# Electronic Supplementary Material (ESI) for Polymer Chemistry.
# 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_9PropBisThyPropOate

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 Propyl-linked bis-thymine propanoate
;
_chemical_name_common            PropBisThyPropOate
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H28 N4 O8'
_chemical_formula_sum            'C21 H28 N4 O8'
_chemical_formula_weight         464.47

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.6130(19)
_cell_length_b                   10.826(2)
_cell_length_c                   12.485(3)
_cell_angle_alpha                87.67(3)
_cell_angle_beta                 67.81(3)
_cell_angle_gamma                73.16(3)
_cell_volume                     1148.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.002
_exptl_crystal_size_min          0.002
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             492
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9979
_exptl_absorpt_correction_T_max  0.9997
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'MX1 Beamline, Australian Synchrotron'
_diffrn_radiation_monochromator  'silicon double crystal'
_diffrn_measurement_device_type  'φ goniostat with quantum 210r detector'
_diffrn_measurement_method       'f scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27656
_diffrn_reflns_av_R_equivalents  0.1109
_diffrn_reflns_av_sigmaI/netI    0.0562
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4010
_reflns_number_gt                3301
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Blu Ice'
_computing_cell_refinement       XDS
_computing_data_reduction        XDS
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    X-Seed
_computing_publication_material  CIFTAB

_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)+(0.1146P)²+1.2874P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4010
_refine_ls_number_parameters     302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0768
_refine_ls_wR_factor_ref         0.2159
_refine_ls_wR_factor_gt          0.2072
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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
N3 N 0.9406(3) 0.9203(2) 0.3909(2) 0.0246(5) Uani 1 1 d . . .
O8 O 0.8952(3) 1.0680(2) 0.26236(18) 0.0335(5) Uani 1 1 d . . .
O9 O 0.9878(3) 0.7761(2) 0.52028(19) 0.0353(5) Uani 1 1 d . . .
O27 O 1.0841(3) 0.4447(2) 0.19515(19) 0.0339(5) Uani 1 1 d . . .
N21 N 0.8599(3) 0.6114(2) 0.2300(2) 0.0261(6) Uani 1 1 d . . .
O26 O 0.6496(2) 0.7868(2) 0.24737(19) 0.0337(5) Uani 1 1 d . . .
N1 N 0.7320(3) 1.1119(2) 0.4526(2) 0.0307(6) Uani 1 1 d . . .
N19 N 0.6831(3) 0.6038(3) 0.1461(2) 0.0305(6) Uani 1 1 d . . .
O15 O 0.6140(3) 1.3798(2) 0.6165(2) 0.0438(6) Uani 1 1 d . . .
C17 C 1.0111(3) 0.7619(3) 0.2262(2) 0.0268(6) Uani 1 1 d . . .
H17A H 0.9512 0.8255 0.1882 0.032 Uiso 1 1 calc R . .
H17B H 1.1027 0.7029 0.1643 0.032 Uiso 1 1 calc R . .
C23 C 0.9034(4) 0.4173(3) 0.1177(2) 0.0281(7) Uani 1 1 d . . .
C20 C 0.7249(4) 0.6754(3) 0.2101(2) 0.0280(7) Uani 1 1 d . . .
C2 C 0.8579(3) 1.0364(3) 0.3625(2) 0.0264(6) Uani 1 1 d . . .
C22 C 0.9601(4) 0.4876(3) 0.1811(2) 0.0276(7) Uani 1 1 d . . .
O13 O 0.7621(3) 1.4972(2) 0.5045(2) 0.0408(6) Uani 1 1 d . . .
C25 C 0.9971(4) 0.2813(3) 0.0723(3) 0.0327(7) Uani 1 1 d . . .
H25A H 0.9415 0.2440 0.0369 0.049 Uiso 1 1 calc R . .
H25B H 1.0112 0.2304 0.1362 0.049 Uiso 1 1 calc R . .
H25C H 1.1002 0.2798 0.0138 0.049 Uiso 1 1 calc R . .
C18 C 0.9071(4) 0.6840(3) 0.3010(2) 0.0262(6) Uani 1 1 d . . .
H18A H 0.9646 0.6228 0.3419 0.031 Uiso 1 1 calc R . .
H18B H 0.8120 0.7431 0.3601 0.031 Uiso 1 1 calc R . .
C4 C 0.9065(4) 0.8789(3) 0.5037(2) 0.0267(7) Uani 1 1 d . . .
C28 C 0.5413(4) 0.6640(4) 0.1225(3) 0.0353(8) Uani 1 1 d . . .
