# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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 
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data_120h_343K
_database_code_depnum_ccdc_archive 'CCDC 1472988'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_THETM01_120h_343K           
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Data from very weakly diffracting crystal. All the alerts are due to compromises made to confirm that the crystal structure was still that of the reacted stage 1 crystal.
;
# Added during the CSD deposition process: Friday 08 April 2016 07:28 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'(E)-3-(2-Ethoxyphenyl)propenoic acid and trans-2,4-bis(2-ethoxyphenyl)-trans-1,3-cyclobutane-dicarboxylic acid'
_chemical_name_common            
;
ortho-ethoxy-trans-cinnamic acid and 2,2'-diethoxy alpha-truxillic acid 
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 O6, C11 H12 O3'
_chemical_formula_sum            'C33 H36 O9'
_chemical_formula_weight         576.62

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.435(6)
_cell_length_b                   11.431(8)
_cell_length_c                   17.048(12)
_cell_angle_alpha                105.141(14)
_cell_angle_beta                 92.907(18)
_cell_angle_gamma                104.043(16)
_cell_volume                     1527.8(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    241
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      17.80

_exptl_crystal_description       needle
_exptl_crystal_colour            'opaque white'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.640
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.091
_shelx_estimated_absorpt_T_min   0.944
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5034
_diffrn_reflns_av_unetI/netI     0.4045
_diffrn_reflns_av_R_equivalents  0.2045
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.247
_diffrn_reflns_theta_max         19.999
_diffrn_reflns_theta_full        19.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2827
_reflns_number_gt                691
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1804P)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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.068(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2827
_refine_ls_number_parameters     165
_refine_ls_number_restraints     153
_refine_ls_R_factor_all          0.3670
_refine_ls_R_factor_gt           0.1381
_refine_ls_wR_factor_ref         0.4215
_refine_ls_wR_factor_gt          0.3010
_refine_ls_goodness_of_fit_ref   0.912
_refine_ls_restrained_S_all      0.907
_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
C1C C 0.1848(6) 0.6211(4) 0.3950(3) 0.061(4) Uani 1 1 d G U . . .
C2C C 0.1847(7) 0.6061(4) 0.3105(3) 0.067(4) Uani 1 1 d G U . . .
C3C C 0.0351(8) 0.5747(6) 0.2603(4) 0.077(5) Uani 1 1 d G U . . .
H3C H 0.0346 0.5621 0.2041 0.092 Uiso 1 1 calc R U . . .
C4C C -0.1118(7) 0.5624(7) 0.2940(5) 0.093(6) Uani 1 1 d G U . . .
H4C H -0.2103 0.5409 0.2599 0.112 Uiso 1 1 calc R U . . .
C5C C -0.1149(6) 0.5815(8) 0.3769(5) 0.094(6) Uani 1 1 d G U . . .
H5C H -0.2138 0.5753 0.3993 0.113 Uiso 1 1 calc R U . . .
C6C C 0.0329(6) 0.6101(6) 0.4262(4) 0.079(5) Uani 1 1 d G U . . .
H6C H 0.0314 0.6226 0.4823 0.094 Uiso 1 1 calc R U . . .
C11C C 0.3396(6) 0.6439(4) 0.4463(3) 0.064(5) Uani 1 1 d G U . . .
H11C H 0.4348 0.6498 0.4207 0.076 Uiso 1 1 calc R U . . .
C12C C 0.3564(7) 0.6569(5) 0.5260(3) 0.080(5) Uani 1 1 d G U . . .
H12C H 0.2643 0.6559 0.5539 0.097 Uiso 1 1 calc R U . . .
C13C C 0.5157(8) 0.6728(6) 0.5716(3) 0.080(6) Uani 1 1 d G U . . .
C21C C 0.3454(10) 0.6287(9) 0.2005(3) 0.095(6) Uani 1 1 d G U . . .
H21A H 0.2822 0.6833 0.1878 0.114 Uiso 1 1 calc R U . . .
H21B H 0.3006 0.5450 0.1635 0.114 Uiso 1 1 calc R U . . .
C22C C 0.5256(11) 0.6780(11) 0.1908(4) 0.131(8) Uani 1 1 d G U . . .
H22A H 0.5599 0.7674 0.2149 0.197 Uiso 1 1 calc R U . . .
H22B H 0.5392 0.6590 0.1337 0.197 Uiso 1 1 calc R U . . .
H22C H 0.5914 0.6388 0.2177 0.197 Uiso 1 1 calc R U . . .
O11C O 0.5056(10) 0.6746(7) 0.6481(3) 0.119(5) Uani 1 1 d G U . . .
H1C H 0.5974 0.6836 0.6710 0.179 Uiso 1 1 calc R U . . .
O12C O 0.6475(7) 0.6813(7) 0.5410(4) 0.087(4) Uani 1 1 d G U . . .
O21C O 0.3371(8) 0.6257(6) 0.2832(3) 0.086(4) Uani 1 1 d G U . . .
