# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_rezorc
_database_code_depnum_ccdc_archive 'CCDC 1440778'
_audit_update_record             
;
2015-12-07 deposited with the CCDC.
2016-02-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H16 Cl2 N4 O3'
_chemical_formula_weight         347.20

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.9732(2)
_cell_length_b                   15.0872(3)
_cell_length_c                   14.2862(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.411(2)
_cell_angle_gamma                90
_cell_volume                     1496.30(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    6040
_cell_measurement_theta_min      2.9265
_cell_measurement_theta_max      72.0161

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    4.080
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.64773
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100.0(1)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.297
_diffrn_reflns_number            9473
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.272
_diffrn_reflns_theta_max         72.163
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2908
_reflns_number_gt                2783
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0566P)²+5.3552P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2908
_refine_ls_number_parameters     226
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1474
_refine_ls_wR_factor_gt          0.1463
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_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_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
O1 O -0.1670(4) 0.22128(15) 0.03691(16) 0.0229(5) Uani 1 1 d D . . . .
H1O1 H -0.168(6) 0.1715(17) 0.012(3) 0.028 Uiso 1 1 d D U . . .
O2 O 0.0848(4) 0.06685(15) 0.31246(17) 0.0228(5) Uani 1 1 d D . . . .
H1O2 H 0.045(6) 0.023(2) 0.283(3) 0.027 Uiso 1 1 d D U . . .
O1W O -0.1518(4) 0.07489(18) -0.04711(18) 0.0279(6) Uani 1 1 d . . . . .
H1W1 H -0.102(8) 0.081(3) -0.093(4) 0.042 Uiso 1 1 d . U . . .
H2W1 H -0.255(8) 0.044(3) -0.063(3) 0.042 Uiso 1 1 d . U . . .
Cl1 Cl 0.03631(12) 0.11202(5) 0.76640(5) 0.0209(2) Uani 1 1 d . . . . .
Cl2 Cl 0.01269(12) 0.47763(5) 0.63181(5) 0.0219(2) Uani 1 1 d . . . . .
C11 C 0.0414(5) 0.1400(2) 0.2626(2) 0.0190(7) Uani 1 1 d . . . . .
N4 N -0.0972(4) 0.37341(18) 0.12090(19) 0.0176(6) Uani 1 1 d . . . . .
N1 N -0.3171(5) 0.84152(19) 0.0244(2) 0.0221(6) Uani 1 1 d . . . . .
H1N1 H -0.279(6) 0.842(3) 0.082(3) 0.027 Uiso 1 1 d . U . . .
H2N1 H -0.357(6) 0.886(3) 0.001(3) 0.027 Uiso 1 1 d . U . . .
N2 N -0.4139(4) 0.7691(2) -0.1114(2) 0.0208(6) Uani 1 1 d . . . . .
H1N2 H -0.462(6) 0.820(3) -0.131(3) 0.025 Uiso 1 1 d . U . . .
H2N2 H -0.427(6) 0.727(3) -0.144(3) 0.025 Uiso 1 1 d . U . . .
C10 C -0.0431(5) 0.1382(2) 0.1711(2) 0.0191(7) Uani 1 1 d . . . . .
H10 H -0.0703 0.0843 0.1410 0.023 Uiso 1 1 calc R U . . .
C5 C -0.1308(5) 0.5275(2) 0.1065(2) 0.0193(7) Uani 1 1 d . . . . .
N3 N -0.0710(4) 0.45104(18) 0.1576(2) 0.0185(6) Uani 1 1 d . . . . .
C3 C -0.3140(5) 0.6014(2) -0.0205(2) 0.0192(7) Uani 1 1 d . . . . .
H3 H -0.3949 0.5994 -0.0761 0.023 Uiso 1 1 calc R U . . .
C4 C -0.2501(5) 0.5232(2) 0.0225(2) 0.0199(7) Uani 1 1 d . . . . .
H4 H -0.2860 0.4687 -0.0042 0.024 Uiso 1 1 calc R U . . .
C6 C -0.0679(5) 0.6088(2) 0.1443(2) 0.0208(7) Uani 1 1 d . . . . .
H6 H 0.0161 0.6108 0.1989 0.025 Uiso 1 1 calc R U . . .
C8 C -0.0465(5) 0.3010(2) 0.1721(2) 0.0179(6) Uani 1 1 d . . . . .
C12 C 0.0879(5) 0.2218(2) 0.3105(2) 0.0203(7) Uani 1 1 d . . . . .
H12 H 0.1477 0.2214 0.3715 0.024 Uiso 1 1 calc R U . . .
C13 C 0.0443(5) 0.2997(2) 0.2665(2) 0.0194(7) Uani 1 1 d . . . . .
H13 H 0.0734 0.3528 0.2977 0.023 Uiso 1 1 calc R U . . .
C7 C -0.1310(5) 0.6859(2) 0.1004(2) 0.0222(7) Uani 1 1 d . . . . .
H7 H -0.0885 0.7402 0.1253 0.027 Uiso 1 1 calc R U . . .
C9 C -0.0874(5) 0.2182(2) 0.1239(2) 0.0187(7) Uani 1 1 d . . . . .
C1 C -0.3338(5) 0.7674(2) -0.0247(2) 0.0185(6) Uani 1 1 d . . . . .
C2 C -0.2582(5) 0.6837(2) 0.0188(2) 0.0189(7) Uani 1 1 d . . . . .
H1N3 H -0.029(6) 0.459(3) 0.218(3) 0.023 Uiso 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.314(4) . ?
O2 C11 1.333(4) . ?
C11 C10 1.383(5) . ?
C11 C12 1.434(5) . ?
N4 N3 1.289(4) . ?
N4 C8 1.343(4) . ?
N1 C1 1.319(4) . ?
N2 C1 1.310(4) . ?
C10 C9 1.403(5) . ?
C5 C6 1.393(5) . ?
C5 C4 1.396(5) . ?
C5 N3 1.407(4) . ?
C3 C4 1.385(5) . ?
C3 C2 1.402(4) . ?
C6 C7 1.375(5) . ?
C8 C13 1.434(5) . ?
C8 C9 1.442(4) . ?
C12 C13 1.353(5) . ?
C7 C2 1.397(5) . ?
C1 C2 1.483(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C11 C10 122.9(3) . . ?
O2 C11 C12 115.4(3) . . ?
C10 C11 C12 121.7(3) . . ?
N3 N4 C8 119.8(3) . . ?
C11 C10 C9 119.4(3) . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 N3 117.0(3) . . ?
C4 C5 N3 122.0(3) . . ?
N4 N3 C5 120.7(3) . . ?
C4 C3 C2 120.7(3) . . ?
C3 C4 C5 118.8(3) . . ?
C7 C6 C5 119.5(3) . . ?
N4 C8 C13 126.4(3) . . ?
N4 C8 C9 114.5(3) . . ?
C13 C8 C9 119.1(3) . . ?
C13 C12 C11 119.6(3) . . ?
C12 C13 C8 120.6(3) . . ?
C6 C7 C2 120.7(3) . . ?
O1 C9 C10 122.6(3) . . ?
O1 C9 C8 117.9(3) . . ?
C10 C9 C8 119.5(3) . . ?
N2 C1 N1 119.6(3) . . ?
N2 C1 C2 121.1(3) . . ?
N1 C1 C2 119.3(3) . . ?
C7 C2 C3 119.1(3) . . ?
C7 C2 C1 120.1(3) . . ?
C3 C2 C1 120.8(3) . . ?

_refine_diff_density_max         0.767
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.093

_shelxl_version_number           2013-3



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_rez_cb6
_database_code_depnum_ccdc_archive 'CCDC 1440779'
_audit_update_record             
;
2015-12-07 deposited with the CCDC.
2016-02-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C49 H49 Cl N28 O29'
_chemical_formula_weight         1529.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P c'
_space_group_name_Hall           'P -2yc'

_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, -y, z+1/2'

_cell_length_a                   12.6037(3)
_cell_length_b                   18.5050(6)
_cell_length_c                   14.0880(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.740(2)
_cell_angle_gamma                90
_cell_volume                     3255.83(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    13646
_cell_measurement_theta_min      3.163
_cell_measurement_theta_max      71.852

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_F_000             1576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.495
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.19413
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100.0(1)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.297
_diffrn_reflns_number            29068
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.539
_diffrn_reflns_theta_max         72.317
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9866
_reflns_number_gt                8851
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.997
_reflns_Friedel_fraction_max     0.984
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.2000P)²] 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   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9866
_refine_ls_number_parameters     1234
_refine_ls_number_restraints     383
_refine_ls_R_factor_all          0.0904
_refine_ls_R_factor_gt           0.0850
_refine_ls_wR_factor_ref         0.2690
_refine_ls_wR_factor_gt          0.2577
_refine_ls_goodness_of_fit_ref   1.236
_refine_ls_restrained_S_all      1.221
_refine_ls_shift/su_max          0.053
_refine_ls_shift/su_mean         0.008