H28A H 0.4587 0.7168 0.1929 0.042 Uiso 1 1 calc R . .
H28B H 0.5021 0.5954 0.1050 0.042 Uiso 1 1 calc R . .
C5 C 0.7718(4) 0.9643(3) 0.5931(3) 0.0308(7) Uani 1 1 d . . .
C16 C 1.0701(3) 0.8334(3) 0.2940(3) 0.0270(6) Uani 1 1 d . . .
H16A H 1.1395 0.7695 0.3250 0.032 Uiso 1 1 calc R . .
H16B H 1.1333 0.8848 0.2409 0.032 Uiso 1 1 calc R . .
C29 C 0.5703(4) 0.7500(3) 0.0211(3) 0.0331(7) Uani 1 1 d . . .
H29A H 0.5904 0.8278 0.0436 0.040 Uiso 1 1 calc R . .
H29B H 0.6643 0.7021 -0.0460 0.040 Uiso 1 1 calc R . .
C24 C 0.7693(4) 0.4785(3) 0.1029(2) 0.0302(7) Uani 1 1 d . . .
H24 H 0.7327 0.4332 0.0607 0.036 Uiso 1 1 calc R . .
O33 O 0.3468(3) 0.7228(3) -0.0040(3) 0.0514(7) Uani 1 1 d . . .
C6 C 0.6909(4) 1.0745(3) 0.5643(3) 0.0331(7) Uani 1 1 d . . .
H6 H 0.6011 1.1293 0.6237 0.040 Uiso 1 1 calc R . .
C12 C 0.6895(4) 1.4058(3) 0.5220(3) 0.0323(7) Uani 1 1 d . . .
C11 C 0.7114(4) 1.3433(3) 0.4093(3) 0.0365(8) Uani 1 1 d . . .
H11A H 0.8254 1.3092 0.3622 0.044 Uiso 1 1 calc R . .
H11B H 0.6644 1.4099 0.3660 0.044 Uiso 1 1 calc R . .
O31 O 0.4054(4) 0.9077(3) -0.0494(3) 0.0604(9) Uani 1 1 d . . .
C30 C 0.4306(4) 0.7901(3) -0.0125(3) 0.0342(7) Uani 1 1 d . . .
C7 C 0.7279(5) 0.9237(4) 0.7156(3) 0.0440(9) Uani 1 1 d . . .
H7A H 0.6350 0.9899 0.7675 0.066 Uiso 1 1 calc R . .
H7B H 0.8157 0.9139 0.7402 0.066 Uiso 1 1 calc R . .
H7C H 0.7045 0.8411 0.7187 0.066 Uiso 1 1 calc R . .
C10 C 0.6385(4) 1.2345(3) 0.4244(3) 0.0379(8) Uani 1 1 d . . .
H10A H 0.5326 1.2621 0.4872 0.045 Uiso 1 1 calc R . .
H10B H 0.6251 1.2181 0.3520 0.045 Uiso 1 1 calc R . .
C14 C 0.7569(5) 1.5583(4) 0.6081(3) 0.0521(10) Uani 1 1 d . . .
H14A H 0.6505 1.6155 0.6503 0.078 Uiso 1 1 calc R . .
H14B H 0.8317 1.6090 0.5859 0.078 Uiso 1 1 calc R . .
H14C H 0.7850 1.4915 0.6580 0.078 Uiso 1 1 calc R . .
C32 C 0.2675(8) 0.9528(5) -0.0836(6) 0.099(2) Uani 1 1 d . . .
H32A H 0.2729 0.8872 -0.1380 0.148 Uiso 1 1 calc R . .
H32B H 0.2684 1.0341 -0.1208 0.148 Uiso 1 1 calc R . .
H32C H 0.1703 0.9667 -0.0144 0.148 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N3 C2 1.391(4) . ?
N3 C4 1.406(4) . ?
N3 C16 1.475(4) . ?
O8 C2 1.228(4) . ?
O9 C4 1.222(4) . ?
O27 C22 1.224(4) . ?
N21 C20 1.391(4) . ?
N21 C22 1.404(4) . ?
N21 C18 1.475(4) . ?
O26 C20 1.216(4) . ?
N1 C2 1.369(4) . ?
N1 C6 1.377(4) . ?
N1 C10 1.484(4) . ?
N19 C20 1.369(4) . ?
N19 C24 1.374(4) . ?
N19 C28 1.464(4) . ?
O15 C12 1.201(4) . ?
C17 C18 1.517(4) . ?
C17 C16 1.518(4) . ?