C1D C 0.9924(11) 0.0091(7) 0.2470(4) 0.034(10) Uiso 0.501(7) 1 d G . P A 1
C2D C 0.9504(13) -0.0364(8) 0.3132(5) 0.038(10) Uiso 0.501(7) 1 d G . P A 1
C3D C 1.0613(15) -0.0829(10) 0.3512(6) 0.066(11) Uiso 0.501(7) 1 d G . P A 1
H3D H 1.0338 -0.1135 0.3955 0.079 Uiso 0.501(7) 1 calc R U P A 1
C4D C 1.2141(15) -0.0838(11) 0.3229(7) 0.075(12) Uiso 0.501(7) 1 d G . P A 1
H4D H 1.2877 -0.1150 0.3485 0.090 Uiso 0.501(7) 1 calc R U P A 1
C5D C 1.2560(13) -0.0383(11) 0.2567(7) 0.094(15) Uiso 0.501(7) 1 d G . P A 1
H5D H 1.3575 -0.0388 0.2378 0.112 Uiso 0.501(7) 1 calc R U P A 1
C6D C 1.1452(11) 0.0082(9) 0.2187(5) 0.072(11) Uiso 0.501(7) 1 d G . P A 1
H6D H 1.1727 0.0388 0.1743 0.086 Uiso 0.501(7) 1 calc R U P A 1
C11D C 0.8762(9) 0.0698(6) 0.2109(4) 0.069(11) Uiso 0.501(7) 1 d G . P A 1
H11D H 0.7622 0.0253 0.2129 0.082 Uiso 0.501(7) 1 calc R U P A 1
C12D C 0.8921(9) 0.0914(6) 0.1256(4) 0.046(9) Uiso 0.501(7) 1 d DG . P A 1
H12D H 0.9941 0.0763 0.1053 0.055 Uiso 0.501(7) 1 calc R U P A 1
C13D C 0.7474(10) 0.0280(6) 0.0613(4) 0.047(7) Uiso 0.501(7) 1 d DG . P A 1
C21D C 0.7706(16) -0.0676(11) 0.4110(6) 0.140(14) Uiso 0.501(7) 1 d DG . P A 1
H21C H 0.8538 -0.0156 0.4561 0.168 Uiso 0.501(7) 1 calc R U P A 1
H21D H 0.7697 -0.1550 0.4031 0.168 Uiso 0.501(7) 1 calc R U P A 1
C22D C 0.6032(16) -0.0480(13) 0.4271(7) 0.140(14) Uiso 0.501(7) 1 d DG . P A 1
H22D H 0.6058 -0.0063 0.4841 0.210 Uiso 0.501(7) 1 calc R U P A 1
H22E H 0.5226 -0.1279 0.4128 0.210 Uiso 0.501(7) 1 calc R U P A 1
H22F H 0.5748 0.0028 0.3947 0.210 Uiso 0.501(7) 1 calc R U P A 1
O11D O 0.7808(13) 0.0296(7) -0.0128(4) 0.063(7) Uiso 0.501(7) 1 d DG . P A 1
H1D H 0.6974 -0.0058 -0.0454 0.094 Uiso 0.501(7) 1 calc R U P A 1
O12D O 0.6088(10) -0.0113(7) 0.0795(5) 0.067(8) Uiso 0.501(7) 1 d DG . P A 1
O21D O 0.8013(13) -0.0308(9) 0.3369(5) 0.080(8) Uiso 0.501(7) 1 d DG . P A 1
C1E C 0.7787(10) 0.2897(6) 0.1324(4) 0.056(11) Uiso 0.501(7) 1 d G . P A 1
C2E C 0.8089(12) 0.3333(7) 0.0619(5) 0.062(11) Uiso 0.501(7) 1 d G . P A 1
C3E C 0.6903(13) 0.3716(8) 0.0257(5) 0.037(8) Uiso 0.501(7) 1 d G . P A 1
H3E H 0.7095 0.3992 -0.0205 0.044 Uiso 0.501(7) 1 calc R U P A 1
C4E C 0.5407(13) 0.3700(10) 0.0574(6) 0.057(10) Uiso 0.501(7) 1 d G . P A 1
H4E H 0.4608 0.3964 0.0322 0.069 Uiso 0.501(7) 1 calc R U P A 1
C5E C 0.5112(12) 0.3291(10) 0.1262(6) 0.058(10) Uiso 0.501(7) 1 d G . P A 1
H5E H 0.4116 0.3281 0.1474 0.069 Uiso 0.501(7) 1 calc R U P A 1
C6E C 0.6295(11) 0.2900(8) 0.1632(5) 0.073(11) Uiso 0.501(7) 1 d G . P A 1
H6E H 0.6091 0.2632 0.2096 0.087 Uiso 0.501(7) 1 calc R U P A 1
C11E C 0.9113(9) 0.2403(6) 0.1653(4) 0.043(9) Uiso 0.501(7) 1 d G . P A 1
H11E H 1.0213 0.2905 0.1618 0.052 Uiso 0.501(7) 1 calc R U P A 1
C12E C 0.9008(10) 0.2164(6) 0.2485(4) 0.038(11) Uiso 0.501(7) 1 d DG . P A 1
H12E H 0.8071 0.2378 0.2750 0.045 Uiso 0.501(7) 1 calc R U P A 1
C13E C 1.0642(11) 0.2744(7) 0.3024(4) 0.058(5) Uiso 0.501(7) 1 d DG . P A 1
C21E C 0.9692(14) 0.3156(10) -0.0493(5) 0.14(3) Uiso 0.501(7) 1 d G . P A 1
H21E H 0.9702 0.3940 -0.0615 0.169 Uiso 0.501(7) 1 calc R U P A 1
