 1.800(16) 2.734(3) 163(4) 1_455
O3'3 H33A O22 0.953(10) 1.913(16) 2.837(3) 163(4) .
O5'3 H5'3 O12W 0.82 1.97 2.781(4) 172.7 1_455
N43 H43A O9W 0.86 2.09 2.933(4) 166.7 1_556
N43 H43B O5'2 0.86 2.05 2.892(4) 164.8 1_566
O2'3 H23A N31 0.949(10) 1.845(17) 2.762(3) 162(4) 1_556
O9W H9W1 O6W 0.954(10) 2.08(2) 2.980(3) 157(4) 1_665
O9W H9W2 Cl4 0.955(10) 2.18(2) 3.088(3) 159(4) .
O10W H101 Cl1 0.965(10) 2.268(19) 3.219(3) 168(7) .
O11W H111 O14W 0.968(10) 2.24(3) 3.132(11) 153(5) .
O11W H112 Cl4 0.972(10) 2.168(19) 3.126(4) 168(6) .

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.850
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.064
_database_code_depnum_ccdc_archive 'CCDC 989703'
#######################################################################
#
#                 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_cacmp

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H56 Ca2 N6 O32 P2'
_chemical_formula_weight         1010.79

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.2262 0.3064 '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)

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

_cell_length_a                   12.298
_cell_length_b                   8.762
_cell_length_c                   19.691
_cell_angle_alpha                90.00
_cell_angle_beta                 102.16
_cell_angle_gamma                90.00
_cell_volume                     2074.2
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9567
_cell_measurement_theta_min      0.15
_cell_measurement_theta_max      27.1

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1064
_exptl_absorpt_coefficient_mu    0.463
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.905
_exptl_absorpt_correction_T_max  0.915
_exptl_absorpt_process_details   sadabs