C23 C24 1.345(5) . ?
C23 C22 1.455(4) . ?
C23 C25 1.488(4) . ?
O13 C12 1.335(4) . ?
O13 C14 1.454(5) . ?
C4 C5 1.441(4) . ?
C28 C29 1.528(4) . ?
C5 C6 1.340(5) . ?
C5 C7 1.508(4) . ?
C29 C30 1.497(4) . ?
O33 C30 1.209(4) . ?
C12 C11 1.500(5) . ?
C11 C10 1.509(5) . ?
O31 C30 1.322(4) . ?
O31 C32 1.488(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
C2 N3 C4 124.9(2) . . ?
C2 N3 C16 116.8(2) . . ?
C4 N3 C16 118.3(2) . . ?
C20 N21 C22 125.2(3) . . ?
C20 N21 C18 116.9(2) . . ?
C22 N21 C18 117.8(2) . . ?
C2 N1 C6 121.6(3) . . ?
C2 N1 C10 117.2(3) . . ?
C6 N1 C10 121.3(3) . . ?
C20 N19 C24 122.6(3) . . ?
C20 N19 C28 118.4(3) . . ?
C24 N19 C28 119.0(3) . . ?
C18 C17 C16 113.3(2) . . ?
C24 C23 C22 118.4(3) . . ?
C24 C23 C25 123.3(3) . . ?
C22 C23 C25 118.2(3) . . ?
O26 C20 N19 122.7(3) . . ?
O26 C20 N21 122.2(3) . . ?
N19 C20 N21 115.1(3) . . ?
O8 C2 N1 122.3(3) . . ?
O8 C2 N3 121.8(3) . . ?
N1 C2 N3 115.9(3) . . ?
O27 C22 N21 120.1(3) . . ?
O27 C22 C23 124.5(3) . . ?
N21 C22 C23 115.4(3) . . ?
C12 O13 C14 115.9(3) . . ?
N21 C18 C17 111.0(2) . . ?
O9 C4 N3 120.1(3) . . ?
O9 C4 C5 124.5(3) . . ?
N3 C4 C5 115.4(3) . . ?
N19 C28 C29 112.7(2) . . ?
C6 C5 C4 119.2(3) . . ?
C6 C5 C7 123.1(3) . . ?
C4 C5 C7 117.7(3) . . ?
N3 C16 C17 112.4(2) . . ?
C30 C29 C28 110.4(3) . . ?
C23 C24 N19 122.8(3) . . ?
C5 C6 N1 123.0(3) . . ?
O15 C12 O13 123.6(3) . . ?
O15 C12 C11 125.0(3) . . ?
O13 C12 C11 111.4(3) . . ?
C12 C11 C10 113.4(3) . . ?
C30 O31 C32 115.7(3) . . ?
O33 C30 O31 123.3(3) . . ?
O33 C30 C29 123.2(3) . . ?
O31 C30 C29 113.5(3) . . ?
N1 C10 C11 113.9(3) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.834
_refine_diff_density_min         -0.699
_refine_diff_density_rms         0.132
_database_code_depnum_ccdc_archive 'CCDC 948167'
#######################################################################
#
#                 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_4MeOArBisThyPropOate

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 Methoxy Aryl Linked bis Thymine Propanoate
;
_chemical_name_common            MeOArylBisThyPropOate
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H34 N4 O10'
_chemical_formula_sum            'C28 H34 N4 O10'
_chemical_formula_weight         586.59

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   9.0600(18)
_cell_length_b                   16.130(3)
_cell_length_c                   9.920(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.89(3)
_cell_angle_gamma                90.00
_cell_volume                     1401.0(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             620
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9979
_exptl_absorpt_correction_T_max  0.9989
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71253
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'φ goniostat with quantum 210r detector'
_diffrn_measurement_method       'f scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16446
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_av_sigmaI/netI    0.0405
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.48
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2272
_reflns_number_gt                2028
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Blu Ice'
_computing_cell_refinement       XDS
_computing_data_reduction        XDS
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    X-Seed
_computing_publication_material  CIFTAB

_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)+(0.1159P)²+2.2383P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2272
_refine_ls_number_parameters     193
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0821
_refine_ls_wR_factor_ref         0.2314
_refine_ls_wR_factor_gt          0.2263
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_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
O20 O 0.7458(3) 0.03709(16) 0.0909(2) 0.0406(7) Uani 1 1 d . . .
N3 N 1.0998(3) -0.08893(17) 0.3646(2) 0.0325(7) Uani 1 1 d . . .