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
O3W O 0.7452(5) 0.3684(5) 0.2643(4) 0.087(2) Uani 1 1 d . . . . .
O4W O 0.9096(6) 0.1272(5) 0.7596(5) 0.093(2) Uani 1 1 d . . . . .
O5W O 0.9706(6) 0.4703(4) 0.6552(5) 0.088(2) Uani 1 1 d . . . . .
O11W O 0.7910(7) 0.5158(5) 0.5314(7) 0.106(3) Uani 1 1 d . . . . .
O13W O 0.8432(17) 0.0076(14) -0.0195(18) 0.077(6) Uiso 0.301(17) 1 d . . P A 1
O8W O 0.8203(10) 0.0226(8) 0.2076(8) 0.033(3) Uani 0.301(17) 1 d . . P A 1
O15W O -0.142(4) 0.291(2) 0.0147(16) 0.17(2) Uani 0.301(17) 1 d . . P A 1
O15B O -0.233(2) 0.143(2) -0.0387(17) 0.106(10) Uani 0.301(17) 1 d . . P A 1
O13A O 0.850(2) 0.0398(13) 0.0342(15) 0.198(13) Uani 0.699(17) 1 d . . P A 2
O19W O 0.6934(14) 0.0253(7) 0.3651(9) 0.122(6) Uani 0.699(17) 1 d . . P A 2
O15A O -0.195(4) 0.216(3) 0.0029(19) 0.30(3) Uani 0.699(17) 1 d . . P A 2
O8WA O 0.8635(18) 0.0052(10) 0.1926(18) 0.158(9) Uani 0.699(17) 1 d . . P A 2
O14W O 0.246(2) 0.1900(9) 0.9538(12) 0.105(8) Uani 0.51(3) 1 d . . P B 1
O9W O 0.0175(8) 0.1485(6) 0.9743(8) 0.046(3) Uani 0.51(3) 1 d . . P B 1
O14A O 0.186(4) 0.169(2) 0.975(4) 0.30(4) Uani 0.49(3) 1 d . . P B 2
O9WA O -0.002(4) 0.1529(16) 0.9467(16) 0.182(19) Uani 0.49(3) 1 d . . P B 2
O12W O 0.7799(8) 0.5052(5) 0.3387(7) 0.112(3) Uani 1 1 d . . . . .
O10W O 0.7160(9) 0.3417(7) 0.0719(7) 0.081(4) Uani 0.599(15) 1 d . . P C 1
O16W O 0.4988(9) 0.3526(6) -0.0008(7) 0.075(3) Uani 0.599(15) 1 d . . P C 1
O18W O 0.3095(12) 0.3064(6) 0.0418(7) 0.077(3) Uani 0.599(15) 1 d . . P C 1
O10A O 0.6153(19) 0.3540(8) 0.0597(13) 0.088(7) Uani 0.401(15) 1 d . . P C 2
O16A O 0.394(3) 0.3151(12) 0.063(2) 0.119(10) Uani 0.401(15) 1 d . . P C 2
Cl1 Cl -0.0695(2) 0.3643(2) 0.8204(3) 0.0790(10) Uani 0.699(6) 1 d . . P D 1
O7W O 0.1732(9) 0.3805(6) 0.9297(8) 0.075(3) Uani 0.699(6) 1 d . . P D 1
O17W O -0.069(5) 0.306(5) 1.012(2) 0.23(4) Uani 0.25 1 d . . P E 1
C1X C 0.5674(10) 0.1488(6) 0.0816(7) 0.064(2) Uani 0.699(6) 1 d D U P D 1
C2X C 0.6339(11) 0.1665(10) 0.1593(9) 0.081(3) Uani 0.699(6) 1 d D U P D 1
H2X H 0.7060 0.1725 0.1534 0.097 Uiso 0.699(6) 1 calc R U P D 1
C3X C 0.6012(9) 0.1768(11) 0.2508(10) 0.096(5) Uani 0.699(6) 1 d D U P D 1
C4X C 0.4915(7) 0.1842(6) 0.2548(6) 0.056(2) Uani 0.699(6) 1 d D U P D 1
C5X C 0.4216(8) 0.1733(6) 0.1697(6) 0.058(2) Uani 0.699(6) 1 d D U P D 1
H5X H 0.3487 0.1804 0.1709 0.070 Uiso 0.699(6) 1 calc R U P D 1
C6X C 0.4557(15) 0.1521(12) 0.0825(10) 0.064(3) Uani 0.699(6) 1 d D U P D 1
H6X H 0.4073 0.1409 0.0287 0.077 Uiso 0.699(6) 1 calc R U P D 1
C7X C 0.3352(10) 0.2334(7) 0.4380(7) 0.0465(19) Uani 0.699(6) 1 d D U P D 1
C8X C 0.4015(7) 0.2437(6) 0.5232(6) 0.052(2) Uani 0.699(6) 1 d D U P D 1
H8X H 0.4750 0.2370 0.5263 0.063 Uiso 0.699(6) 1 calc R U P D 1
C9X C 0.3570(7) 0.2643(8) 0.6050(7) 0.050(2) Uani 0.699(6) 1 d D U P D 1
H9X H 0.4021 0.2708 0.6622 0.060 Uiso 0.699(6) 1 calc R U P D 1
C10X C 0.2473(5) 0.2753(4) 0.6035(5) 0.0351(14) Uani 0.699(6) 1 d D U P D 1
C11X C 0.1826(7) 0.2610(6) 0.5168(5) 0.049(2) Uani 0.699(6) 1 d D U P D 1
H11X H 0.1088 0.2655 0.5140 0.058 Uiso 0.699(6) 1 calc R U P D 1
C12X C 0.2246(8) 0.2406(6) 0.4355(6) 0.056(2) Uani 0.699(6) 1 d D U P D 1
H12X H 0.1793 0.2315 0.3790 0.067 Uiso 0.699(6) 1 calc R U P D 1
C13X C 0.1927(11) 0.2923(10) 0.6879(8) 0.030(3) Uani 0.699(6) 1 d D U P D 1
N1X N 0.4634(11) 0.2051(11) 0.3402(8) 0.052(3) Uani 0.699(6) 1 d D U P D 1
N2X N 0.3697(6) 0.2134(4) 0.3504(5) 0.0486(15) Uani 0.699(6) 1 d D U P D 1
N3X N 0.2504(6) 0.3246(5) 0.7623(5) 0.057(2) Uani 0.699(6) 1 d D U P D 1
H3X1 H 0.2194 0.3415 0.8083 0.068 Uiso 0.699(6) 1 calc R U P D 1
H3X2 H 0.3186 0.3285 0.7642 0.068 Uiso 0.699(6) 1 calc R U P D 1
N4X N 0.0944(6) 0.2869(6) 0.6858(5) 0.067(3) Uani 0.699(6) 1 d D U P D 1
H4X1 H 0.0638 0.3039 0.7321 0.080 Uiso 0.699(6) 1 calc R U P D 1
H4X2 H 0.0567 0.2661 0.6381 0.080 Uiso 0.699(6) 1 calc R U P D 1
O1X O 0.6037(9) 0.1311(6) 0.0015(7) 0.089(3) Uani 0.699(6) 1 d D U P D 1
H1X H 0.6694 0.1326 0.0095 0.134 Uiso 0.699(6) 1 calc R U P D 1
O2X O 0.6731(8) 0.1869(14) 0.3248(9) 0.197(11) Uani 0.699(6) 1 d D U P D 1
H2X1 H 0.6435 0.1970 0.3715 0.295 Uiso 0.699(6) 1 calc R U P D 1
C1Y C 0.0823(17) 0.3533(18) 0.9389(11) 0.072(6) Uani 0.301(6) 1 d D U P D 2
C2Y C 0.0142(16) 0.3453(15) 0.8585(12) 0.058(5) Uani 0.301(6) 1 d D U P D 2
H2Y H -0.0580 0.3553 0.8589 0.070 Uiso 0.301(6) 1 calc R U P D 2
C3Y C 0.0506(13) 0.3217(15) 0.7720(11) 0.059(5) Uani 0.301(6) 1 d D U P D 2
C4Y C 0.1595(14) 0.3155(13) 0.7697(12) 0.055(4) Uani 0.301(6) 1 d D U P D 2
C5Y C 0.2276(16) 0.3223(16) 0.8563(15) 0.065(5) Uani 0.301(6) 1 d D U P D 2
H5Y H 0.2998 0.3119 0.8561 0.078 Uiso 0.301(6) 1 calc R U P D 2
C6Y C 0.1944(19) 0.344(2) 0.9448(16) 0.065(6) Uani 0.301(6) 1 d D U P D 2
H6Y H 0.2415 0.3510 1.0007 0.078 Uiso 0.301(6) 1 calc R U P D 2
C7Y C 0.3174(17) 0.2693(15) 0.5838(14) 0.047(4) Uani 0.301(6) 1 d D U P D 2
C8Y C 0.2477(17) 0.2517(15) 0.5020(15) 0.063(5) Uani 0.301(6) 1 d D U P D 2
H8Y H 0.1738 0.2529 0.5009 0.075 Uiso 0.301(6) 1 calc R U P D 2
C9Y C 0.2955(16) 0.232(2) 0.4204(17) 0.057(6) Uani 0.301(6) 1 d D U P D 2
H9Y H 0.2494 0.2228 0.3644 0.069 Uiso 0.301(6) 1 calc R U P D 2
C10Y C 0.4051(12) 0.2245(11) 0.4156(13) 0.044(4) Uani 0.301(6) 1 d D U P D 2
C11Y C 0.4705(12) 0.2399(10) 0.5017(11) 0.040(3) Uani 0.301(6) 1 d D U P D 2
H11Y H 0.5445 0.2360 0.5045 0.048 Uiso 0.301(6) 1 calc R U P D 2
C12Y C 0.4269(15) 0.2613(13) 0.5837(15) 0.053(4) Uani 0.301(6) 1 d D U P D 2
H12Y H 0.4728 0.2703 0.6399 0.064 Uiso 0.301(6) 1 calc R U P D 2
C13Y C 0.462(2) 0.196(3) 0.338(3) 0.059(8) Uani 0.301(6) 1 d D U P D 2
N1Y N 0.192(3) 0.308(2) 0.682(2) 0.045(6) Uani 0.301(6) 1 d D U P D 2
N2Y N 0.2842(15) 0.2884(11) 0.6732(14) 0.061(4) Uani 0.301(6) 1 d D U P D 2
N3Y N 0.3977(15) 0.1745(15) 0.2576(15) 0.069(6) Uani 0.301(6) 1 d D U P D 2
H3Y1 H 0.4225 0.1725 0.2037 0.083 Uiso 0.301(6) 1 calc R U P D 2
H3Y2 H 0.3323 0.1627 0.2608 0.083 Uiso 0.301(6) 1 calc R U P D 2
N4Y N 0.5564(17) 0.2129(19) 0.330(2) 0.090(9) Uani 0.301(6) 1 d D U P D 2
H4Y1 H 0.5786 0.2103 0.2745 0.108 Uiso 0.301(6) 1 calc R U P D 2
H4Y2 H 0.5991 0.2269 0.3789 0.108 Uiso 0.301(6) 1 calc R U P D 2
O1Y O 0.040(2) 0.354(2) 1.0221(12) 0.137(13) Uani 0.301(6) 1 d D U P D 2
H1Y H -0.0256 0.3498 1.0107 0.206 Uiso 0.301(6) 1 calc R U P D 2
O2Y O -0.0206(19) 0.316(2) 0.6973(16) 0.115(11) Uani 0.301(6) 1 d D U P D 2
H2Y1 H 0.0089 0.3051 0.6507 0.173 Uiso 0.301(6) 1 calc R U P D 2
O20W O 0.469(4) 0.130(3) 0.080(4) 0.14(2) Uani 0.301(6) 1 d . . P D 2
Cl2 Cl 0.7012(11) 0.1406(5) 0.1840(7) 0.097(3) Uani 0.301(6) 1 d . . P D 2
O5 O 0.2321(6) 0.0867(3) 0.2610(4) 0.0774(18) Uani 1 1 d . . . . .
O2 O 0.6501(5) 0.3199(3) 0.4206(3) 0.0621(13) Uani 1 1 d . . . . .
O1 O 0.4001(4) 0.3598(3) 0.2446(4) 0.0593(12) Uani 1 1 d . . . . .
O6 O 0.1985(4) 0.2440(3) 0.1775(3) 0.0556(11) Uani 1 1 d . . . . .
O4 O 0.4812(8) 0.0467(3) 0.4354(5) 0.097(3) Uani 1 1 d . . . . .
O9 O 0.4546(3) 0.2565(2) 0.8492(3) 0.0477(9) Uani 1 1 d . . . . .
O8 O 0.4223(4) 0.4132(3) 0.7577(3) 0.0520(10) Uani 1 1 d . . . . .
O10 O 0.2396(6) 0.1401(3) 0.7637(5) 0.0797(18) Uani 1 1 d . . . . .
C11 C 0.1201(5) 0.2683(4) 0.2088(4) 0.0501(14) Uani 1 1 d . . . . .
O12 O -0.0499(4) 0.3346(3) 0.4964(4) 0.0621(12) Uani 1 1 d . . . . .
O11 O -0.0133(5) 0.1727(4) 0.5900(4) 0.0728(15) Uani 1 1 d . . . . .
O3 O 0.6872(5) 0.1600(3) 0.5159(4) 0.0684(14) Uani 1 1 d . . . . .
O7 O 0.1658(4) 0.4489(3) 0.5801(3) 0.0560(11) Uani 1 1 d . . . . .
N21 N 0.3924(7) 0.0807(3) 0.7311(5) 0.072(2) Uani 1 1 d . . . . .
N1 N 0.2505(5) 0.4204(3) 0.2806(4) 0.0536(13) Uani 1 1 d . . . . .
C6 C 0.6051(9) 0.0494(5) 0.6269(8) 0.085(3) Uani 1 1 d . . . . .
H6A H 0.6290 0.0151 0.6774 0.102 Uiso 1 1 calc R U . . .
H6B H 0.6403 0.0372 0.5719 0.102 Uiso 1 1 calc R U . . .
C3 C 0.6325(5) 0.3572(4) 0.4880(4) 0.0505(14) Uani 1 1 d . . . . .
C2 C 0.5206(6) 0.4475(4) 0.3905(5) 0.0585(17) Uani 1 1 d . . . . .
H2A H 0.5386 0.4984 0.3891 0.070 Uiso 1 1 calc R U . . .
H2B H 0.5526 0.4238 0.3400 0.070 Uiso 1 1 calc R U . . .
C27 C 0.4887(5) 0.4170(3) 0.7030(4) 0.0470(13) Uani 1 1 d . . . . .
C35 C -0.0372(5) 0.3263(5) 0.4132(5) 0.0568(17) Uani 1 1 d . . . . .
N12 N 0.1031(5) 0.3390(4) 0.2262(5) 0.0587(14) Uani 1 1 d . . . . .
N17 N 0.4734(4) 0.4521(3) 0.6158(4) 0.0490(12) Uani 1 1 d . . . . .
N2 N 0.4072(4) 0.4400(3) 0.3715(4) 0.0505(12) Uani 1 1 d . . . . .
C9 C 0.1613(10) 0.0825(5) 0.3141(6) 0.079(3) Uani 1 1 d . . . . .
N4 N 0.6782(5) 0.3504(3) 0.5815(4) 0.0515(12) Uani 1 1 d . . . . .
N22 N 0.2378(7) 0.0561(3) 0.6407(5) 0.0684(18) Uani 1 1 d . . . . .
N14 N 0.0049(5) 0.3772(4) 0.3564(4) 0.0545(13) Uani 1 1 d . . . . .
N9 N 0.1716(9) 0.0436(4) 0.3993(5) 0.085(3) Uani 1 1 d . . . . .
N7 N 0.4883(8) 0.0415(4) 0.6003(6) 0.086(3) Uani 1 1 d . . . . .
N3 N 0.5666(5) 0.4178(3) 0.4814(4) 0.0541(13) Uani 1 1 d . . . . .
N19 N 0.6161(4) 0.2689(3) 0.7903(4) 0.0521(12) Uani 1 1 d . . . . .
N11 N 0.0341(5) 0.2300(4) 0.2310(4) 0.0619(15) Uani 1 1 d . . . . .
C31 C 0.2869(8) 0.0950(4) 0.7170(6) 0.069(2) Uani 1 1 d . . . . .
N8 N 0.3344(8) 0.0197(4) 0.5108(5) 0.079(2) Uani 1 1 d . . . . .
N16 N 0.3140(4) 0.4748(3) 0.5045(4) 0.0497(12) Uani 1 1 d . . . . .
C34 C -0.1093(7) 0.2040(6) 0.3970(6) 0.079(3) Uani 1 1 d . . . . .
H34A H -0.1626 0.1840 0.3480 0.095 Uiso 1 1 calc R U . . .
H34B H -0.1455 0.2190 0.4503 0.095 Uiso 1 1 calc R U . . .
C18 C 0.6419(7) 0.1448(4) 0.7567(6) 0.068(2) Uani 1 1 d . . . . .
H18 H 0.6846 0.1122 0.8015 0.081 Uiso 1 1 calc R U . . .
N15 N 0.1572(4) 0.4519(3) 0.4149(4) 0.0518(12) Uani 1 1 d . . . . .
N10 N 0.0630(7) 0.1118(5) 0.2976(5) 0.076(2) Uani 1 1 d . . . . .
N23 N 0.0751(8) 0.0783(4) 0.5297(5) 0.079(2) Uani 1 1 d . . . . .
N20 N 0.5390(6) 0.1606(3) 0.7863(5) 0.0635(16) Uani 1 1 d . . . . .
C1 C 0.3560(6) 0.4010(3) 0.2933(5) 0.0508(14) Uani 1 1 d . . . . .
C7 C 0.4413(10) 0.0369(4) 0.5096(8) 0.087(3) Uani 1 1 d . . . . .
N6 N 0.6385(6) 0.1217(4) 0.6595(5) 0.0698(18) Uani 1 1 d . . . . .
C15 C 0.5705(6) 0.4548(4) 0.5732(5) 0.0540(15) Uani 1 1 d . . . . .
H15 H 0.5962 0.5045 0.5693 0.065 Uiso 1 1 calc R U . . .
C22 C -0.0025(9) 0.0899(6) 0.3708(6) 0.083(3) Uani 1 1 d . . . . .
H22 H -0.0663 0.0634 0.3424 0.099 Uiso 1 1 calc R U . . .
C28 C 0.6279(5) 0.3464(4) 0.8008(5) 0.0533(15) Uani 1 1 d . . . . .
H28A H 0.7031 0.3576 0.8187 0.064 Uiso 1 1 calc R U . . .
H28B H 0.5900 0.3622 0.8526 0.064 Uiso 1 1 calc R U . . .
N5 N 0.7027(5) 0.2303(3) 0.6514(4) 0.0575(14) Uani 1 1 d . . . . .
C17 C 0.6949(5) 0.2217(4) 0.7535(5) 0.0568(16) Uani 1 1 d . . . . .
H17 H 0.7651 0.2240 0.7929 0.068 Uiso 1 1 calc R U . . .
C25 C 0.2081(5) 0.4582(3) 0.5077(4) 0.0473(13) Uani 1 1 d . . . . .
N18 N 0.5884(4) 0.3865(3) 0.7151(4) 0.0503(12) Uani 1 1 d . . . . .
C33 C 0.0103(8) 0.1357(5) 0.5248(5) 0.072(2) Uani 1 1 d . . . . .
C30 C 0.4652(8) 0.1057(4) 0.8128(7) 0.074(2) Uani 1 1 d . . . . .
H30A H 0.5060 0.0649 0.8416 0.088 Uiso 1 1 calc R U . . .
H30B H 0.4242 0.1255 0.8602 0.088 Uiso 1 1 calc R U . . .
C26 C 0.3840(6) 0.4998(4) 0.5892(5) 0.0535(14) Uani 1 1 d . . . . .
H26A H 0.4108 0.5475 0.5768 0.064 Uiso 1 1 calc R U . . .
H26B H 0.3428 0.5037 0.6424 0.064 Uiso 1 1 calc R U . . .
N24 N -0.0306(7) 0.1480(5) 0.4297(5) 0.080(2) Uani 1 1 d . . . . .
C14 C 0.3348(5) 0.4915(3) 0.4072(4) 0.0484(13) Uani 1 1 d . . . . .
H14 H 0.3578 0.5416 0.4007 0.058 Uiso 1 1 calc R U . . .
C21 C 0.0702(11) 0.0424(5) 0.4383(7) 0.093(4) Uani 1 1 d . . . . .
H21 H 0.0419 -0.0068 0.4406 0.111 Uiso 1 1 calc R U . . .
C10 C 0.0264(8) 0.1527(5) 0.2128(5) 0.076(3) Uani 1 1 d . . . . .
H10A H -0.0475 0.1402 0.1904 0.092 Uiso 1 1 calc R U . . .
H10B H 0.0691 0.1403 0.1628 0.092 Uiso 1 1 calc R U . . .
C8 C 0.2623(11) -0.0033(5) 0.4281(7) 0.093(4) Uani 1 1 d . . . . .
H8A H 0.2354 -0.0508 0.4411 0.112 Uiso 1 1 calc R U . . .
H8B H 0.3028 -0.0080 0.3746 0.112 Uiso 1 1 calc R U . . .
C29 C 0.5296(5) 0.2310(4) 0.8131(4) 0.0483(13) Uani 1 1 d . . . . .
C5 C 0.6778(6) 0.1697(4) 0.6010(6) 0.0649(19) Uani 1 1 d . . . . .
C13 C 0.2258(6) 0.4754(4) 0.3458(4) 0.0505(14) Uani 1 1 d . . . . .
H13 H 0.1970 0.5187 0.3115 0.061 Uiso 1 1 calc R U . . .
C32 C 0.1253(8) 0.0477(4) 0.6227(6) 0.073(2) Uani 1 1 d . . . . .
H32A H 0.0938 0.0709 0.6739 0.088 Uiso 1 1 calc R U . . .
H32B H 0.1084 -0.0034 0.6241 0.088 Uiso 1 1 calc R U . . .
N13 N -0.0626(5) 0.2640(5) 0.3602(4) 0.0674(17) Uani 1 1 d . . . . .
C36 C 0.0416(6) 0.4467(4) 0.3909(5) 0.0583(17) Uani 1 1 d . . . . .
H36A H 0.0087 0.4582 0.4474 0.070 Uiso 1 1 calc R U . . .
H36B H 0.0180 0.4825 0.3423 0.070 Uiso 1 1 calc R U . . .
C20 C 0.3115(9) 0.0059(4) 0.6060(6) 0.077(3) Uani 1 1 d . . . . .
H20 H 0.2880 -0.0442 0.6126 0.093 Uiso 1 1 calc R U . . .
C12 C 0.1722(6) 0.3958(4) 0.2014(4) 0.0565(16) Uani 1 1 d . . . . .
H12A H 0.1285 0.4366 0.1771 0.068 Uiso 1 1 calc R U . . .
H12B H 0.2101 0.3788 0.1501 0.068 Uiso 1 1 calc R U . . .
C19 C 0.4190(9) 0.0204(4) 0.6703(6) 0.071(2) Uani 1 1 d . . . . .
H19 H 0.4458 -0.0221 0.7076 0.086 Uiso 1 1 calc R U . . .
C23 C -0.0472(6) 0.2745(6) 0.2607(5) 0.068(2) Uani 1 1 d . . . . .
H23 H -0.1147 0.2699 0.2176 0.081 Uiso 1 1 calc R U . . .
C24 C -0.0006(6) 0.3504(5) 0.2575(5) 0.0631(19) Uani 1 1 d . . . . .
H24 H -0.0462 0.3813 0.2126 0.076 Uiso 1 1 calc R U . . .
C16 C 0.6517(5) 0.4077(4) 0.6419(5) 0.0550(15) Uani 1 1 d . . . . .
H16 H 0.7151 0.4355 0.6684 0.066 Uiso 1 1 calc R U . . .
C4 C 0.7521(5) 0.2939(4) 0.6133(5) 0.0585(16) Uani 1 1 d . . . . .
H4A H 0.8060 0.3130 0.6626 0.070 Uiso 1 1 calc R U . . .
H4B H 0.7883 0.2789 0.5600 0.070 Uiso 1 1 calc R U . . .