H21F H 0.8741 0.2513 -0.0813 0.169 Uiso 0.501(7) 1 calc R U P A 1
C22E C 1.1268(15) 0.2781(12) -0.0711(6) 0.113(16) Uiso 0.501(7) 1 d G . P A 1
H22G H 1.2135 0.3520 -0.0675 0.169 Uiso 0.501(7) 1 calc R U P A 1
H22H H 1.1082 0.2232 -0.1259 0.169 Uiso 0.501(7) 1 calc R U P A 1
H22I H 1.1577 0.2354 -0.0336 0.169 Uiso 0.501(7) 1 calc R U P A 1
O11E O 1.0571(14) 0.2729(8) 0.3790(4) 0.086(17) Uiso 0.501(7) 1 d DG . P A 1
H1E H 1.1484 0.3069 0.4052 0.129 Uiso 0.501(7) 1 calc R U P A 1
O12E O 1.1932(10) 0.3135(8) 0.2747(5) 0.066(4) Uiso 0.501(7) 1 d DG . P A 1
O21E O 0.9598(12) 0.3296(8) 0.0351(5) 0.052(6) Uiso 0.501(7) 1 d G . P A 1
C1F C 0.7939(11) 0.0371(8) 0.2994(4) 0.042(9) Uiso 0.499(7) 1 d G . P A 2
C2F C 0.9198(12) -0.0226(8) 0.3013(5) 0.084(16) Uiso 0.499(7) 1 d G . P A 2
C3F C 0.9258(14) -0.0927(9) 0.3563(6) 0.076(12) Uiso 0.499(7) 1 d G . P A 2
H3F H 1.0093 -0.1326 0.3577 0.091 Uiso 0.499(7) 1 calc R U P A 2
C4F C 0.8058(16) -0.1030(11) 0.4095(6) 0.118(17) Uiso 0.499(7) 1 d G . P A 2
H4F H 0.8096 -0.1499 0.4463 0.141 Uiso 0.499(7) 1 calc R U P A 2
C5F C 0.6798(15) -0.0432(12) 0.4077(6) 0.089(10) Uiso 0.499(7) 1 d G . P A 2
H5F H 0.6002 -0.0504 0.4432 0.107 Uiso 0.499(7) 1 calc R U P A 2
C6F C 0.6739(13) 0.0268(10) 0.3526(5) 0.089(10) Uiso 0.499(7) 1 d G . P A 2
H6F H 0.5903 0.0667 0.3512 0.107 Uiso 0.499(7) 1 calc R U P A 2
C11F C 0.7807(9) 0.1101(6) 0.2370(4) 0.052(10) Uiso 0.499(7) 1 d DG . P A 2
H11F H 0.6828 0.1418 0.2431 0.063 Uiso 0.499(7) 1 calc R U P A 2
C12F C 0.7806(9) 0.0404(6) 0.1444(4) 0.050(9) Uiso 0.499(7) 1 d DG . P A 2
H12F H 0.8095 -0.0388 0.1407 0.060 Uiso 0.499(7) 1 calc R U P A 2
C13F C 0.6269(9) 0.0140(7) 0.0868(5) 0.047(7) Uiso 0.499(7) 1 d DG . P A 2
C21F C 1.1817(12) -0.0499(10) 0.2566(7) 0.088(15) Uiso 0.499(7) 1 d G . P A 2
H21G H 1.1512 -0.1395 0.2506 0.106 Uiso 0.499(7) 1 calc R U P A 2
H21H H 1.2430 -0.0069 0.3103 0.106 Uiso 0.499(7) 1 calc R U P A 2
C22F C 1.2850(12) -0.0219(12) 0.1912(7) 0.095(14) Uiso 0.499(7) 1 d G . P A 2
H22J H 1.2780 -0.0986 0.1496 0.142 Uiso 0.499(7) 1 calc R U P A 2
H22K H 1.3975 0.0162 0.2148 0.142 Uiso 0.499(7) 1 calc R U P A 2
H22L H 1.2455 0.0347 0.1674 0.142 Uiso 0.499(7) 1 calc R U P A 2
O11F O 0.6521(11) -0.0016(7) 0.0099(4) 0.077(8) Uiso 0.499(7) 1 d DG . P A 2
H1F H 0.5643 -0.0160 -0.0184 0.115 Uiso 0.499(7) 1 calc R U P A 2
O12F O 0.4908(9) 0.0118(9) 0.1112(6) 0.057(7) Uiso 0.499(7) 1 d DG . P A 2
O21F O 1.0358(11) -0.0068(8) 0.2479(5) 0.062(8) Uiso 0.499(7) 1 d G . P A 2
C1G C 0.9544(10) 0.2135(7) 0.0761(4) 0.077(12) Uiso 0.499(7) 1 d G . P A 2
C2G C 0.8381(11) 0.2829(7) 0.0623(5) 0.080(13) Uiso 0.499(7) 1 d G . P A 2
C3G C 0.8594(14) 0.3423(9) 0.0019(5) 0.089(13) Uiso 0.499(7) 1 d G . P A 2
H3G H 0.7893 0.3907 -0.0061 0.106 Uiso 0.499(7) 1 calc R U P A 2
C4G C 0.9862(15) 0.3311(11) -0.0482(6) 0.027(14) Uiso 0.499(7) 1 d G . P A 2
H4G H 0.9899 0.3644 -0.0926 0.032 Uiso 0.499(7) 1 calc R U P A 2
C5G C 1.1047(14) 0.2724(12) -0.0336(6) 0.074(12) Uiso 0.499(7) 1 d G . P A 2