O8 O 1.1779(3) 0.03883(15) 0.4530(2) 0.0444(7) Uani 1 1 d . . .
O7 O 1.0249(3) -0.21694(15) 0.2721(2) 0.0427(7) Uani 1 1 d . . .
N1 N 1.2486(3) -0.20641(17) 0.4398(3) 0.0421(8) Uani 1 1 d . . .
C17 C 0.9857(4) -0.02579(18) 0.1307(3) 0.0289(7) Uani 1 1 d . . .
C18 C 1.1145(3) -0.04546(18) 0.0884(3) 0.0303(7) Uani 1 1 d . . .
H18 H 1.1936 -0.0767 0.1483 0.036 Uiso 1 1 calc R . .
C2 C 1.1174(4) -0.1738(2) 0.3540(3) 0.0355(8) Uani 1 1 d . . .
C16 C 0.9626(4) -0.0513(2) 0.2712(3) 0.0358(8) Uani 1 1 d . . .
H16A H 0.9332 -0.0018 0.3174 0.043 Uiso 1 1 calc R . .
H16B H 0.8773 -0.0914 0.2560 0.043 Uiso 1 1 calc R . .
C19 C 0.8700(4) 0.02001(19) 0.0414(3) 0.0306(7) Uani 1 1 d . . .
C5 C 1.3309(4) -0.0764(2) 0.5498(3) 0.0346(8) Uani 1 1 d . . .
C4 C 1.2011(4) -0.0357(2) 0.4561(3) 0.0341(8) Uani 1 1 d . . .
C9 C 1.4397(4) -0.0235(2) 0.6556(3) 0.0418(9) Uani 1 1 d . . .
H9A H 1.5281 -0.0568 0.7033 0.063 Uiso 1 1 calc R . .
H9B H 1.3878 -0.0025 0.7240 0.063 Uiso 1 1 calc R . .
H9C H 1.4739 0.0233 0.6082 0.063 Uiso 1 1 calc R . .
C6 C 1.3485(4) -0.1578(2) 0.5363(3) 0.0405(9) Uani 1 1 d . . .
H6 H 1.4348 -0.1838 0.5964 0.049 Uiso 1 1 calc R . .
C10 C 1.2799(5) -0.2958(2) 0.4266(5) 0.0568(12) Uani 1 1 d . . .
H10A H 1.1883 -0.3280 0.4312 0.068 Uiso 1 1 calc R . .
H10B H 1.3646 -0.3127 0.5066 0.068 Uiso 1 1 calc R . .
C21 C 0.6337(4) 0.0921(3) 0.0103(4) 0.0462(9) Uani 1 1 d . . .
H21A H 0.6836 0.1428 -0.0099 0.069 Uiso 1 1 calc R . .
H21B H 0.5592 0.1061 0.0629 0.069 Uiso 1 1 calc R . .
H21C H 0.5813 0.0650 -0.0774 0.069 Uiso 1 1 calc R . .
O13 O 1.5617(4) -0.2541(2) 0.3790(4) 0.0737(10) Uani 1 1 d . . .
C12 C 1.4625(5) -0.2748(3) 0.2623(6) 0.0660(13) Uani 1 1 d U . .
O15 O 1.4778(5) -0.2628(3) 0.1471(5) 0.1022(15) Uani 1 1 d . . .
C11 C 1.3217(5) -0.3169(2) 0.2931(5) 0.0612(12) Uani 1 1 d U . .
H11A H 1.2323 -0.3039 0.2148 0.073 Uiso 1 1 calc R . .
H11B H 1.3376 -0.3776 0.2921 0.073 Uiso 1 1 calc R . .
C14 C 1.6928(6) -0.2101(3) 0.3500(7) 0.0782(15) Uani 1 1 d . . .
H14A H 1.7445 -0.2465 0.2975 0.117 Uiso 1 1 calc R . .
H14B H 1.7645 -0.1943 0.4383 0.117 Uiso 1 1 calc R . .
H14C H 1.6567 -0.1602 0.2951 0.117 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O20 C19 1.367(4) . ?
O20 C21 1.428(4) . ?
N3 C2 1.386(4) . ?
N3 C4 1.406(4) . ?
N3 C16 1.477(4) . ?
O8 C4 1.219(4) . ?
O7 C2 1.223(4) . ?
N1 C2 1.377(4) . ?
N1 C6 1.380(4) . ?
N1 C10 1.481(5) . ?
C17 C18 1.374(4) . ?
C17 C19 1.398(4) . ?
C17 C16 1.518(4) . ?