_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
O15W O17W 0.96(8) 1_554 ?
O17W O15W 0.96(8) 1_556 ?
C1X O1X 1.317(11) . ?
C1X C2X 1.326(17) . ?
C1X C6X 1.41(2) . ?
C2X C3X 1.419(14) . ?
C3X O2X 1.299(16) . ?
C3X C4X 1.398(14) . ?
C4X N1X 1.356(14) . ?
C4X C5X 1.405(13) . ?
C5X C6X 1.410(15) . ?
C7X C8X 1.380(13) . ?
C7X C12X 1.396(14) . ?
C7X N2X 1.412(10) . ?
C8X C9X 1.400(11) . ?
C9X C10X 1.395(10) . ?
C10X C11X 1.400(9) . ?
C10X C13X 1.486(13) . ?
C11X C12X 1.378(10) . ?
C13X N4X 1.240(16) . ?
C13X N3X 1.333(15) . ?
N1X N2X 1.218(15) . ?
C1Y C2Y 1.33(2) . ?
C1Y O1Y 1.355(19) . ?
C1Y C6Y 1.41(2) . ?
C2Y C3Y 1.427(19) . ?
C3Y O2Y 1.29(2) . ?
C3Y C4Y 1.383(19) . ?
C4Y N1Y 1.36(2) . ?
C4Y C5Y 1.40(2) . ?
C5Y C6Y 1.43(2) . ?
C7Y C12Y 1.39(2) . ?
C7Y C8Y 1.39(2) . ?
C7Y N2Y 1.425(19) . ?
C8Y C9Y 1.42(2) . ?
C9Y C10Y 1.399(19) . ?
C10Y C11Y 1.401(18) . ?
C10Y C13Y 1.48(3) . ?
C11Y C12Y 1.401(18) . ?
C13Y N4Y 1.25(3) . ?
C13Y N3Y 1.36(3) . ?
N1Y N2Y 1.23(3) . ?
O5 C9 1.241(12) . ?
O2 C3 1.218(8) . ?
O1 C1 1.211(8) . ?
O6 C11 1.220(9) . ?
O4 C7 1.233(10) . ?
O9 C29 1.225(8) . ?
O8 C27 1.214(8) . ?
O10 C31 1.261(9) . ?
C11 N12 1.354(10) . ?
C11 N11 1.366(9) . ?
O12 C35 1.214(9) . ?
O11 C33 1.215(11) . ?
O3 C5 1.233(10) . ?
O7 C25 1.225(8) . ?
N21 C31 1.344(13) . ?
N21 C30 1.447(14) . ?
N21 C19 1.473(8) . ?
N1 C1 1.365(9) . ?
N1 C13 1.433(8) . ?
N1 C12 1.460(10) . ?
C6 N6 1.458(13) . ?
C6 N7 1.477(15) . ?
C3 N4 1.370(8) . ?
C3 N3 1.391(9) . ?
C2 N2 1.425(9) . ?
C2 N3 1.440(9) . ?
C27 N18 1.367(9) . ?
C27 N17 1.380(8) . ?
C35 N14 1.386(9) . ?
C35 N13 1.388(12) . ?
N12 C12 1.438(9) . ?
N12 C24 1.450(9) . ?
N17 C15 1.435(8) . ?
N17 C26 1.440(9) . ?
N2 C1 1.399(9) . ?
N2 C14 1.455(8) . ?
C9 N10 1.344(16) . ?
C9 N9 1.390(12) . ?
N4 C16 1.427(9) . ?
N4 C4 1.432(9) . ?
N22 C31 1.371(12) . ?
N22 C32 1.414(13) . ?
N22 C20 1.444(11) . ?
N14 C36 1.429(11) . ?
N14 C24 1.473(9) . ?
N9 C8 1.449(16) . ?
N9 C21 1.458(16) . ?
N7 C7 1.336(16) . ?
N7 C19 1.456(9) . ?
N3 C15 1.458(9) . ?
N19 C29 1.370(9) . ?
N19 C28 1.447(10) . ?
N19 C17 1.468(9) . ?
N11 C23 1.421(12) . ?
N11 C10 1.454(12) . ?
N8 C7 1.387(15) . ?
N8 C20 1.432(9) . ?
N8 C8 1.442(15) . ?
N16 C25 1.376(9) . ?
N16 C26 1.460(9) . ?
N16 C14 1.462(7) . ?
C34 N13 1.389(12) . ?
C34 N24 1.465(15) . ?
C18 N6 1.429(11) . ?
C18 N20 1.444(10) . ?
C18 C17 1.576(13) . ?
N15 C25 1.381(8) . ?
N15 C13 1.452(8) . ?
N15 C36 1.454(9) . ?
N10 C10 1.436(13) . ?
N10 C22 1.463(9) . ?
N23 C33 1.337(14) . ?
N23 C21 1.443(12) . ?
N23 C32 1.487(12) . ?
N20 C29 1.367(10) . ?
N20 C30 1.460(10) . ?
N6 C5 1.349(10) . ?
C15 C16 1.574(11) . ?
C22 N24 1.432(13) . ?
C22 C21 1.510(19) . ?
C28 N18 1.447(9) . ?
N5 C5 1.342(12) . ?
N5 C17 1.464(8) . ?
N5 C4 1.466(9) . ?
N18 C16 1.441(8) . ?
C33 N24 1.388(11) . ?
C14 C13 1.550(10) . ?
N13 C23 1.454(9) . ?
C20 C19 1.549(16) . ?
C23 C24 1.524(14) . ?