_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_reflns_number            93855
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.06
_diffrn_reflns_theta_max         28.28
_reflns_number_total             10298
_reflns_number_gt                9863
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0971P)²+0.3138P] 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   0.02(4)
_refine_ls_number_reflns         10298
_refine_ls_number_parameters     564
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1290
_refine_ls_wR_factor_gt          0.1262
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 0.36389(6) 0.66089(8) 0.40480(3) 0.03094(16) Uani 1 1 d . . . . .
O1W O 0.1810(2) 0.5874(3) 0.34474(16) 0.0384(6) Uani 1 1 d . . . . .
O2W O 0.2903(6) 0.8854(5) 0.3274(3) 0.0896(18) Uani 1 1 d . . . . .
O3W O 0.3870(3) 0.3808(4) 0.4037(2) 0.0583(9) Uani 1 1 d . . . . .
O4W O 0.4699(5) 0.9082(8) 0.4246(4) 0.0978(18) Uani 1 1 d . . . . .
O5W O 0.5423(5) 0.6467(18) 0.4785(4) 0.176(5) Uani 1 1 d . . . . .
O1' O 0.2311(2) 0.8327(3) 0.61975(12) 0.0326(5) Uani 1 1 d . . . . .
C1' C 0.3009(3) 0.7139(4) 0.60638(15) 0.0243(5) Uani 1 1 d . . . . .
H1' H 0.3678 0.7569 0.5941 0.029 Uiso 1 1 calc R U . . .
C2' C 0.2324(2) 0.6279(3) 0.54385(15) 0.0207(5) Uani 1 1 d . . . . .
H2' H 0.1773 0.5622 0.5588 0.025 Uiso 1 1 calc R U . . .
O2' O 0.2992(2) 0.5412(3) 0.50827(12) 0.0267(4) Uani 1 1 d D . . . .
H2A H 0.252(3) 0.470(5) 0.480(2) 0.040 Uiso 1 1 d D U . . .
C3' C 0.1748(2) 0.7615(3) 0.50131(14) 0.0218(5) Uani 1 1 d . . . . .
H3' H 0.1053 0.7304 0.4702 0.026 Uiso 1 1 calc R U . . .
O3' O 0.2526(2) 0.8218(3) 0.46411(13) 0.0305(5) Uani 1 1 d D . . . .
H3A H 0.212(4) 0.874(6) 0.4238(18) 0.046 Uiso 1 1 d D U . . .
C4' C 0.1547(3) 0.8748(3) 0.55612(16) 0.0249(6) Uani 1 1 d . . . . .
H4' H 0.1744 0.9771 0.5426 0.030 Uiso 1 1 calc R U . . .
C5' C 0.0373(3) 0.8792(4) 0.5675(2) 0.0326(7) Uani 1 1 d . . . . .
H5'A H 0.0342 0.9433 0.6072 0.039 Uiso 1 1 calc R U . . .
H5'B H -0.0116 0.9230 0.5270 0.039 Uiso 1 1 calc R U . . .
O5' O 0.0004(2) 0.7283(3) 0.57928(15) 0.0331(5) Uani 1 1 d . . . . .
P1 P -0.12300(7) 0.71272(9) 0.59530(4) 0.02346(16) Uani 1 1 d . . . . .
O1P O -0.2041(3) 0.7796(3) 0.53415(14) 0.0382(6) Uani 1 1 d . . . . .
O2P O -0.1212(2) 0.8013(3) 0.66168(13) 0.0330(5) Uani 1 1 d . . . . .
O3P O -0.1362(2) 0.5434(3) 0.60411(15) 0.0338(5) Uani 1 1 d . . . . .
N1 N 0.3317(2) 0.6239(3) 0.66972(14) 0.0268(5) Uani 1 1 d . . . . .
C2 C 0.4431(3) 0.5957(5) 0.69880(19) 0.0330(7) Uani 1 1 d . . . . .
O2 O 0.5165(2) 0.6404(5) 0.66919(18) 0.0535(9) Uani 1 1 d . . . . .
N3 N 0.4678(3) 0.5143(4) 0.75909(15) 0.0327(6) Uani 1 1 d . . . . .
C4 C 0.3885(3) 0.4736(4) 0.79144(17) 0.0287(6) Uani 1 1 d . . . . .
N4 N 0.4170(3) 0.4030(4) 0.85282(16) 0.0382(7) Uani 1 1 d . . . . .
H4A H 0.4858 0.3848 0.8705 0.046 Uiso 1 1 calc R U . . .
H4B H 0.3664 0.3757 0.8746 0.046 Uiso 1 1 calc R U . . .
C5 C 0.2736(3) 0.5049(4) 0.76357(18) 0.0320(7) Uani 1 1 d . . . . .
H5 H 0.2182 0.4753 0.7865 0.038 Uiso 1 1 calc R U . . .
C6 C 0.2499(3) 0.5790(4) 0.70277(18) 0.0294(6) Uani 1 1 d . . . . .