C18 C19 1.393(4) 3_755 ?
C19 C18 1.393(4) 3_755 ?
C5 C6 1.335(5) . ?
C5 C4 1.455(5) . ?
C5 C9 1.506(4) . ?
C10 C11 1.507(7) . ?
O13 C12 1.312(6) . ?
O13 C14 1.474(6) . ?
C12 O15 1.202(7) . ?
C12 C11 1.544(7) . ?

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
C19 O20 C21 117.2(2) . . ?
C2 N3 C4 125.7(3) . . ?
C2 N3 C16 117.0(3) . . ?
C4 N3 C16 117.3(3) . . ?
C2 N1 C6 121.4(3) . . ?
C2 N1 C10 118.1(3) . . ?
C6 N1 C10 120.5(3) . . ?
C18 C17 C19 119.1(3) . . ?
C18 C17 C16 123.1(3) . . ?
C19 C17 C16 117.8(3) . . ?
C17 C18 C19 120.7(3) . 3_755 ?
O7 C2 N1 122.0(3) . . ?
O7 C2 N3 122.7(3) . . ?
N1 C2 N3 115.3(3) . . ?
N3 C16 C17 113.3(3) . . ?
O20 C19 C18 124.2(3) . 3_755 ?
O20 C19 C17 115.6(3) . . ?
C18 C19 C17 120.3(3) 3_755 . ?
C6 C5 C4 118.5(3) . . ?
C6 C5 C9 123.6(3) . . ?
C4 C5 C9 117.8(3) . . ?
O8 C4 N3 120.4(3) . . ?
O8 C4 C5 124.5(3) . . ?
N3 C4 C5 115.1(3) . . ?
C5 C6 N1 123.7(3) . . ?
N1 C10 C11 113.3(3) . . ?
C12 O13 C14 110.7(5) . . ?
O15 C12 O13 125.3(5) . . ?
O15 C12 C11 124.2(4) . . ?
O13 C12 C11 110.5(5) . . ?
C10 C11 C12 118.8(4) . . ?

_diffrn_measured_fraction_theta_max 0.929
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.929
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.067
_database_code_depnum_ccdc_archive 'CCDC 948168'
#######################################################################
#
#                 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_7EtOArylBisThyPropOate

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 DiEtOArylBisThyPropOate
;
_chemical_name_common            DiEtOArylBisThyPropOate
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H38 N4 O10'
_chemical_formula_sum            'C30 H38 N4 O10'
_chemical_formula_weight         614.64

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   11.598(2)
_cell_length_b                   13.027(3)
_cell_length_c                   13.432(3)
_cell_angle_alpha                75.17(3)
_cell_angle_beta                 72.07(3)
_cell_angle_gamma                69.32(3)
_cell_volume                     1781.6(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             652
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9983
_exptl_absorpt_correction_T_max  0.9991
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'MX1 Beamline, Australian Synchrotron'
_diffrn_radiation_monochromator  'silicon double crystal'
_diffrn_measurement_device_type  'φ goniostat with quantum 210r detector'
_diffrn_measurement_method       'f scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7508
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0772
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5234
_reflns_number_gt                3474
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Blu Ice'
_computing_cell_refinement       XDS
_computing_data_reduction        XDS
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    X-Seed
_computing_publication_material  CIFTAB

_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)+(0.1685P)²+2.2330P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.122(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5234
_refine_ls_number_parameters     405
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1312
_refine_ls_R_factor_gt           0.0956
_refine_ls_wR_factor_ref         0.3108
_refine_ls_wR_factor_gt          0.2796
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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
N1 N 0.5900(4) 0.8514(4) 0.2600(3) 0.0476(11) Uani 1 1 d . . .
C2 C 0.6849(5) 0.8996(5) 0.2464(4) 0.0457(12) Uani 1 1 d . . .
N3 N 0.6746(3) 1.0003(4) 0.1798(3) 0.0444(11) Uani 1 1 d . . .
C4 C 0.5776(4) 1.0569(5) 0.1244(4) 0.0450(12) Uani 1 1 d . . .
C5 C 0.4764(4) 1.0050(5) 0.1516(4) 0.0468(13) Uani 1 1 d . . .
C6 C 0.4886(4) 0.9072(5) 0.2140(4) 0.0479(13) Uani 1 1 d . . .
H6 H 0.4237 0.8732 0.2281 0.057 Uiso 1 1 calc R . .
O7 O 0.7709(3) 0.8544(3) 0.2920(3) 0.0531(10) Uani 1 1 d . . .