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
O1X C1X C2X 121.0(11) . . ?
O1X C1X C6X 118.8(11) . . ?
C2X C1X C6X 120.2(9) . . ?
C1X C2X C3X 123.6(12) . . ?
O2X C3X C4X 122.7(9) . . ?
O2X C3X C2X 119.5(11) . . ?
C4X C3X C2X 117.4(11) . . ?
N1X C4X C3X 116.3(10) . . ?
N1X C4X C5X 126.1(10) . . ?
C3X C4X C5X 117.5(8) . . ?
C4X C5X C6X 123.6(11) . . ?
C1X C6X C5X 116.2(12) . . ?
C8X C7X C12X 119.7(8) . . ?
C8X C7X N2X 125.1(10) . . ?
C12X C7X N2X 115.2(9) . . ?
C7X C8X C9X 119.4(8) . . ?
C10X C9X C8X 122.2(8) . . ?
C9X C10X C11X 116.5(7) . . ?
C9X C10X C13X 125.7(8) . . ?
C11X C10X C13X 117.4(7) . . ?
C12X C11X C10X 122.2(7) . . ?
C11X C12X C7X 119.9(8) . . ?
N4X C13X N3X 119.5(10) . . ?
N4X C13X C10X 122.2(10) . . ?
N3X C13X C10X 117.5(11) . . ?
N2X N1X C4X 121.0(11) . . ?
N1X N2X C7X 123.6(9) . . ?
C2Y C1Y O1Y 117(2) . . ?
C2Y C1Y C6Y 124.0(16) . . ?
O1Y C1Y C6Y 117.4(18) . . ?
C1Y C2Y C3Y 121.0(16) . . ?
O2Y C3Y C4Y 123.8(17) . . ?
O2Y C3Y C2Y 117.1(17) . . ?
C4Y C3Y C2Y 118.6(16) . . ?
N1Y C4Y C3Y 117.0(19) . . ?
N1Y C4Y C5Y 125(2) . . ?
C3Y C4Y C5Y 117.8(15) . . ?
C4Y C5Y C6Y 124.7(18) . . ?
C1Y C6Y C5Y 113.1(18) . . ?
C12Y C7Y C8Y 119.4(17) . . ?
C12Y C7Y N2Y 115.9(18) . . ?
C8Y C7Y N2Y 124.3(19) . . ?
C7Y C8Y C9Y 116.3(17) . . ?
C10Y C9Y C8Y 126.5(19) . . ?
C9Y C10Y C11Y 114.1(15) . . ?
C9Y C10Y C13Y 130.4(18) . . ?
C11Y C10Y C13Y 115.2(17) . . ?
C10Y C11Y C12Y 121.4(15) . . ?
C7Y C12Y C11Y 122.1(17) . . ?
N4Y C13Y N3Y 118(3) . . ?
N4Y C13Y C10Y 123(3) . . ?
N3Y C13Y C10Y 115(2) . . ?
N2Y N1Y C4Y 121(3) . . ?
N1Y N2Y C7Y 123(2) . . ?
O6 C11 N12 125.3(6) . . ?
O6 C11 N11 126.7(7) . . ?
N12 C11 N11 108.0(6) . . ?
C31 N21 C30 124.3(6) . . ?
C31 N21 C19 111.2(8) . . ?
C30 N21 C19 122.3(8) . . ?
C1 N1 C13 113.2(6) . . ?
C1 N1 C12 124.3(6) . . ?
C13 N1 C12 122.0(6) . . ?
N6 C6 N7 114.0(7) . . ?
O2 C3 N4 126.9(6) . . ?
O2 C3 N3 125.0(6) . . ?
N4 C3 N3 108.0(6) . . ?
N2 C2 N3 113.8(5) . . ?
O8 C27 N18 126.7(6) . . ?
O8 C27 N17 124.6(7) . . ?
N18 C27 N17 108.7(5) . . ?
O12 C35 N14 125.6(8) . . ?
O12 C35 N13 125.0(7) . . ?
N14 C35 N13 109.4(6) . . ?
C11 N12 C12 123.1(6) . . ?
C11 N12 C24 111.5(6) . . ?
C12 N12 C24 124.7(7) . . ?
C27 N17 C15 111.3(6) . . ?
C27 N17 C26 122.0(5) . . ?
C15 N17 C26 123.5(5) . . ?
C1 N2 C2 122.9(5) . . ?
C1 N2 C14 111.4(5) . . ?
C2 N2 C14 122.1(6) . . ?
O5 C9 N10 126.2(10) . . ?
O5 C9 N9 124.1(12) . . ?
N10 C9 N9 109.6(8) . . ?
C3 N4 C16 113.8(6) . . ?
C3 N4 C4 122.6(6) . . ?
C16 N4 C4 123.4(6) . . ?
C31 N22 C32 122.3(6) . . ?
C31 N22 C20 111.1(8) . . ?
C32 N22 C20 122.9(7) . . ?
C35 N14 C36 123.2(6) . . ?
C35 N14 C24 110.1(7) . . ?
C36 N14 C24 126.6(6) . . ?
C9 N9 C8 122.1(9) . . ?
C9 N9 C21 110.4(11) . . ?
C8 N9 C21 125.7(8) . . ?
C7 N7 C19 113.6(9) . . ?
C7 N7 C6 123.2(7) . . ?
C19 N7 C6 121.5(9) . . ?
C3 N3 C2 122.2(5) . . ?
C3 N3 C15 111.7(6) . . ?
C2 N3 C15 124.8(6) . . ?
C29 N19 C28 123.9(6) . . ?
C29 N19 C17 112.1(6) . . ?
C28 N19 C17 124.0(6) . . ?
C11 N11 C23 113.1(7) . . ?
C11 N11 C10 120.4(7) . . ?
C23 N11 C10 126.0(7) . . ?
O10 C31 N21 125.5(10) . . ?
O10 C31 N22 124.2(10) . . ?
N21 C31 N22 110.3(7) . . ?
C7 N8 C20 111.8(9) . . ?
C7 N8 C8 124.4(7) . . ?
C20 N8 C8 121.3(9) . . ?
C25 N16 C26 121.8(5) . . ?
C25 N16 C14 112.0(5) . . ?
C26 N16 C14 122.3(5) . . ?
N13 C34 N24 112.3(7) . . ?
N6 C18 N20 115.2(8) . . ?
N6 C18 C17 101.6(6) . . ?
N20 C18 C17 103.0(6) . . ?
C25 N15 C13 111.5(6) . . ?
C25 N15 C36 123.2(5) . . ?
C13 N15 C36 122.2(5) . . ?
C9 N10 C10 122.8(7) . . ?
C9 N10 C22 111.1(9) . . ?
C10 N10 C22 125.7(10) . . ?
C33 N23 C21 111.6(9) . . ?
C33 N23 C32 122.2(7) . . ?
C21 N23 C32 125.0(8) . . ?
C29 N20 C18 112.8(7) . . ?
C29 N20 C30 120.8(6) . . ?
C18 N20 C30 124.1(7) . . ?
O1 C1 N1 127.2(7) . . ?
O1 C1 N2 124.9(7) . . ?
N1 C1 N2 107.8(5) . . ?
O4 C7 N7 128.4(11) . . ?
O4 C7 N8 123.5(12) . . ?
N7 C7 N8 108.0(7) . . ?
C5 N6 C18 115.0(8) . . ?
C5 N6 C6 121.7(7) . . ?
C18 N6 C6 123.1(7) . . ?
N17 C15 N3 115.2(6) . . ?
N17 C15 C16 104.1(5) . . ?
N3 C15 C16 103.2(6) . . ?
N24 C22 N10 114.0(7) . . ?
N24 C22 C21 104.4(8) . . ?
N10 C22 C21 104.7(9) . . ?
N19 C28 N18 113.8(5) . . ?
C5 N5 C17 112.7(6) . . ?
C5 N5 C4 123.9(6) . . ?
C17 N5 C4 122.4(7) . . ?
N5 C17 N19 114.9(5) . . ?
N5 C17 C18 102.2(7) . . ?
N19 C17 C18 102.6(5) . . ?
O7 C25 N16 126.2(6) . . ?
O7 C25 N15 125.3(6) . . ?
N16 C25 N15 108.5(5) . . ?
C27 N18 C16 112.8(5) . . ?
C27 N18 C28 121.6(5) . . ?
C16 N18 C28 125.1(6) . . ?
O11 C33 N23 128.3(9) . . ?
O11 C33 N24 122.7(10) . . ?
N23 C33 N24 109.0(8) . . ?
N21 C30 N20 112.1(7) . . ?
N17 C26 N16 112.6(5) . . ?
C33 N24 C22 110.3(10) . . ?
C33 N24 C34 124.6(8) . . ?
C22 N24 C34 124.0(8) . . ?
N2 C14 N16 112.8(5) . . ?
N2 C14 C13 103.4(5) . . ?
N16 C14 C13 103.0(5) . . ?
N23 C21 N9 113.2(10) . . ?
N23 C21 C22 104.1(9) . . ?
N9 C21 C22 104.0(7) . . ?
N10 C10 N11 111.5(6) . . ?
N8 C8 N9 116.0(7) . . ?
O9 C29 N20 125.6(6) . . ?
O9 C29 N19 125.7(7) . . ?
N20 C29 N19 108.7(6) . . ?
O3 C5 N5 126.1(7) . . ?
O3 C5 N6 126.1(9) . . ?
N5 C5 N6 107.8(7) . . ?
N1 C13 N15 114.6(6) . . ?
N1 C13 C14 104.0(5) . . ?
N15 C13 C14 104.3(5) . . ?
N22 C32 N23 114.5(6) . . ?
C34 N13 C35 122.8(6) . . ?
C34 N13 C23 125.8(8) . . ?
C35 N13 C23 110.9(7) . . ?
N14 C36 N15 114.1(6) . . ?
N8 C20 N22 114.9(8) . . ?
N8 C20 C19 104.2(8) . . ?
N22 C20 C19 104.1(7) . . ?
N12 C12 N1 114.3(6) . . ?
N7 C19 N21 113.3(6) . . ?
N7 C19 C20 102.0(8) . . ?
N21 C19 C20 102.8(8) . . ?
N11 C23 N13 113.7(7) . . ?
N11 C23 C24 103.2(6) . . ?
N13 C23 C24 104.7(7) . . ?
N12 C24 N14 114.0(6) . . ?
N12 C24 C23 104.0(7) . . ?
N14 C24 C23 104.6(6) . . ?
N4 C16 N18 114.9(6) . . ?
N4 C16 C15 103.2(6) . . ?
N18 C16 C15 102.3(5) . . ?
N4 C4 N5 114.2(5) . . ?