H5G H 1.1946 0.2735 -0.0630 0.088 Uiso 0.499(7) 1 calc R U P A 2
C6G C 1.0832(11) 0.2108(10) 0.0279(5) 0.092(13) Uiso 0.499(7) 1 d G . P A 2
H6G H 1.1578 0.1663 0.0369 0.110 Uiso 0.499(7) 1 calc R U P A 2
C11G C 0.9426(9) 0.1454(6) 0.1415(4) 0.047(9) Uiso 0.499(7) 1 d DG . P A 2
H11G H 1.0360 0.1084 0.1409 0.056 Uiso 0.499(7) 1 calc R U P A 2
C12G C 0.9394(9) 0.2247(6) 0.2345(4) 0.040(11) Uiso 0.499(7) 1 d DG . P A 2
H12G H 0.8996 0.2979 0.2330 0.048 Uiso 0.499(7) 1 calc R U P A 2
C13G C 1.0959(11) 0.2696(7) 0.2933(4) 0.058(5) Uiso 0.499(7) 1 d DG . P A 2
C21G C 0.5780(13) 0.3265(9) 0.0879(6) 0.071(11) Uiso 0.499(7) 1 d G . P A 2
H21I H 0.5247 0.2769 0.0336 0.085 Uiso 0.499(7) 1 calc R U P A 2
H21J H 0.6168 0.4135 0.0876 0.085 Uiso 0.499(7) 1 calc R U P A 2
C22G C 0.4570(13) 0.3149(11) 0.1509(7) 0.097(14) Uiso 0.499(7) 1 d G . P A 2
H22M H 0.3748 0.2359 0.1315 0.145 Uiso 0.499(7) 1 calc R U P A 2
H22N H 0.4049 0.3823 0.1590 0.145 Uiso 0.499(7) 1 calc R U P A 2
H22O H 0.5152 0.3190 0.2019 0.145 Uiso 0.499(7) 1 calc R U P A 2
O11G O 1.0701(13) 0.2804(8) 0.3701(4) 0.060(14) Uiso 0.499(7) 1 d DG . P A 2
H1G H 1.1587 0.3032 0.3992 0.090 Uiso 0.499(7) 1 calc R U P A 2
O12G O 1.2329(10) 0.2890(9) 0.2691(6) 0.066(4) Uiso 0.499(7) 1 d DG . P A 2
O21G O 0.7168(11) 0.2804(7) 0.1109(5) 0.063(7) Uiso 0.499(7) 1 d G . P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1C C6C 1.4024 . ?
C1C C2C 1.4055 . ?
C1C C11C 1.4624 . ?
C2C O21C 1.3760 . ?
C2C C3C 1.4016 . ?
C3C C4C 1.3844 . ?
C3C H3C 0.9300 . ?
C4C C5C 1.3758 . ?
C4C H4C 0.9300 . ?
C5C C6C 1.3859 . ?
C5C H5C 0.9300 . ?
C6C H6C 0.9300 . ?
C11C C12C 1.3247 . ?
C11C H11C 0.9300 . ?
C12C C13C 1.4642 . ?
C12C H12C 0.9300 . ?
C13C O12C 1.2459 . ?
C13C O11C 1.3050 . ?
C21C O21C 1.4242 . ?
C21C C22C 1.5204 . ?
C21C H21A 0.9700 . ?
C21C H21B 0.9700 . ?
C22C H22A 0.9600 . ?
C22C H22B 0.9600 . ?
C22C H22C 0.9600 . ?
O11C H1C 0.8200 . ?
C1D C2D 1.3891 . ?
C1D C6D 1.4003 . ?
C1D C11D 1.5217 . ?
C2D O21D 1.3515 . ?
C2D C3D 1.3906 . ?
C3D C4D 1.4003 . ?
C3D H3D 0.9300 . ?
C4D C5D 1.3891 . ?
C4D H4D 0.9300 . ?
C5D C6D 1.3906 . ?
C5D H5D 0.9300 . ?
C6D H6D 0.9300 . ?
C11D C12D 1.5435 . ?
C11D C12E 1.5871 . ?
C11D H11D 0.9800 . ?
C12D C13D 1.4960 . ?
C12D C11E 1.6230 . ?
C12D H12D 0.9800 . ?
C13D O12D 1.2324 . ?
C13D O11D 1.3112 . ?
C21D O21D 1.4479 . ?
C21D C22D 1.5100 . ?
C21D H21C 0.9700 . ?
C21D H21D 0.9700 . ?
C22D H22D 0.9600 . ?
C22D H22E 0.9600 . ?
C22D H22F 0.9600 . ?
O11D H1D 0.8200 . ?
C1E C6E 1.3879 . ?
C1E C2E 1.4284 . ?
C1E C11E 1.5147 . ?
C2E C3E 1.3656 . ?
C2E O21E 1.3804 . ?
C3E C4E 1.3956 . ?
C3E H3E 0.9300 . ?
C4E C5E 1.3847 . ?
C4E H4E 0.9300 . ?
C5E C6E 1.3761 . ?
C5E H5E 0.9300 . ?
C6E H6E 0.9300 . ?
C11E C12E 1.5147 . ?
C11E H11E 0.9800 . ?
C12E C13E 1.5143 . ?
C12E H12E 0.9800 . ?
C13E O12E 1.2375 . ?
C13E O11E 1.3147 . ?
C21E O21E 1.4129 . ?
C21E C22E 1.5275 . ?
C21E H21E 0.9700 . ?
C21E H21F 0.9700 . ?
C22E H22G 0.9600 . ?
C22E H22H 0.9600 . ?
C22E H22I 0.9600 . ?
O11E H1E 0.8200 . ?
C1F C6F 1.3972 . ?
C1F C2F 1.3989 . ?
C1F C11F 1.5287 . ?