H6 H 0.1761 0.6004 0.6826 0.035 Uiso 1 1 calc R U . . .
Ca2 Ca 0.16460(6) 0.47033(11) 0.11357(4) 0.0411(2) Uani 1 1 d . . . . .
O6W O 0.0903(5) 0.7418(8) 0.0744(4) 0.0986(19) Uani 1 1 d . . . . .
O7W O 0.1452(5) 0.5436(6) -0.0065(3) 0.0920(17) Uani 1 1 d . . . . .
O8W O 0.2071(4) 0.2955(5) 0.2116(2) 0.0688(12) Uani 1 1 d . . . . .
O9W O 0.1888(4) 0.6470(7) 0.2089(2) 0.0803(14) Uani 1 1 d . . . . .
O10W O 0.0884(3) 0.2318(5) 0.0508(2) 0.0631(10) Uani 1 1 d . . . . .
O11W O -0.0245(2) 0.4718(5) 0.12801(18) 0.0511(8) Uani 1 1 d . . . . .
O1'1 O 0.5562(2) 0.3338(3) 0.18068(13) 0.0323(5) Uani 1 1 d . . . . .
C1'1 C 0.4941(3) 0.4603(4) 0.19533(15) 0.0246(6) Uani 1 1 d . . . . .
H11 H 0.4353 0.4262 0.2186 0.030 Uiso 1 1 calc R U . . .
C2'1 C 0.4425(3) 0.5298(4) 0.12468(16) 0.0246(5) Uani 1 1 d . . . . .
H2'1 H 0.4969 0.5948 0.1086 0.030 Uiso 1 1 calc R U . . .
O2'1 O 0.3453(2) 0.6139(3) 0.12667(14) 0.0316(5) Uani 1 1 d D . . . .
H21A H 0.290(3) 0.598(7) 0.0851(17) 0.047 Uiso 1 1 d D U . . .
C3'1 C 0.4183(3) 0.3870(4) 0.07893(15) 0.0261(6) Uani 1 1 d . . . . .
H3'1 H 0.4176 0.4092 0.0300 0.031 Uiso 1 1 calc R U . . .
O3'1 O 0.3161(2) 0.3282(3) 0.08816(15) 0.0370(6) Uani 1 1 d D . . . .
H31A H 0.321(5) 0.264(6) 0.050(2) 0.056 Uiso 1 1 d D U . . .
C4'1 C 0.5135(3) 0.2796(4) 0.11112(16) 0.0266(6) Uani 1 1 d . . . . .
H41 H 0.4829 0.1770 0.1139 0.032 Uiso 1 1 calc R U . . .
C5'1 C 0.6057(3) 0.2701(4) 0.0718(2) 0.0348(7) Uani 1 1 d . . . . .
H51A H 0.6687 0.2161 0.0994 0.042 Uiso 1 1 calc R U . . .
H51B H 0.5804 0.2141 0.0289 0.042 Uiso 1 1 calc R U . . .
O5'1 O 0.6386(2) 0.4205(3) 0.05670(14) 0.0346(5) Uani 1 1 d . . . . .
P2 P 0.71442(7) 0.43589(9) -0.00058(4) 0.02560(17) Uani 1 1 d . . . . .
O4P O 0.8187(2) 0.3444(3) 0.02486(15) 0.0367(5) Uani 1 1 d . . . . .
O5P O 0.7370(3) 0.6050(3) -0.00241(15) 0.0383(6) Uani 1 1 d . . . . .
O6P O 0.6482(2) 0.3761(3) -0.06916(14) 0.0387(6) Uani 1 1 d . . . . .
N11 N 0.5727(2) 0.5592(3) 0.24195(13) 0.0261(5) Uani 1 1 d . . . . .
C21 C 0.5482(3) 0.6152(4) 0.30340(16) 0.0268(6) Uani 1 1 d . . . . .
O21 O 0.4504(2) 0.6046(4) 0.31153(15) 0.0408(6) Uani 1 1 d . . . . .
N31 N 0.6297(2) 0.6753(4) 0.35222(14) 0.0298(6) Uani 1 1 d . . . . .
C41 C 0.7313(3) 0.6912(3) 0.33966(15) 0.0252(6) Uani 1 1 d . . . . .
N41 N 0.8112(3) 0.7477(4) 0.38995(15) 0.0322(6) Uani 1 1 d . . . . .
H41A H 0.7964 0.7728 0.4292 0.039 Uiso 1 1 calc R U . . .
H41B H 0.8775 0.7590 0.3831 0.039 Uiso 1 1 calc R U . . .
C51 C 0.7570(3) 0.6501(4) 0.27454(17) 0.0291(6) Uani 1 1 d . . . . .
H51 H 0.8263 0.6704 0.2647 0.035 Uiso 1 1 calc R U . . .
C61 C 0.6765(3) 0.5809(4) 0.22838(16) 0.0276(6) Uani 1 1 d . . . . .
H61 H 0.6913 0.5471 0.1865 0.033 Uiso 1 1 calc R U . . .
O12W O -0.0121(2) 0.3084(4) 0.66220(19) 0.0465(7) Uani 1 1 d . . . . .
O13W O 0.7003(3) 0.5037(5) 0.80818(18) 0.0564(9) Uani 1 1 d . . . . .
O14W O 0.0717(5) 0.8465(13) 0.7525(3) 0.131(3) Uani 1 1 d . . . . .
O15W O 0.7767(4) 0.8217(6) 0.0935(2) 0.0766(13) Uani 1 1 d . . . . .
O16W O -0.0332(7) 0.8022(14) 0.1956(3) 0.112(4) Uani 0.713(14) 1 d . . P . .
O16A O -0.023(2) 1.100(2) 0.1627(10) 0.099(8) Uani 0.287(14) 1 d . . P . .