_refine_diff_density_max         0.487
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.085

_shelxl_version_number           2013-3



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cb6_dim_358_mo
_database_code_depnum_ccdc_archive 'CCDC 1440780'
_audit_update_record             
;
2015-12-07 deposited with the CCDC.
2016-02-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H15 Cl N4 O2'
_chemical_formula_weight         294.74

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           ?
_space_group_name_H-M_alt        p_21/a
_space_group_name_Hall           ?

_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'
'-x, -y, -z'
'x-1/2, -y-1/2, z'

_cell_length_a                   7.4885(2)
_cell_length_b                   10.5846(3)
_cell_length_c                   17.5033(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.615(2)
_cell_angle_gamma                90
_cell_volume                     1371.71(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.1(1)
_cell_measurement_reflns_used    8297
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      32.57

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.286
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85518
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100.1(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.2974
_diffrn_reflns_number            15948
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.041
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3133
_reflns_number_gt                2878
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0412P)²+0.4982P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3133
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0806
_refine_ls_wR_factor_gt          0.0790
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.002
_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
O1W O 0.50747(13) 0.24583(9) 0.10798(5) 0.0189(2) Uani 1 1 d . . . . .
H1W1 H 0.552(2) 0.3187(18) 0.1102(9) 0.028 Uiso 1 1 d . U . . .
H2W1 H 0.485(2) 0.2310(17) 0.1499(11) 0.028 Uiso 1 1 d . U . . .
Cl1 Cl 0.17666(4) -0.02103(3) 1.10612(2) 0.01639(9) Uani 1 1 d . . . . .
O1 O 0.37173(12) 0.13921(9) 0.23527(5) 0.01831(19) Uani 1 1 d . . . . .
H1 H 0.3167 0.0831 0.2071 0.027 Uiso 1 1 calc R U . . .
N3 N 0.37050(13) 0.14152(9) 0.58983(6) 0.0145(2) Uani 1 1 d . . . . .
C9 C 0.24004(16) 0.02260(11) 0.33134(7) 0.0147(2) Uani 1 1 d . . . . .
H9 H 0.1788 -0.0326 0.2933 0.018 Uiso 1 1 calc R U . . .
C3 C 0.24810(16) 0.02012(11) 0.69378(7) 0.0137(2) Uani 1 1 d . . . . .
H3 H 0.1867 -0.0384 0.6579 0.016 Uiso 1 1 calc R U . . .
N4 N 0.28299(13) 0.06705(10) 0.54201(6) 0.0150(2) Uani 1 1 d . . . . .
C8 C 0.22116(16) 0.00793(11) 0.40868(7) 0.0148(2) Uani 1 1 d . . . . .
H8 H 0.1473 -0.0579 0.4236 0.018 Uiso 1 1 calc R U . . .
N1 N 0.30956(15) -0.02759(10) 0.94016(6) 0.0157(2) Uani 1 1 d . . . . .
H1N1 H 0.336(2) -0.0931(16) 0.9158(9) 0.019 Uiso 1 1 d . U . . .
H2N1 H 0.288(2) -0.0319(14) 0.9883(10) 0.019 Uiso 1 1 d . U . . .
C4 C 0.34814(15) 0.11896(11) 0.66806(6) 0.0128(2) Uani 1 1 d . . . . .
C5 C 0.43934(15) 0.20425(11) 0.72093(7) 0.0139(2) Uani 1 1 d . . . . .
H5 H 0.5088 0.2703 0.7033 0.017 Uiso 1 1 calc R U . . .
C6 C 0.42911(15) 0.19315(11) 0.79887(7) 0.0136(2) Uani 1 1 d . . . . .
H6 H 0.4900 0.2521 0.8346 0.016 Uiso 1 1 calc R U . . .
C7 C 0.31031(15) 0.08952(11) 0.46451(6) 0.0135(2) Uani 1 1 d . . . . .
C12 C 0.42199(16) 0.18514(11) 0.44255(7) 0.0153(2) Uani 1 1 d . . . . .
H12 H 0.4842 0.2400 0.4805 0.018 Uiso 1 1 calc R U . . .
C1 C 0.32913(15) 0.09524(11) 0.82494(6) 0.0122(2) Uani 1 1 d . . . . .
C10 C 0.34938(15) 0.11885(11) 0.31009(6) 0.0135(2) Uani 1 1 d . . . . .
C11 C 0.44149(16) 0.19949(11) 0.36590(7) 0.0150(2) Uani 1 1 d . . . . .
H11 H 0.5174 0.2641 0.3510 0.018 Uiso 1 1 calc R U . . .
C14 C 0.32006(15) 0.08386(11) 0.90852(6) 0.0132(2) Uani 1 1 d . . . . .
C2 C 0.23942(16) 0.00842(11) 0.77208(7) 0.0140(2) Uani 1 1 d . . . . .
H2 H 0.1724 -0.0587 0.7900 0.017 Uiso 1 1 calc R U . . .
N2 N 0.32242(15) 0.18771(10) 0.95051(6) 0.0176(2) Uani 1 1 d . . . . .
H1N2 H 0.321(2) 0.2614(16) 0.9304(9) 0.021 Uiso 1 1 d . U . . .
H2N2 H 0.333(2) 0.1821(15) 0.9987(10) 0.021 Uiso 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C10 1.3622(14) . ?
N3 N4 1.2598(14) . ?
N3 C4 1.4244(15) . ?
C9 C8 1.3907(16) . ?
C9 C10 1.3920(17) . ?
C3 C2 1.3872(16) . ?
C3 C4 1.3998(16) . ?
N4 C7 1.4218(14) . ?
C8 C7 1.3968(17) . ?
N1 C14 1.3105(16) . ?
C4 C5 1.3958(16) . ?
C5 C6 1.3828(16) . ?
C6 C1 1.3947(16) . ?
C7 C12 1.4027(17) . ?
C12 C11 1.3795(16) . ?
C1 C2 1.4020(16) . ?
C1 C14 1.4796(15) . ?
C10 C11 1.3988(16) . ?
C14 N2 1.3209(16) . ?