C2F O21F 1.3820 . ?
C2F C3F 1.3898 . ?
C3F C4F 1.3971 . ?
C3F H3F 0.9300 . ?
C4F C5F 1.3988 . ?
C4F H4F 0.9300 . ?
C5F C6F 1.3898 . ?
C5F H5F 0.9300 . ?
C6F H6F 0.9300 . ?
C11F C12F 1.5720 . ?
C11F C12G 1.6413 . ?
C11F H11F 0.9800 . ?
C12F C13F 1.5042 . ?
C12F C11G 1.5979 . ?
C12F H12F 0.9800 . ?
C13F O12F 1.2374 . ?
C13F O11F 1.3106 . ?
C21F O21F 1.4472 . ?
C21F C22F 1.5020 . ?
C21F H21G 0.9700 . ?
C21F H21H 0.9700 . ?
C22F H22J 0.9600 . ?
C22F H22K 0.9600 . ?
C22F H22L 0.9600 . ?
O11F H1F 0.8200 . ?
C1G C6G 1.3960 . ?
C1G C2G 1.4485 . ?
C1G C11G 1.5129 . ?
C2G O21G 1.3485 . ?
C2G C3G 1.3699 . ?
C3G C4G 1.4120 . ?
C3G H3G 0.9300 . ?
C4G C5G 1.3784 . ?
C4G H4G 0.9300 . ?
C5G C6G 1.4030 . ?
C5G H5G 0.9300 . ?
C6G H6G 0.9300 . ?
C11G C12G 1.6115 . ?
C11G H11G 0.9800 . ?
C12G C13G 1.5097 . ?
C12G H12G 0.9800 . ?
C13G O12G 1.2355 . ?
C13G O11G 1.3177 . ?
C21G O21G 1.4704 . ?
C21G C22G 1.5281 . ?
C21G H21I 0.9700 . ?
C21G H21J 0.9700 . ?
C22G H22M 0.9600 . ?
C22G H22N 0.9600 . ?
C22G H22O 0.9600 . ?
O11G H1G 0.8200 . ?

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
C6C C1C C2C 117.7 . . ?
C6C C1C C11C 122.6 . . ?
C2C C1C C11C 119.7 . . ?
O21C C2C C3C 124.4 . . ?
O21C C2C C1C 115.8 . . ?
C3C C2C C1C 119.7 . . ?
C4C C3C C2C 120.2 . . ?
C4C C3C H3C 119.9 . . ?
C2C C3C H3C 119.9 . . ?
C5C C4C C3C 121.2 . . ?
C5C C4C H4C 119.4 . . ?
C3C C4C H4C 119.4 . . ?
C4C C5C C6C 118.4 . . ?
C4C C5C H5C 120.8 . . ?
C6C C5C H5C 120.8 . . ?
C5C C6C C1C 122.6 . . ?
C5C C6C H6C 118.7 . . ?
C1C C6C H6C 118.7 . . ?
C12C C11C C1C 125.8 . . ?
C12C C11C H11C 117.1 . . ?
C1C C11C H11C 117.1 . . ?
C11C C12C C13C 122.0 . . ?
C11C C12C H12C 119.0 . . ?
C13C C12C H12C 119.0 . . ?
O12C C13C O11C 122.9 . . ?
O12C C13C C12C 124.0 . . ?
O11C C13C C12C 113.0 . . ?
O21C C21C C22C 107.6 . . ?
O21C C21C H21A 110.2 . . ?
C22C C21C H21A 110.2 . . ?
O21C C21C H21B 110.2 . . ?
C22C C21C H21B 110.2 . . ?
H21A C21C H21B 108.5 . . ?
C21C C22C H22A 109.5 . . ?
C21C C22C H22B 109.5 . . ?
H22A C22C H22B 109.5 . . ?
C21C C22C H22C 109.5 . . ?
H22A C22C H22C 109.5 . . ?
H22B C22C H22C 109.5 . . ?
C13C O11C H1C 109.5 . . ?
C2C O21C C21C 118.0 . . ?
C2D C1D C6D 120.2 . . ?
C2D C1D C11D 118.8 . . ?
C6D C1D C11D 120.8 . . ?
O21D C2D C1D 116.2 . . ?
O21D C2D C3D 124.3 . . ?
C1D C2D C3D 119.5 . . ?
C2D C3D C4D 120.3 . . ?
C2D C3D H3D 119.9 . . ?
C4D C3D H3D 119.9 . . ?
C5D C4D C3D 120.2 . . ?
C5D C4D H4D 119.9 . . ?
C3D C4D H4D 119.9 . . ?
C4D C5D C6D 119.5 . . ?
C4D C5D H5D 120.2 . . ?
C6D C5D H5D 120.2 . . ?
C5D C6D C1D 120.3 . . ?
C5D C6D H6D 119.9 . . ?
C1D C6D H6D 119.9 . . ?
C1D C11D C12D 120.9 . . ?
C1D C11D C12E 117.6 . . ?
C12D C11D C12E 88.9 . . ?
C1D C11D H11D 109.3 . . ?
C12D C11D H11D 109.3 . . ?
C12E C11D H11D 109.3 . . ?
C13D C12D C11D 117.3 . . ?
C13D C12D C11E 113.7 . . ?
C11D C12D C11E 90.0 . . ?
C13D C12D H12D 111.4 . . ?
C11D C12D H12D 111.4 . . ?
C11E C12D H12D 111.4 . . ?
O12D C13D O11D 124.8 . . ?
O12D C13D C12D 121.3 . . ?