_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
Ca1 O21 2.360(3) . ?
Ca1 O5W 2.365(7) . ?
Ca1 O1W 2.398(3) . ?
Ca1 O3' 2.429(2) . ?
Ca1 O3W 2.471(4) . ?
Ca1 O4W 2.517(6) . ?
Ca1 O2W 2.536(5) . ?
Ca1 O2' 2.563(2) . ?
O1' C1' 1.409(4) . ?
O1' C4' 1.447(4) . ?
C1' N1 1.457(4) . ?
C1' C2' 1.536(4) . ?
C2' O2' 1.409(3) . ?
C2' C3' 1.525(4) . ?
C3' O3' 1.423(4) . ?
C3' C4' 1.525(4) . ?
C4' C5' 1.508(5) . ?
C5' O5' 1.433(4) . ?
O5' P1 1.619(3) . ?
P1 O3P 1.507(2) . ?
P1 O1P 1.511(3) . ?
P1 O2P 1.516(2) . ?
N1 C6 1.366(4) . ?
N1 C2 1.391(4) . ?
C2 O2 1.237(5) . ?
C2 N3 1.363(5) . ?
N3 C4 1.321(5) . ?
C4 N4 1.337(4) . ?
C4 C5 1.431(5) . ?
C5 C6 1.339(5) . ?
Ca2 O3'1 2.380(3) . ?
Ca2 O11W 2.401(3) . ?
Ca2 O9W 2.403(4) . ?
Ca2 O7W 2.413(5) . ?
Ca2 O8W 2.433(4) . ?
Ca2 O10W 2.507(4) . ?
Ca2 O2'1 2.519(3) . ?
Ca2 O6W 2.606(7) . ?
O1'1 C1'1 1.410(4) . ?
O1'1 C4'1 1.440(4) . ?
C1'1 N11 1.468(4) . ?
C1'1 C2'1 1.529(4) . ?
C2'1 O2'1 1.412(4) . ?
C2'1 C3'1 1.534(4) . ?
C3'1 O3'1 1.406(4) . ?
C3'1 C4'1 1.532(5) . ?
C4'1 C5'1 1.504(5) . ?
C5'1 O5'1 1.428(4) . ?
O5'1 P2 1.613(3) . ?
P2 O4P 1.505(3) . ?
P2 O5P 1.509(3) . ?
P2 O6P 1.516(3) . ?
N11 C61 1.372(4) . ?
N11 C21 1.396(4) . ?
C21 O21 1.250(4) . ?
C21 N31 1.342(4) . ?
N31 C41 1.332(4) . ?
C41 N41 1.334(4) . ?
C41 C51 1.430(4) . ?
C51 C61 1.340(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
O21 Ca1 O5W 87.40(16) . . ?
O21 Ca1 O1W 95.15(10) . . ?
O5W Ca1 O1W 160.2(4) . . ?
O21 Ca1 O3' 152.56(11) . . ?
O5W Ca1 O3' 106.2(2) . . ?
O1W Ca1 O3' 80.09(10) . . ?
O21 Ca1 O3W 73.42(12) . . ?
O5W Ca1 O3W 81.9(4) . . ?
O1W Ca1 O3W 80.01(13) . . ?
O3' Ca1 O3W 131.14(10) . . ?
O21 Ca1 O4W 89.80(17) . . ?
O5W Ca1 O4W 64.3(4) . . ?
O1W Ca1 O4W 135.17(17) . . ?
O3' Ca1 O4W 75.64(17) . . ?
O3W Ca1 O4W 143.10(19) . . ?
O21 Ca1 O2W 81.78(13) . . ?
O5W Ca1 O2W 125.2(4) . . ?
O1W Ca1 O2W 74.52(17) . . ?
O3' Ca1 O2W 70.88(11) . . ?
O3W Ca1 O2W 142.43(17) . . ?
O4W Ca1 O2W 62.1(2) . . ?
O21 Ca1 O2' 143.08(10) . . ?
O5W Ca1 O2' 83.9(2) . . ?
O1W Ca1 O2' 82.31(9) . . ?
O3' Ca1 O2' 63.54(8) . . ?
O3W Ca1 O2' 69.86(10) . . ?
O4W Ca1 O2' 117.82(17) . . ?
O2W Ca1 O2' 131.59(11) . . ?
C1' O1' C4' 109.7(2) . . ?
O1' C1' N1 107.4(2) . . ?
O1' C1' C2' 105.0(2) . . ?
N1 C1' C2' 114.8(3) . . ?
O2' C2' C3' 113.1(2) . . ?
O2' C2' C1' 112.6(2) . . ?
C3' C2' C1' 100.2(2) . . ?
C2' O2' Ca1 119.08(17) . . ?
O3' C3' C2' 106.4(2) . . ?
O3' C3' C4' 110.5(3) . . ?
C2' C3' C4' 103.7(2) . . ?
C3' O3' Ca1 122.69(19) . . ?
O1' C4' C5' 110.2(3) . . ?
O1' C4' C3' 105.9(2) . . ?
C5' C4' C3' 115.1(3) . . ?
O5' C5' C4' 110.3(3) . . ?
C5' O5' P1 116.8(2) . . ?
O3P P1 O1P 113.85(16) . . ?
O3P P1 O2P 112.77(16) . . ?
O1P P1 O2P 112.06(15) . . ?
O3P P1 O5' 103.54(14) . . ?