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
N4 N3 C4 114.17(10) . . ?
C8 C9 C10 119.43(11) . . ?
C2 C3 C4 119.40(10) . . ?
N3 N4 C7 113.22(10) . . ?
C9 C8 C7 120.29(11) . . ?
C5 C4 C3 120.17(10) . . ?
C5 C4 N3 114.37(10) . . ?
C3 C4 N3 125.46(10) . . ?
C6 C5 C4 120.34(11) . . ?
C5 C6 C1 119.85(10) . . ?
C8 C7 C12 119.76(10) . . ?
C8 C7 N4 116.23(10) . . ?
C12 C7 N4 123.99(10) . . ?
C11 C12 C7 120.02(11) . . ?
C6 C1 C2 119.92(10) . . ?
C6 C1 C14 119.37(10) . . ?
C2 C1 C14 120.72(10) . . ?
O1 C10 C9 122.31(10) . . ?
O1 C10 C11 117.14(10) . . ?
C9 C10 C11 120.55(10) . . ?
C12 C11 C10 119.93(11) . . ?
N1 C14 N2 120.71(11) . . ?
N1 C14 C1 120.37(11) . . ?
N2 C14 C1 118.92(11) . . ?
C3 C2 C1 120.32(11) . . ?

_refine_diff_density_max         0.370
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.046

_shelxl_version_number           2013-3



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_q6_ph_2015
_database_code_depnum_ccdc_archive 'CCDC 1440781'
_audit_update_record             
;
2015-12-07 deposited with the CCDC.
2016-02-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H42 N24 O21.50'
_chemical_formula_weight         1226.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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, y+1/2, -z'

_cell_length_a                   12.6407(2)
_cell_length_b                   15.8596(2)
_cell_length_c                   12.6429(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.853(2)
_cell_angle_gamma                90
_cell_volume                     2471.10(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    11170
_cell_measurement_theta_min      4.47
_cell_measurement_theta_max      71.50