O11D C13D C12D 113.6 . . ?
O21D C21D C22D 104.3 . . ?
O21D C21D H21C 110.9 . . ?
C22D C21D H21C 110.9 . . ?
O21D C21D H21D 110.9 . . ?
C22D C21D H21D 110.9 . . ?
H21C C21D H21D 108.9 . . ?
C21D C22D H22D 109.5 . . ?
C21D C22D H22E 109.5 . . ?
H22D C22D H22E 109.5 . . ?
C21D C22D H22F 109.5 . . ?
H22D C22D H22F 109.5 . . ?
H22E C22D H22F 109.5 . . ?
C13D O11D H1D 109.5 . . ?
C2D O21D C21D 113.9 . . ?
C6E C1E C2E 118.6 . . ?
C6E C1E C11E 125.0 . . ?
C2E C1E C11E 116.4 . . ?
C3E C2E O21E 125.4 . . ?
C3E C2E C1E 119.6 . . ?
O21E C2E C1E 115.0 . . ?
C2E C3E C4E 120.7 . . ?
C2E C3E H3E 119.6 . . ?
C4E C3E H3E 119.6 . . ?
C5E C4E C3E 120.0 . . ?
C5E C4E H4E 120.0 . . ?
C3E C4E H4E 120.0 . . ?
C6E C5E C4E 119.9 . . ?
C6E C5E H5E 120.1 . . ?
C4E C5E H5E 120.1 . . ?
C5E C6E C1E 121.2 . . ?
C5E C6E H6E 119.4 . . ?
C1E C6E H6E 119.4 . . ?
C12E C11E C1E 118.2 . . ?
C12E C11E C12D 88.6 . . ?
C1E C11E C12D 114.9 . . ?
C12E C11E H11E 111.1 . . ?
C1E C11E H11E 111.1 . . ?
C12D C11E H11E 111.1 . . ?
C13E C12E C11E 111.2 . . ?
C13E C12E C11D 110.1 . . ?
C11E C12E C11D 92.4 . . ?
C13E C12E H12E 113.8 . . ?
C11E C12E H12E 113.8 . . ?
C11D C12E H12E 113.8 . . ?
O12E C13E O11E 123.8 . . ?
O12E C13E C12E 122.1 . . ?
O11E C13E C12E 114.0 . . ?
O21E C21E C22E 108.7 . . ?
O21E C21E H21E 110.0 . . ?
C22E C21E H21E 110.0 . . ?
O21E C21E H21F 110.0 . . ?
C22E C21E H21F 110.0 . . ?
H21E C21E H21F 108.3 . . ?
C21E C22E H22G 109.5 . . ?
C21E C22E H22H 109.5 . . ?
H22G C22E H22H 109.5 . . ?
C21E C22E H22I 109.5 . . ?
H22G C22E H22I 109.5 . . ?
H22H C22E H22I 109.5 . . ?
C13E O11E H1E 109.5 . . ?
C2E O21E C21E 116.7 . . ?
C6F C1F C2F 120.4 . . ?
C6F C1F C11F 118.8 . . ?
C2F C1F C11F 120.7 . . ?
O21F C2F C3F 122.9 . . ?
O21F C2F C1F 117.3 . . ?
C3F C2F C1F 119.9 . . ?
C2F C3F C4F 119.7 . . ?
C2F C3F H3F 120.1 . . ?
C4F C3F H3F 120.1 . . ?
C3F C4F C5F 120.4 . . ?
C3F C4F H4F 119.8 . . ?
C5F C4F H4F 119.8 . . ?
C6F C5F C4F 119.9 . . ?
C6F C5F H5F 120.1 . . ?
C4F C5F H5F 120.1 . . ?
C5F C6F C1F 119.7 . . ?
C5F C6F H6F 120.1 . . ?
C1F C6F H6F 120.1 . . ?
C1F C11F C12F 117.5 . . ?
C1F C11F C12G 118.6 . . ?
C12F C11F C12G 91.8 . . ?
C1F C11F H11F 109.3 . . ?
C12F C11F H11F 109.3 . . ?
C12G C11F H11F 109.3 . . ?
C13F C12F C11F 118.0 . . ?
C13F C12F C11G 121.1 . . ?
C11F C12F C11G 89.5 . . ?
C13F C12F H12F 108.9 . . ?
C11F C12F H12F 108.9 . . ?
C11G C12F H12F 108.9 . . ?
O12F C13F O11F 123.8 . . ?
O12F C13F C12F 122.2 . . ?
O11F C13F C12F 113.9 . . ?
O21F C21F C22F 107.8 . . ?
O21F C21F H21G 110.2 . . ?
C22F C21F H21G 110.2 . . ?
O21F C21F H21H 110.2 . . ?
C22F C21F H21H 110.2 . . ?
H21G C21F H21H 108.5 . . ?
C21F C22F H22J 109.5 . . ?
C21F C22F H22K 109.5 . . ?
H22J C22F H22K 109.5 . . ?
C21F C22F H22L 109.5 . . ?
H22J C22F H22L 109.5 . . ?
H22K C22F H22L 109.5 . . ?
C13F O11F H1F 109.5 . . ?
C2F O21F C21F 118.9 . . ?
C6G C1G C2G 118.8 . . ?
C6G C1G C11G 118.9 . . ?
C2G C1G C11G 122.3 . . ?
O21G C2G C3G 126.6 . . ?
O21G C2G C1G 115.3 . . ?
C3G C2G C1G 118.1 . . ?