O8 O 0.5834(3) 1.1400(3) 0.0608(3) 0.0522(10) Uani 1 1 d . . .
C9 C 0.3619(5) 1.0689(6) 0.1050(5) 0.0576(15) Uani 1 1 d . . .
H9A H 0.3044 1.0234 0.1231 0.086 Uiso 1 1 calc R . .
H9B H 0.3902 1.0864 0.0276 0.086 Uiso 1 1 calc R . .
H9C H 0.3172 1.1381 0.1341 0.086 Uiso 1 1 calc R . .
C10 C 0.5987(5) 0.7424(5) 0.3270(5) 0.0546(14) Uani 1 1 d . . .
H10A H 0.5175 0.7259 0.3415 0.065 Uiso 1 1 calc R . .
H10B H 0.6123 0.7443 0.3957 0.065 Uiso 1 1 calc R . .
C11 C 0.7062(6) 0.6505(5) 0.2755(5) 0.0587(15) Uani 1 1 d . . .
H11A H 0.7880 0.6606 0.2723 0.070 Uiso 1 1 calc R . .
H11B H 0.7028 0.5781 0.3209 0.070 Uiso 1 1 calc R . .
C12 C 0.7028(5) 0.6466(5) 0.1664(5) 0.0558(15) Uani 1 1 d . . .
O13 O 0.6005(3) 0.6256(4) 0.1638(3) 0.0581(11) Uani 1 1 d . . .
C14 C 0.5894(6) 0.6215(6) 0.0610(5) 0.0623(16) Uani 1 1 d . . .
H14A H 0.5846 0.6944 0.0159 0.094 Uiso 1 1 calc R . .
H14B H 0.5124 0.6021 0.0690 0.094 Uiso 1 1 calc R . .
H14C H 0.6638 0.5653 0.0281 0.094 Uiso 1 1 calc R . .
O15 O 0.7802(6) 0.6624(8) 0.0888(4) 0.135(3) Uani 1 1 d . . .
C16 C 0.7696(4) 1.0553(4) 0.1671(4) 0.0443(12) Uani 1 1 d . . .
H16A H 0.7948 1.0378 0.2350 0.053 Uiso 1 1 calc R . .
H16B H 0.7299 1.1368 0.1526 0.053 Uiso 1 1 calc R . .
C17 C 0.8879(4) 1.0235(4) 0.0798(4) 0.0417(11) Uani 1 1 d . . .
C18 C 0.9173(4) 0.9373(4) 0.0277(4) 0.0418(11) Uani 1 1 d . . .
H18 H 0.8606 0.8941 0.0455 0.050 Uiso 1 1 calc R . .
C19 C 1.0288(4) 0.9107(4) -0.0513(4) 0.0432(12) Uani 1 1 d . . .
O20 O 1.0670(3) 0.8258(3) -0.1073(3) 0.0512(10) Uani 1 1 d . . .
C21 C 0.9981(6) 0.7451(6) -0.0698(5) 0.0611(16) Uani 1 1 d . . .
H21A H 0.9138 0.7771 -0.0866 0.073 Uiso 1 1 calc R . .
H21B H 0.9854 0.7224 0.0081 0.073 Uiso 1 1 calc R . .
C22 C 1.0747(7) 0.6476(7) -0.1241(6) 0.087(3) Uani 1 1 d . . .
H22A H 1.0676 0.6657 -0.1978 0.130 Uiso 1 1 calc R . .
H22B H 1.0431 0.5839 -0.0874 0.130 Uiso 1 1 calc R . .
H22C H 1.1639 0.6290 -0.1227 0.130 Uiso 1 1 calc R . .
N23 N 0.9021(4) 0.2315(4) 0.6601(3) 0.0435(10) Uani 1 1 d . . .
C24 C 0.8121(4) 0.2380(4) 0.6089(4) 0.0411(11) Uani 1 1 d . . .
N25 N 0.8241(3) 0.2976(4) 0.5076(3) 0.0415(10) Uani 1 1 d . . .
C26 C 0.9195(4) 0.3498(5) 0.4537(4) 0.0442(12) Uani 1 1 d . . .
C27 C 1.0147(5) 0.3306(5) 0.5109(4) 0.0477(13) Uani 1 1 d . . .
C28 C 1.0011(4) 0.2741(5) 0.6102(4) 0.0471(13) Uani 1 1 d . . .
H28 H 1.0631 0.2631 0.6475 0.057 Uiso 1 1 calc R . .
O29 O 0.7266(3) 0.1955(3) 0.6518(3) 0.0503(10) Uani 1 1 d . . .