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_F_000             1268
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.173
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.70026
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
(compiled Dec  9 2014,15:38:47)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100.0(1)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.2974
_diffrn_reflns_number            17442
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.474
_diffrn_reflns_theta_max         72.220
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6810
_reflns_number_gt                6735
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.916
_reflns_Friedel_fraction_max     0.982
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refined as a 2-component 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)+(0.1146P)²+1.0990P] 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 
;
 Flack x determined using 1796 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.26(12)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6810
_refine_ls_number_parameters     786
_refine_ls_number_restraints     58
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1449
_refine_ls_wR_factor_gt          0.1438
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
O1W O 0.5971(9) 0.9257(4) 1.2807(8) 0.076(3) Uani 1 1 d . . . . .
O2W O 0.2886(8) 0.9253(7) 1.6164(8) 0.047(2) Uiso 0.680(11) 1 d . . P A 1
O8W O 0.7502(10) 0.5202(8) 1.5851(9) 0.064(3) Uiso 0.680(11) 1 d . . P A 1
O4W O 0.8198(7) 0.6770(7) 1.6562(8) 0.050(2) Uiso 0.680(11) 1 d . . P A 1
O3W O 0.6822(12) 0.7742(9) 1.5299(12) 0.085(4) Uiso 0.680(11) 1 d . . P A 1
O2WA O 0.2693(18) 0.9468(15) 1.5534(19) 0.057(6) Uiso 0.320(11) 1 d . . P A 2
O8WA O 0.7996(18) 0.5756(15) 1.6440(18) 0.065(6) Uiso 0.320(11) 1 d . . P A 2
O3WA O 0.6412(11) 0.8012(9) 1.4684(11) 0.027(3) Uiso 0.320(11) 1 d . . P A 2
O4WA O 0.7853(13) 0.7351(11) 1.6368(13) 0.039(4) Uiso 0.320(11) 1 d . . P A 2
O5W O 0.5365(7) 0.7541(8) 1.7031(7) 0.114(5) Uani 1 1 d . . . . .
O6W O 0.6706(7) 0.6497(8) 1.8347(7) 0.044(3) Uiso 0.72(3) 1 d . . P B 1
O6WA O 0.6924(12) 0.6120(14) 1.8512(12) 0.020(6) Uiso 0.28(3) 1 d . . P B 2
O7W O 0.3992(10) 0.9948(8) 1.2754(9) 0.129(5) Uani 1 1 d . . . . .
O9W O 0.598(2) 0.3664(19) 1.560(2) 0.098(8) Uiso 0.33 1 d . . P . .
C1X C 0.1123(9) 0.6850(7) 1.2464(15) 0.081(3) Uani 1 1 d . U . . .
H1X H 0.0615 0.6775 1.2908 0.098 Uiso 1 1 calc R U . . .
C2X C 0.1030(9) 0.6371(8) 1.1477(14) 0.091(4) Uani 1 1 d . U . . .
C3X C 0.1783(15) 0.6337(12) 1.0829(15) 0.105(4) Uani 1 1 d . U . . .
H3X H 0.1720 0.5983 1.0212 0.126 Uiso 1 1 calc R U . . .
C4X C 0.2608(14) 0.6866(11) 1.1186(16) 0.100(5) Uani 1 1 d . U . . .
H4X H 0.3158 0.6893 1.0781 0.120 Uiso 1 1 calc R U . . .
C5X C 0.2734(9) 0.7379(8) 1.2089(11) 0.069(3) Uani 1 1 d . U . . .
H5X H 0.3361 0.7725 1.2284 0.083 Uiso 1 1 calc R U . . .
C6X C 0.1933(11) 0.7398(9) 1.2741(10) 0.076(4) Uani 1 1 d . U . . .
H6X H 0.1981 0.7778 1.3331 0.091 Uiso 1 1 calc R U . . .
O1X O 0.0196(6) 0.5817(5) 1.0795(7) 0.080(2) Uani 1 1 d . U . . .
H1X1 H -0.0342 0.5775 1.1080 0.121 Uiso 1 1 calc R U . . .
O3 O 0.2996(4) 0.4762(3) 0.9674(4) 0.0241(11) Uani 1 1 d . . . . .
O12 O 0.4723(4) 0.6951(2) 1.4742(3) 0.0317(8) Uani 1 1 d . . . . .
O9 O 0.1762(4) 0.9638(2) 1.1768(4) 0.0310(9) Uani 1 1 d . . . . .
O4 O 0.1474(4) 0.6169(3) 0.8045(4) 0.0296(11) Uani 1 1 d . . . . .
O5 O -0.1048(4) 0.6909(2) 0.8915(4) 0.0293(8) Uani 1 1 d . . . . .
O6 O -0.1885(5) 0.6196(4) 1.1415(5) 0.0376(13) Uani 1 1 d . . . . .
O2 O 0.2083(3) 0.4034(2) 1.2116(3) 0.0264(7) Uani 1 1 d . . . . .
O11 O 0.5687(5) 0.7603(3) 1.2300(5) 0.0368(14) Uani 1 1 d . . . . .
O1 O -0.0331(5) 0.4771(3) 1.2995(4) 0.0300(12) Uani 1 1 d . . . . .
O10 O 0.4203(5) 0.8997(4) 1.0796(5) 0.0342(13) Uani 1 1 d . . . . .
O7 O 0.2295(5) 0.7628(4) 1.5686(5) 0.0348(13) Uani 1 1 d . . . . .
N22 N -0.0490(6) 0.7983(4) 1.4157(5) 0.0310(15) Uani 1 1 d . . . . .
N17 N 0.4214(5) 0.7932(4) 0.9535(5) 0.0262(13) Uani 1 1 d . . . . .
N15 N 0.5476(5) 0.6164(4) 1.2167(5) 0.0259(13) Uani 1 1 d . . . . .
N24 N 0.2100(5) 0.6185(4) 1.5449(5) 0.0219(12) Uani 1 1 d . . . . .
O8 O 0.0772(5) 0.9031(4) 1.4122(4) 0.0307(12) Uani 1 1 d . . . . .
N10 N -0.0399(5) 0.5862(4) 1.4222(5) 0.0254(13) Uani 1 1 d . . . . .
C001 C 0.0041(6) 0.5192(4) 1.3795(5) 0.0176(13) Uani 1 1 d . . . . .
N23 N 0.0613(5) 0.6973(4) 1.5348(5) 0.0262(14) Uani 1 1 d . . . . .
N8 N -0.1698(5) 0.7642(4) 1.1598(5) 0.0258(13) Uani 1 1 d . . . . .
N5 N 0.1670(5) 0.7615(4) 0.8288(5) 0.0246(13) Uani 1 1 d . . . . .
C002 C -0.0068(6) 0.7713(6) 1.5258(7) 0.0281(16) Uani 1 1 d . . . . .
H00A H -0.0684 0.7594 1.5601 0.034 Uiso 1 1 calc R U . . .
H00B H 0.0357 0.8181 1.5665 0.034 Uiso 1 1 calc R U . . .
N16 N 0.5401(6) 0.6907(5) 1.0655(5) 0.0274(14) Uani 1 1 d . . . . .
C003 C 0.5306(6) 0.7661(5) 0.9991(7) 0.0258(16) Uani 1 1 d . . . . .
H00C H 0.5695 0.8125 1.0438 0.031 Uiso 1 1 calc R U . . .
H00D H 0.5676 0.7559 0.9390 0.031 Uiso 1 1 calc R U . . .
N3 N 0.4236(5) 0.5805(4) 0.9631(5) 0.0224(12) Uani 1 1 d . . . . .
N4 N 0.3125(6) 0.6829(4) 0.8418(6) 0.0283(14) Uani 1 1 d . . . . .
N20 N 0.0015(5) 0.9171(4) 1.1101(5) 0.0211(12) Uani 1 1 d . . . . .
N1 N 0.3791(5) 0.4631(4) 1.2707(5) 0.0237(13) Uani 1 1 d . . . . .
N11 N 0.1057(5) 0.5033(4) 1.4467(5) 0.0233(13) Uani 1 1 d . . . . .
N19 N 0.1183(6) 0.9133(4) 1.0006(5) 0.0278(14) Uani 1 1 d . . . . .
N7 N -0.1033(5) 0.8056(4) 1.0016(5) 0.0221(12) Uani 1 1 d . . . . .
C004 C 0.3815(6) 0.5135(5) 1.0126(6) 0.0251(17) Uani 1 1 d . . . . .
N12 N 0.2648(5) 0.4636(4) 1.3813(5) 0.0223(12) Uani 1 1 d . . . . .
N21 N -0.0670(6) 0.8797(4) 1.2668(5) 0.0303(15) Uani 1 1 d . . . . .
N9 N -0.1568(5) 0.6861(5) 1.3105(5) 0.0251(13) Uani 1 1 d . . . . .
N18 N 0.2776(5) 0.8750(3) 0.9349(5) 0.0219(12) Uani 1 1 d . . . . .
N2 N 0.4471(5) 0.4990(4) 1.1104(5) 0.0229(13) Uani 1 1 d . . . . .
N6 N 0.0075(5) 0.8065(4) 0.8893(5) 0.0242(12) Uani 1 1 d . . . . .
C005 C -0.1734(6) 0.6851(5) 1.1974(6) 0.0265(16) Uani 1 1 d . . . . .
C006 C 0.3561(6) 0.7681(5) 0.8472(6) 0.0262(17) Uani 1 1 d . . . . .
H006 H 0.3950 0.7789 0.7878 0.031 Uiso 1 1 calc R U . . .
C007 C -0.1511(6) 0.6139(5) 1.3750(6) 0.0276(17) Uani 1 1 d . . . . .
H00E H -0.1904 0.5675 1.3306 0.033 Uiso 1 1 calc R U . . .
H00F H -0.1885 0.6254 1.4345 0.033 Uiso 1 1 calc R U . . .
C008 C -0.0025(7) 0.8645(5) 1.3666(6) 0.0271(16) Uani 1 1 d . . . . .
C009 C 0.1723(6) 0.6997(5) 1.5523(6) 0.0255(16) Uani 1 1 d . . . . .
C010 C 0.0553(6) 0.7817(4) 0.7990(5) 0.0204(13) Uani 1 1 d . . . . .
H01A H 0.0154 0.7322 0.7627 0.025 Uiso 1 1 calc R U . . .
H01B H 0.0453 0.8283 0.7456 0.025 Uiso 1 1 calc R U . . .
C011 C 0.5463(6) 0.5524(5) 1.1327(6) 0.0282(16) Uani 1 1 d . . . . .
H011 H 0.6145 0.5182 1.1459 0.034 Uiso 1 1 calc R U . . .
C012 C 0.5501(6) 0.6965(6) 1.1774(6) 0.0270(17) Uani 1 1 d . . . . .
C013 C -0.1510(5) 0.7727(5) 1.3497(6) 0.0239(16) Uani 1 1 d . . . . .
H013 H -0.2116 0.7849 1.3866 0.029 Uiso 1 1 calc R U . . .
N13 N 0.3749(5) 0.5753(4) 1.4895(5) 0.0264(13) Uani 1 1 d . . . . .
C014 C 0.2042(6) 0.6801(5) 0.8258(5) 0.0230(14) Uani 1 1 d . . . . .
C015 C 0.3794(6) 0.6061(5) 0.8537(5) 0.0197(14) Uani 1 1 d . . . . .
H01C H 0.3347 0.5594 0.8156 0.024 Uiso 1 1 calc R U . . .
H01D H 0.4401 0.6154 0.8172 0.024 Uiso 1 1 calc R U . . .
C016 C 0.2789(5) 0.4397(3) 1.2787(5) 0.0210(9) Uani 1 1 d . . . . .
C017 C 0.4475(5) 0.6235(4) 1.4465(4) 0.0256(10) Uani 1 1 d . . . . .
C018 C 0.1056(6) 0.9336(3) 1.1047(5) 0.0230(9) Uani 1 1 d . . . . .
C019 C 0.5296(6) 0.6064(6) 1.0253(6) 0.0271(18) Uani 1 1 d . . . . .
H019 H 0.5873 0.5934 0.9849 0.033 Uiso 1 1 calc R U . . .
N14 N 0.4839(5) 0.5737(4) 1.3746(5) 0.0247(13) Uani 1 1 d . . . . .
C020 C 0.0134(6) 0.8918(4) 0.9286(6) 0.0213(14) Uani 1 1 d . . . . .
H020 H -0.0088 0.9336 0.8685 0.026 Uiso 1 1 calc R U . . .
C021 C -0.0436(7) 0.9465(5) 1.2000(6) 0.0291(16) Uani 1 1 d . . . . .
H02A H 0.0086 0.9857 1.2451 0.035 Uiso 1 1 calc R U . . .
H02B H -0.1112 0.9782 1.1706 0.035 Uiso 1 1 calc R U . . .
C022 C 0.0234(5) 0.6103(5) 1.5286(6) 0.0235(17) Uani 1 1 d . . . . .
H022 H -0.0161 0.5973 1.5870 0.028 Uiso 1 1 calc R U . . .
C023 C -0.0708(5) 0.7607(3) 0.9248(5) 0.0235(10) Uani 1 1 d . . . . .
C024 C 0.1745(7) 0.4364(5) 1.4255(7) 0.0279(16) Uani 1 1 d . . . . .
H02C H 0.1300 0.3963 1.3740 0.034 Uiso 1 1 calc R U . . .
H02D H 0.2031 0.4056 1.4940 0.034 Uiso 1 1 calc R U . . .
C025 C 0.2055(7) 0.9421(4) 0.9545(7) 0.0278(16) Uani 1 1 d . . . . .
H02E H 0.2485 0.9841 1.0041 0.033 Uiso 1 1 calc R U . . .
H02F H 0.1747 0.9709 0.8850 0.033 Uiso 1 1 calc R U . . .
C026 C 0.4467(6) 0.4885(5) 1.3703(6) 0.0239(15) Uani 1 1 d . . . . .
H026 H 0.5082 0.4483 1.3943 0.029 Uiso 1 1 calc R U . . .
C027 C -0.1962(6) 0.7847(5) 1.0423(5) 0.0256(15) Uani 1 1 d . . . . .
H02G H -0.2329 0.7356 1.0015 0.031 Uiso 1 1 calc R U . . .
H02H H -0.2475 0.8327 1.0295 0.031 Uiso 1 1 calc R U . . .
C028 C -0.0643(6) 0.8917(5) 1.0071(6) 0.0233(14) Uani 1 1 d . . . . .
H028 H -0.1255 0.9320 0.9822 0.028 Uiso 1 1 calc R U . . .
C029 C 0.4256(6) 0.4334(4) 1.1823(6) 0.0219(14) Uani 1 1 d . . . . .
H02I H 0.4944 0.4038 1.2133 0.026 Uiso 1 1 calc R U . . .
H02J H 0.3753 0.3919 1.1392 0.026 Uiso 1 1 calc R U . . .
C030 C 0.3779(6) 0.8589(5) 0.9970(6) 0.0251(16) Uani 1 1 d . . . . .
C031 C 0.5757(5) 0.6000(4) 1.3305(5) 0.0201(14) Uani 1 1 d . . . . .
H03A H 0.6075 0.6517 1.3687 0.024 Uiso 1 1 calc R U . . .
H03B H 0.6318 0.5554 1.3450 0.024 Uiso 1 1 calc R U . . .
C032 C 0.1276(6) 0.5568(4) 1.5409(5) 0.0199(14) Uani 1 1 d . . . . .
H032 H 0.1409 0.5227 1.6091 0.024 Uiso 1 1 calc R U . . .
C033 C 0.3697(6) 0.4892(5) 1.4503(6) 0.0241(15) Uani 1 1 d . . . . .
H033 H 0.3944 0.4485 1.5111 0.029 Uiso 1 1 calc R U . . .
C034 C 0.2519(6) 0.8221(4) 0.8337(5) 0.0228(14) Uani 1 1 d . . . . .
H034 H 0.2399 0.8576 0.7667 0.027 Uiso 1 1 calc R U . . .
C035 C 0.3257(6) 0.6005(6) 1.5786(6) 0.0321(18) Uani 1 1 d . . . . .
H03C H 0.3366 0.5548 1.6333 0.039 Uiso 1 1 calc R U . . .
H03D H 0.3634 0.6513 1.6137 0.039 Uiso 1 1 calc R U . . .
C036 C -0.1600(6) 0.8288(4) 1.2473(6) 0.0251(15) Uani 1 1 d . . . . .
H036 H -0.2269 0.8643 1.2356 0.030 Uiso 1 1 calc R U . . .