O1P P1 O5' 107.50(16) . . ?
O2P P1 O5' 106.32(15) . . ?
C6 N1 C2 120.8(3) . . ?
C6 N1 C1' 118.6(3) . . ?
C2 N1 C1' 120.3(3) . . ?
O2 C2 N3 121.7(3) . . ?
O2 C2 N1 120.2(3) . . ?
N3 C2 N1 118.1(3) . . ?
C4 N3 C2 120.6(3) . . ?
N3 C4 N4 118.8(3) . . ?
N3 C4 C5 122.2(3) . . ?
N4 C4 C5 119.0(3) . . ?
C6 C5 C4 116.5(3) . . ?
C5 C6 N1 121.5(3) . . ?
O3'1 Ca2 O11W 148.01(12) . . ?
O3'1 Ca2 O9W 121.84(15) . . ?
O11W Ca2 O9W 82.40(14) . . ?
O3'1 Ca2 O7W 81.58(19) . . ?
O11W Ca2 O7W 102.47(18) . . ?
O9W Ca2 O7W 124.4(2) . . ?
O3'1 Ca2 O8W 77.91(12) . . ?
O11W Ca2 O8W 87.77(14) . . ?
O9W Ca2 O8W 79.35(18) . . ?
O7W Ca2 O8W 154.85(19) . . ?
O3'1 Ca2 O10W 71.83(11) . . ?
O11W Ca2 O10W 78.00(13) . . ?
O9W Ca2 O10W 153.40(15) . . ?
O7W Ca2 O10W 77.81(17) . . ?
O8W Ca2 O10W 82.07(17) . . ?
O3'1 Ca2 O2'1 64.53(8) . . ?
O11W Ca2 O2'1 147.20(12) . . ?
O9W Ca2 O2'1 68.71(12) . . ?
O7W Ca2 O2'1 82.57(14) . . ?
O8W Ca2 O2'1 101.29(15) . . ?
O10W Ca2 O2'1 134.17(11) . . ?
O3'1 Ca2 O6W 131.03(15) . . ?
O11W Ca2 O6W 75.06(16) . . ?
O9W Ca2 O6W 67.8(2) . . ?
O7W Ca2 O6W 60.7(2) . . ?
O8W Ca2 O6W 144.38(19) . . ?
O10W Ca2 O6W 122.9(2) . . ?
O2'1 Ca2 O6W 79.71(15) . . ?
C1'1 O1'1 C4'1 110.5(2) . . ?
O1'1 C1'1 N11 106.1(3) . . ?
O1'1 C1'1 C2'1 105.4(2) . . ?
N11 C1'1 C2'1 115.2(3) . . ?
O2'1 C2'1 C1'1 112.0(2) . . ?
O2'1 C2'1 C3'1 112.4(3) . . ?
C1'1 C2'1 C3'1 101.6(2) . . ?
C2'1 O2'1 Ca2 118.07(19) . . ?
O3'1 C3'1 C4'1 110.3(3) . . ?
O3'1 C3'1 C2'1 106.9(3) . . ?
C4'1 C3'1 C2'1 102.8(2) . . ?
C3'1 O3'1 Ca2 126.6(2) . . ?
O1'1 C4'1 C5'1 110.2(3) . . ?
O1'1 C4'1 C3'1 106.5(2) . . ?
C5'1 C4'1 C3'1 114.5(3) . . ?
O5'1 C5'1 C4'1 109.5(3) . . ?
C5'1 O5'1 P2 117.0(2) . . ?
O4P P2 O5P 112.48(17) . . ?
O4P P2 O6P 111.90(17) . . ?
O5P P2 O6P 112.64(16) . . ?
O4P P2 O5'1 107.46(16) . . ?
O5P P2 O5'1 103.60(16) . . ?
O6P P2 O5'1 108.20(16) . . ?
C61 N11 C21 120.0(3) . . ?
C61 N11 C1'1 118.5(3) . . ?
C21 N11 C1'1 121.0(3) . . ?
O21 C21 N31 122.1(3) . . ?
O21 C21 N11 118.3(3) . . ?
N31 C21 N11 119.6(3) . . ?
C21 O21 Ca1 133.5(2) . . ?
C41 N31 C21 119.8(3) . . ?
N31 C41 N41 118.3(3) . . ?
N31 C41 C51 122.2(3) . . ?
N41 C41 C51 119.5(3) . . ?
C61 C51 C41 116.8(3) . . ?
C51 C61 N11 121.0(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2' H2A O1P 0.950(14) 1.77(3) 2.628(4) 149(5) 2_546
O3' H3A O3P 0.959(14) 1.78(4) 2.610(3) 143(5) 2_556
O3'1 H31A O5P 0.952(14) 1.74(4) 2.577(4) 144(5) 2_645
N4 H4A O6P 0.86 2.10 2.943(4) 167.0 1_556
N4 H4B O15W 0.86 2.05 2.892(6) 167.6 2_646
N41 H41B O12W 0.86 2.08 2.917(5) 163.0 2_656
N41 H41A O1P 0.86 2.07 2.899(4) 162.2 1_655

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.065
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.107
_database_code_depnum_ccdc_archive 'CCDC 989704'