O30 O 0.9167(3) 0.4058(4) 0.3666(3) 0.0556(10) Uani 1 1 d . . .
C31 C 1.1254(5) 0.3755(6) 0.4541(5) 0.0633(16) Uani 1 1 d . . .
H31A H 1.1772 0.3648 0.5035 0.095 Uiso 1 1 calc R . .
H31B H 1.0938 0.4550 0.4270 0.095 Uiso 1 1 calc R . .
H31C H 1.1771 0.3358 0.3947 0.095 Uiso 1 1 calc R . .
C32 C 0.8883(5) 0.1742(5) 0.7723(4) 0.0546(14) Uani 1 1 d . . .
H32A H 0.8768 0.1012 0.7773 0.065 Uiso 1 1 calc R . .
H32B H 0.9677 0.1603 0.7936 0.065 Uiso 1 1 calc R . .
C33 C 0.7809(5) 0.2376(5) 0.8474(4) 0.0565(15) Uani 1 1 d . . .
H33A H 0.7716 0.1890 0.9175 0.068 Uiso 1 1 calc R . .
H33B H 0.7027 0.2536 0.8236 0.068 Uiso 1 1 calc R . .
C34 C 0.7882(5) 0.3449(6) 0.8622(5) 0.0544(14) Uani 1 1 d . . .
O35 O 0.8985(4) 0.3611(5) 0.8205(4) 0.0802(16) Uani 1 1 d . . .
C36 C 0.9102(7) 0.4654(7) 0.8308(7) 0.087(2) Uani 1 1 d . . .
H36A H 0.8352 0.5265 0.8167 0.131 Uiso 1 1 calc R . .
H36B H 0.9864 0.4791 0.7796 0.131 Uiso 1 1 calc R . .
H36C H 0.9167 0.4609 0.9029 0.131 Uiso 1 1 calc R . .
O37 O 0.7008(5) 0.4115(6) 0.9109(6) 0.112(2) Uani 1 1 d . . .
C38 C 0.7259(4) 0.3106(5) 0.4524(4) 0.0455(12) Uani 1 1 d . . .
H38A H 0.7000 0.2419 0.4728 0.055 Uiso 1 1 calc R . .
H38B H 0.7621 0.3212 0.3748 0.055 Uiso 1 1 calc R . .
C39 C 0.6096(4) 0.4093(4) 0.4798(4) 0.0397(11) Uani 1 1 d . . .
C40 C 0.5161(4) 0.4388(4) 0.4233(4) 0.0422(12) Uani 1 1 d . . .
O41 O 0.5387(3) 0.3740(3) 0.3504(3) 0.0481(9) Uani 1 1 d . . .
C42 C 0.4532(5) 0.4101(5) 0.2817(4) 0.0519(14) Uani 1 1 d . . .
H42A H 0.4484 0.4872 0.2447 0.062 Uiso 1 1 calc R . .
H42B H 0.3670 0.4081 0.3232 0.062 Uiso 1 1 calc R . .
C43 C 0.5048(6) 0.3319(7) 0.2030(6) 0.0703(18) Uani 1 1 d . . .
H43A H 0.5869 0.3394 0.1584 0.105 Uiso 1 1 calc R . .
H43B H 0.4453 0.3498 0.1582 0.105 Uiso 1 1 calc R . .
H43C H 0.5157 0.2553 0.2407 0.105 Uiso 1 1 calc R . .
C44 C 0.5926(4) 0.4713(4) 0.5550(4) 0.0412(11) Uani 1 1 d . . .
H2 H 0.6561 0.4525 0.5930 0.049 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C6 1.381(7) . ?
N1 C2 1.394(6) . ?
N1 C10 1.462(7) . ?
C2 O7 1.222(6) . ?
C2 N3 1.375(7) . ?
N3 C4 1.418(7) . ?
N3 C16 1.461(5) . ?
C4 O8 1.204(7) . ?
C4 C5 1.462(6) . ?
C5 C6 1.321(8) . ?
C5 C9 1.521(7) . ?
C10 C11 1.518(9) . ?
C11 C12 1.492(8) . ?
C12 O15 1.174(7) . ?
C12 O13 1.320(6) . ?
O13 C14 1.442(7) . ?
C16 C17 1.511(7) . ?
C17 C18 1.362(7) . ?
C17 C19 1.415(6) 2_775 ?
C18 C19 1.394(7) . ?
C19 O20 1.364(6) . ?
C19 C17 1.415(6) 2_775 ?