C2G C3G C4G 121.0 . . ?
C2G C3G H3G 119.5 . . ?
C4G C3G H3G 119.5 . . ?
C5G C4G C3G 122.1 . . ?
C5G C4G H4G 118.9 . . ?
C3G C4G H4G 118.9 . . ?
C4G C5G C6G 116.8 . . ?
C4G C5G H5G 121.6 . . ?
C6G C5G H5G 121.6 . . ?
C1G C6G C5G 122.7 . . ?
C1G C6G H6G 118.6 . . ?
C5G C6G H6G 118.6 . . ?
C1G C11G C12F 121.8 . . ?
C1G C11G C12G 118.1 . . ?
C12F C11G C12G 91.9 . . ?
C1G C11G H11G 107.8 . . ?
C12F C11G H11G 107.8 . . ?
C12G C11G H11G 107.8 . . ?
C13G C12G C11G 118.9 . . ?
C13G C12G C11F 124.6 . . ?
C11G C12G C11F 86.6 . . ?
C13G C12G H12G 108.2 . . ?
C11G C12G H12G 108.2 . . ?
C11F C12G H12G 108.2 . . ?
O12G C13G O11G 124.9 . . ?
O12G C13G C12G 121.6 . . ?
O11G C13G C12G 113.5 . . ?
O21G C21G C22G 107.5 . . ?
O21G C21G H21I 110.2 . . ?
C22G C21G H21I 110.2 . . ?
O21G C21G H21J 110.2 . . ?
C22G C21G H21J 110.2 . . ?
H21I C21G H21J 108.5 . . ?
C21G C22G H22M 109.5 . . ?
C21G C22G H22N 109.5 . . ?
H22M C22G H22N 109.5 . . ?
C21G C22G H22O 109.5 . . ?
H22M C22G H22O 109.5 . . ?
H22N C22G H22O 109.5 . . ?
C13G O11G H1G 109.5 . . ?
C2G O21G C21G 116.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6C C1C C2C O21C 175.9 . . . . ?
C11C C1C C2C O21C -5.7 . . . . ?
C6C C1C C2C C3C -3.3 . . . . ?
C11C C1C C2C C3C 175.2 . . . . ?
O21C C2C C3C C4C -177.0 . . . . ?
C1C C2C C3C C4C 2.0 . . . . ?
C2C C3C C4C C5C 0.5 . . . . ?
C3C C4C C5C C6C -1.7 . . . . ?
C4C C5C C6C C1C 0.4 . . . . ?
C2C C1C C6C C5C 2.1 . . . . ?
C11C C1C C6C C5C -176.3 . . . . ?
C6C C1C C11C C12C -0.1 . . . . ?
C2C C1C C11C C12C -178.4 . . . . ?
C1C C11C C12C C13C 176.6 . . . . ?
C11C C12C C13C O12C 3.5 . . . . ?
C11C C12C C13C O11C -175.2 . . . . ?
C3C C2C O21C C21C 7.6 . . . . ?
C1C C2C O21C C21C -171.5 . . . . ?
C22C C21C O21C C2C 168.4 . . . . ?
C6D C1D C2D O21D 179.4 . . . . ?
C11D C1D C2D O21D 4.6 . . . . ?
C6D C1D C2D C3D 0.0 . . . . ?
C11D C1D C2D C3D -174.8 . . . . ?
O21D C2D C3D C4D -179.3 . . . . ?
C1D C2D C3D C4D 0.0 . . . . ?
C2D C3D C4D C5D 0.0 . . . . ?
C3D C4D C5D C6D 0.0 . . . . ?
C4D C5D C6D C1D 0.0 . . . . ?
C2D C1D C6D C5D 0.0 . . . . ?
C11D C1D C6D C5D 174.7 . . . . ?
C2D C1D C11D C12D -164.4 . . . . ?
C6D C1D C11D C12D 20.8 . . . . ?
C2D C1D C11D C12E 88.9 . . . . ?
C6D C1D C11D C12E -85.9 . . . . ?
C1D C11D C12D C13D 119.5 . . . . ?
C12E C11D C12D C13D -118.5 . . . . ?
C1D C11D C12D C11E -123.6 . . . . ?
C12E C11D C12D C11E -1.7 . . . . ?
C11D C12D C13D O12D 18.7 . . . . ?
C11E C12D C13D O12D -84.4 . . . . ?
C11D C12D C13D O11D -167.0 . . . . ?
C11E C12D C13D O11D 89.9 . . . . ?
C1D C2D O21D C21D -174.1 . . . . ?
C3D C2D O21D C21D 5.2 . . . . ?
C22D C21D O21D C2D 177.3 . . . . ?
C6E C1E C2E C3E -1.2 . . . . ?
C11E C1E C2E C3E 175.8 . . . . ?
C6E C1E C2E O21E -179.8 . . . . ?
C11E C1E C2E O21E -2.8 . . . . ?
O21E C2E C3E C4E 179.1 . . . . ?
C1E C2E C3E C4E 0.7 . . . . ?
C2E C3E C4E C5E 0.0 . . . . ?
C3E C4E C5E C6E -0.1 . . . . ?
C4E C5E C6E C1E -0.4 . . . . ?
C2E C1E C6E C5E 1.1 . . . . ?
C11E C1E C6E C5E -175.6 . . . . ?
C6E C1E C11E C12E -14.7 . . . . ?
C2E C1E C11E C12E 168.5 . . . . ?
C6E C1E C11E C12D 87.9 . . . . ?
C2E C1E C11E C12D -88.9 . . . . ?