_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
C1X C6X 1.330(18) . ?
C1X C2X 1.44(2) . ?
C2X C3X 1.39(2) . ?
C2X O1X 1.491(14) . ?
C3X C4X 1.34(3) . ?
C4X C5X 1.38(2) . ?
C5X C6X 1.442(13) . ?
O3 C004 1.219(9) . ?
O12 C017 1.209(7) . ?
O9 C018 1.223(6) . ?
O4 C014 1.228(10) . ?
O5 C023 1.228(6) . ?
O6 C005 1.247(10) . ?
O2 C016 1.230(6) . ?
O11 C012 1.205(10) . ?
O1 C001 1.217(8) . ?
O10 C030 1.245(10) . ?
O7 C009 1.224(10) . ?
N22 C008 1.413(9) . ?
N22 C013 1.430(10) . ?
N22 C002 1.440(10) . ?
N17 C030 1.351(10) . ?
N17 C003 1.438(10) . ?
N17 C006 1.468(10) . ?
N15 C012 1.366(11) . ?
N15 C031 1.427(9) . ?
N15 C011 1.467(9) . ?
N24 C009 1.384(10) . ?
N24 C032 1.422(9) . ?
N24 C035 1.457(10) . ?
O8 C008 1.210(10) . ?
N10 C001 1.365(9) . ?
N10 C022 1.455(10) . ?
N10 C007 1.467(9) . ?
C001 N11 1.396(9) . ?
N23 C009 1.372(10) . ?
N23 C002 1.445(11) . ?
N23 C022 1.458(10) . ?
N8 C005 1.346(11) . ?
N8 C027 1.485(9) . ?
N8 C036 1.492(9) . ?
N5 C014 1.378(10) . ?
N5 C010 1.415(9) . ?
N5 C034 1.431(9) . ?
N16 C012 1.396(9) . ?
N16 C019 1.425(11) . ?
N16 C003 1.451(10) . ?
N3 C004 1.397(9) . ?
N3 C015 1.430(9) . ?
N3 C019 1.454(9) . ?
N4 C014 1.339(10) . ?
N4 C006 1.455(11) . ?
N4 C015 1.471(10) . ?
N20 C018 1.359(10) . ?
N20 C028 1.438(9) . ?
N20 C021 1.456(9) . ?
N1 C016 1.344(9) . ?
N1 C026 1.414(10) . ?
N1 C029 1.452(7) . ?
N11 C024 1.435(9) . ?
N11 C032 1.438(8) . ?
N19 C018 1.398(9) . ?
N19 C025 1.431(10) . ?
N19 C020 1.472(10) . ?
N7 C023 1.341(9) . ?
N7 C027 1.421(9) . ?
N7 C028 1.448(9) . ?
C004 N2 1.347(10) . ?
N12 C016 1.400(9) . ?
N12 C024 1.444(9) . ?
N12 C033 1.472(10) . ?
N21 C008 1.363(11) . ?
N21 C036 1.403(10) . ?
N21 C021 1.426(10) . ?
N9 C005 1.398(9) . ?
N9 C007 1.398(11) . ?
N9 C013 1.457(11) . ?
N18 C030 1.359(10) . ?
N18 C025 1.458(9) . ?
N18 C034 1.504(8) . ?
N2 C029 1.446(9) . ?
N2 C011 1.487(10) . ?
N6 C023 1.381(10) . ?
N6 C020 1.437(9) . ?
N6 C010 1.459(8) . ?
C006 C034 1.549(10) . ?
C011 C019 1.579(11) . ?
C013 C036 1.554(11) . ?
N13 C017 1.393(9) . ?
N13 C033 1.450(9) . ?
N13 C035 1.459(8) . ?
C017 N14 1.360(9) . ?
N14 C026 1.427(9) . ?
N14 C031 1.455(7) . ?
C020 C028 1.544(7) . ?
C022 C032 1.545(10) . ?
C026 C033 1.552(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6X C1X C2X 118.8(12) . . ?
C3X C2X C1X 126.6(14) . . ?
C3X C2X O1X 97.2(16) . . ?
C1X C2X O1X 136.2(13) . . ?
C4X C3X C2X 111.3(17) . . ?
C3X C4X C5X 125.9(13) . . ?
C4X C5X C6X 121.3(15) . . ?
C1X C6X C5X 115.7(15) . . ?
C008 N22 C013 111.3(7) . . ?
C008 N22 C002 123.0(7) . . ?
C013 N22 C002 124.9(6) . . ?
C030 N17 C003 120.6(7) . . ?
C030 N17 C006 112.6(7) . . ?
C003 N17 C006 125.5(6) . . ?
C012 N15 C031 121.0(6) . . ?
C012 N15 C011 112.2(6) . . ?
C031 N15 C011 124.4(6) . . ?
C009 N24 C032 112.4(6) . . ?
C009 N24 C035 120.1(6) . . ?
C032 N24 C035 123.7(6) . . ?
C001 N10 C022 112.4(6) . . ?
C001 N10 C007 120.7(6) . . ?
C022 N10 C007 125.3(6) . . ?
O1 C001 N10 129.8(6) . . ?
O1 C001 N11 122.7(6) . . ?
N10 C001 N11 107.5(5) . . ?
C009 N23 C002 124.1(7) . . ?
C009 N23 C022 110.3(6) . . ?
C002 N23 C022 125.6(6) . . ?
C005 N8 C027 122.6(7) . . ?
C005 N8 C036 112.4(6) . . ?
C027 N8 C036 123.7(6) . . ?
C014 N5 C010 122.1(6) . . ?
C014 N5 C034 111.9(6) . . ?
C010 N5 C034 123.6(6) . . ?
N22 C002 N23 113.8(6) . . ?
C012 N16 C019 113.8(7) . . ?
C012 N16 C003 120.6(7) . . ?
C019 N16 C003 125.3(6) . . ?
N17 C003 N16 115.3(6) . . ?
C004 N3 C015 122.9(6) . . ?
C004 N3 C019 111.7(6) . . ?
C015 N3 C019 123.9(6) . . ?
C014 N4 C006 113.7(6) . . ?
C014 N4 C015 122.2(7) . . ?
C006 N4 C015 124.1(6) . . ?
C018 N20 C028 112.3(5) . . ?
C018 N20 C021 122.0(6) . . ?
C028 N20 C021 123.3(6) . . ?
C016 N1 C026 113.8(5) . . ?
C016 N1 C029 121.2(6) . . ?
C026 N1 C029 120.7(6) . . ?
C001 N11 C024 122.2(6) . . ?
C001 N11 C032 112.3(6) . . ?
C024 N11 C032 125.4(7) . . ?
C018 N19 C025 124.7(7) . . ?
C018 N19 C020 111.1(6) . . ?
C025 N19 C020 119.4(6) . . ?
C023 N7 C027 123.3(6) . . ?
C023 N7 C028 112.2(6) . . ?
C027 N7 C028 120.2(6) . . ?
O3 C004 N2 129.2(7) . . ?
O3 C004 N3 121.9(7) . . ?
N2 C004 N3 108.8(6) . . ?
C016 N12 C024 123.5(6) . . ?
C016 N12 C033 109.8(5) . . ?
C024 N12 C033 122.6(6) . . ?
C008 N21 C036 111.4(6) . . ?
C008 N21 C021 121.4(7) . . ?
C036 N21 C021 126.9(7) . . ?
C005 N9 C007 124.4(7) . . ?
C005 N9 C013 110.1(7) . . ?
C007 N9 C013 125.5(6) . . ?
C030 N18 C025 125.2(6) . . ?
C030 N18 C034 112.6(6) . . ?
C025 N18 C034 121.9(6) . . ?
C004 N2 C029 122.5(6) . . ?
C004 N2 C011 113.4(6) . . ?
C029 N2 C011 124.0(6) . . ?
C023 N6 C020 111.6(5) . . ?
C023 N6 C010 124.4(6) . . ?
C020 N6 C010 121.7(6) . . ?
O6 C005 N8 126.1(7) . . ?
O6 C005 N9 123.9(8) . . ?
N8 C005 N9 110.0(7) . . ?
N4 C006 N17 115.2(7) . . ?
N4 C006 C034 101.8(6) . . ?
N17 C006 C034 104.0(6) . . ?
N9 C007 N10 113.7(6) . . ?
O8 C008 N21 127.9(7) . . ?
O8 C008 N22 123.4(7) . . ?
N21 C008 N22 108.5(7) . . ?
O7 C009 N23 126.4(8) . . ?
O7 C009 N24 124.9(7) . . ?
N23 C009 N24 108.6(6) . . ?
N5 C010 N6 114.5(6) . . ?
N15 C011 N2 113.9(6) . . ?
N15 C011 C019 103.0(6) . . ?
N2 C011 C019 101.6(5) . . ?
O11 C012 N15 126.7(7) . . ?
O11 C012 N16 125.2(8) . . ?
N15 C012 N16 107.6(7) . . ?
N22 C013 N9 115.9(6) . . ?
N22 C013 C036 102.3(6) . . ?
N9 C013 C036 105.5(6) . . ?
C017 N13 C033 111.6(5) . . ?
C017 N13 C035 125.6(6) . . ?
C033 N13 C035 121.8(6) . . ?
O4 C014 N4 126.0(7) . . ?
O4 C014 N5 125.8(7) . . ?
N4 C014 N5 108.0(7) . . ?
N3 C015 N4 115.2(6) . . ?
O2 C016 N1 128.9(7) . . ?
O2 C016 N12 122.9(7) . . ?
N1 C016 N12 108.2(4) . . ?
O12 C017 N14 129.4(7) . . ?
O12 C017 N13 123.6(7) . . ?
N14 C017 N13 107.0(4) . . ?
O9 C018 N20 126.3(8) . . ?
O9 C018 N19 125.1(8) . . ?
N20 C018 N19 108.6(4) . . ?
N16 C019 N3 117.3(7) . . ?
N16 C019 C011 102.6(6) . . ?
N3 C019 C011 104.0(6) . . ?
C017 N14 C026 114.7(5) . . ?
C017 N14 C031 120.4(6) . . ?
C026 N14 C031 122.7(5) . . ?
N6 C020 N19 113.8(6) . . ?
N6 C020 C028 103.3(6) . . ?
N19 C020 C028 102.5(6) . . ?
N21 C021 N20 113.2(7) . . ?
N10 C022 N23 113.8(6) . . ?
N10 C022 C032 103.3(6) . . ?
N23 C022 C032 104.6(5) . . ?
O5 C023 N7 125.9(8) . . ?
O5 C023 N6 125.7(7) . . ?
N7 C023 N6 108.3(4) . . ?
N11 C024 N12 114.6(6) . . ?
N19 C025 N18 113.8(6) . . ?
N1 C026 N14 115.7(6) . . ?
N1 C026 C033 103.9(7) . . ?
N14 C026 C033 102.6(7) . . ?
N7 C027 N8 113.1(6) . . ?
N20 C028 N7 115.5(6) . . ?
N20 C028 C020 105.1(7) . . ?
N7 C028 C020 103.3(6) . . ?
N2 C029 N1 114.6(6) . . ?
O10 C030 N17 127.1(7) . . ?
O10 C030 N18 124.1(7) . . ?
N17 C030 N18 108.8(6) . . ?
N15 C031 N14 113.5(6) . . ?
N24 C032 N11 116.1(5) . . ?
N24 C032 C022 103.2(6) . . ?
N11 C032 C022 103.8(6) . . ?
N13 C033 N12 115.4(6) . . ?
N13 C033 C026 104.0(7) . . ?
N12 C033 C026 103.0(6) . . ?
N5 C034 N18 115.4(5) . . ?
N5 C034 C006 104.1(6) . . ?
N18 C034 C006 101.4(6) . . ?
N24 C035 N13 113.6(6) . . ?
N21 C036 N8 117.0(6) . . ?
N21 C036 C013 106.3(6) . . ?
N8 C036 C013 101.7(6) . . ?

_refine_diff_density_max         0.555
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.076

_shelxl_version_number           2013-3