O20 C21 1.440(6) . ?
C21 C22 1.488(9) . ?
N23 C28 1.364(6) . ?
N23 C24 1.385(6) . ?
N23 C32 1.488(7) . ?
C24 O29 1.222(6) . ?
C24 N25 1.376(7) . ?
N25 C26 1.412(6) . ?
N25 C38 1.481(6) . ?
C26 O30 1.213(6) . ?
C26 C27 1.450(7) . ?
C27 C28 1.340(8) . ?
C27 C31 1.507(7) . ?
C32 C33 1.475(9) . ?
C33 C34 1.495(9) . ?
C34 O37 1.213(8) . ?
C34 O35 1.298(6) . ?
O35 C36 1.456(8) . ?
C38 C39 1.523(7) . ?
C39 C44 1.375(7) . ?
C39 C40 1.401(7) . ?
C40 O41 1.360(6) . ?
C40 C44 1.398(7) 2_666 ?
O41 C42 1.438(6) . ?
C42 C43 1.499(8) . ?
C44 C40 1.398(7) 2_666 ?

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
C6 N1 C2 120.6(5) . . ?
C6 N1 C10 121.1(4) . . ?
C2 N1 C10 118.2(4) . . ?
O7 C2 N3 122.7(4) . . ?
O7 C2 N1 121.4(5) . . ?
N3 C2 N1 115.9(4) . . ?
C2 N3 C4 125.5(4) . . ?
C2 N3 C16 117.4(4) . . ?
C4 N3 C16 117.1(5) . . ?
O8 C4 N3 120.2(4) . . ?
O8 C4 C5 125.4(5) . . ?
N3 C4 C5 114.3(5) . . ?
C6 C5 C4 119.3(5) . . ?
C6 C5 C9 123.9(4) . . ?
C4 C5 C9 116.8(5) . . ?
C5 C6 N1 123.9(4) . . ?
N1 C10 C11 112.1(5) . . ?
C12 C11 C10 114.0(5) . . ?
O15 C12 O13 121.7(6) . . ?
O15 C12 C11 125.1(5) . . ?
O13 C12 C11 113.1(4) . . ?
C12 O13 C14 116.6(4) . . ?
N3 C16 C17 115.0(4) . . ?
C18 C17 C19 119.0(4) . 2_775 ?
C18 C17 C16 124.1(4) . . ?
C19 C17 C16 116.9(4) 2_775 . ?
C17 C18 C19 121.6(4) . . ?
O20 C19 C18 125.9(4) . . ?
O20 C19 C17 114.7(4) . 2_775 ?
C18 C19 C17 119.4(5) . 2_775 ?
C19 O20 C21 117.0(4) . . ?
O20 C21 C22 107.3(4) . . ?
C28 N23 C24 121.9(5) . . ?
C28 N23 C32 120.6(4) . . ?
C24 N23 C32 117.4(4) . . ?
O29 C24 N25 122.5(4) . . ?
O29 C24 N23 122.1(5) . . ?
N25 C24 N23 115.4(4) . . ?
C24 N25 C26 125.5(4) . . ?
C24 N25 C38 116.7(4) . . ?
C26 N25 C38 117.8(4) . . ?
O30 C26 N25 120.0(4) . . ?
O30 C26 C27 125.3(4) . . ?
N25 C26 C27 114.8(5) . . ?
C28 C27 C26 119.2(4) . . ?
C28 C27 C31 123.4(5) . . ?
C26 C27 C31 117.4(5) . . ?
C27 C28 N23 122.9(4) . . ?
C33 C32 N23 113.8(5) . . ?
C32 C33 C34 117.3(4) . . ?
O37 C34 O35 121.3(6) . . ?
O37 C34 C33 124.2(5) . . ?
O35 C34 C33 114.5(5) . . ?
C34 O35 C36 116.8(5) . . ?
N25 C38 C39 111.7(4) . . ?
C44 C39 C40 118.8(5) . . ?
C44 C39 C38 123.9(4) . . ?
C40 C39 C38 117.3(4) . . ?
O41 C40 C44 124.4(4) . 2_666 ?
O41 C40 C39 115.8(5) . . ?
C44 C40 C39 119.8(4) 2_666 . ?
C40 O41 C42 117.1(4) . . ?
O41 C42 C43 106.9(5) . . ?
C39 C44 C40 121.4(4) . 2_666 ?

_diffrn_measured_fraction_theta_max 0.835
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.835
_refine_diff_density_max         0.735
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.080
_database_code_depnum_ccdc_archive 'CCDC 948169'