C13D C12D C11E C12E 121.8 . . . . ?
C11D C12D C11E C12E 1.7 . . . . ?
C13D C12D C11E C1E 1.2 . . . . ?
C11D C12D C11E C1E -118.9 . . . . ?
C1E C11E C12E C13E -131.4 . . . . ?
C12D C11E C12E C13E 111.0 . . . . ?
C1E C11E C12E C11D 116.0 . . . . ?
C12D C11E C12E C11D -1.7 . . . . ?
C1D C11D C12E C13E 12.9 . . . . ?
C12D C11D C12E C13E -111.9 . . . . ?
C1D C11D C12E C11E 126.5 . . . . ?
C12D C11D C12E C11E 1.8 . . . . ?
C11E C12E C13E O12E -12.8 . . . . ?
C11D C12E C13E O12E 88.2 . . . . ?
C11E C12E C13E O11E 170.6 . . . . ?
C11D C12E C13E O11E -88.4 . . . . ?
C3E C2E O21E C21E -26.3 . . . . ?
C1E C2E O21E C21E 152.2 . . . . ?
C22E C21E O21E C2E -164.8 . . . . ?
C6F C1F C2F O21F -179.0 . . . . ?
C11F C1F C2F O21F 3.6 . . . . ?
C6F C1F C2F C3F 0.0 . . . . ?
C11F C1F C2F C3F -177.4 . . . . ?
O21F C2F C3F C4F 178.9 . . . . ?
C1F C2F C3F C4F 0.0 . . . . ?
C2F C3F C4F C5F 0.0 . . . . ?
C3F C4F C5F C6F 0.0 . . . . ?
C4F C5F C6F C1F 0.0 . . . . ?
C2F C1F C6F C5F 0.0 . . . . ?
C11F C1F C6F C5F 177.4 . . . . ?
C6F C1F C11F C12F -125.2 . . . . ?
C2F C1F C11F C12F 52.2 . . . . ?
C6F C1F C11F C12G 125.9 . . . . ?
C2F C1F C11F C12G -56.7 . . . . ?
C1F C11F C12F C13F 114.5 . . . . ?
C12G C11F C12F C13F -121.7 . . . . ?
C1F C11F C12F C11G -120.1 . . . . ?
C12G C11F C12F C11G 3.7 . . . . ?
C11F C12F C13F O12F -20.7 . . . . ?
C11G C12F C13F O12F -128.6 . . . . ?
C11F C12F C13F O11F 157.0 . . . . ?
C11G C12F C13F O11F 49.1 . . . . ?
C3F C2F O21F C21F -8.6 . . . . ?
C1F C2F O21F C21F 170.3 . . . . ?
C22F C21F O21F C2F 179.7 . . . . ?
C6G C1G C2G O21G 179.6 . . . . ?
C11G C1G C2G O21G -1.2 . . . . ?
C6G C1G C2G C3G 0.4 . . . . ?
C11G C1G C2G C3G 179.5 . . . . ?
O21G C2G C3G C4G -176.0 . . . . ?
C1G C2G C3G C4G 3.1 . . . . ?
C2G C3G C4G C5G -7.3 . . . . ?
C3G C4G C5G C6G 7.3 . . . . ?
C2G C1G C6G C5G -0.1 . . . . ?
C11G C1G C6G C5G -179.3 . . . . ?
C4G C5G C6G C1G -3.7 . . . . ?
C6G C1G C11G C12F -124.0 . . . . ?
C2G C1G C11G C12F 56.8 . . . . ?
C6G C1G C11G C12G 123.8 . . . . ?
C2G C1G C11G C12G -55.3 . . . . ?
C13F C12F C11G C1G -6.2 . . . . ?
C11F C12F C11G C1G -129.0 . . . . ?
C13F C12F C11G C12G 119.0 . . . . ?
C11F C12F C11G C12G -3.8 . . . . ?
C1G C11G C12G C13G -100.3 . . . . ?
C12F C11G C12G C13G 131.7 . . . . ?
C1G C11G C12G C11F 131.6 . . . . ?
C12F C11G C12G C11F 3.6 . . . . ?
C1F C11F C12G C13G -4.0 . . . . ?
C12F C11F C12G C13G -126.8 . . . . ?
C1F C11F C12G C11G 119.2 . . . . ?
C12F C11F C12G C11G -3.7 . . . . ?
C11G C12G C13G O12G 26.6 . . . . ?
C11F C12G C13G O12G 134.0 . . . . ?
C11G C12G C13G O11G -151.0 . . . . ?
C11F C12G C13G O11G -43.6 . . . . ?
C3G C2G O21G C21G 11.6 . . . . ?
C1G C2G O21G C21G -167.6 . . . . ?
C22G C21G O21G C2G 179.9 . . . . ?

_refine_diff_density_max         0.416
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.126


_exptl_crystal_recrystallization_method 
'Crystallised from ethyl acetate followed by photoreaction at 343 K.'
####################################################################### 
# 
# 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_12h_343K
_database_code_depnum_ccdc_archive 'CCDC 1472989'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'(E)-3-(2-Ethoxyphenyl)propenoic acid andtrans-2,4-bis(2-ethoxyphenyl)-trans-1,3-cyclobutane-dicarboxylic acid'
_chemical_name_common            
'(E)-3-(2-Ethoxyphenyl)propenoic acid andtrans-2,4-bis(2-ethoxyphenyl)-trans-1,3-cyclobutane-dicarboxylic acid'
_chemical_melting_point          ?
_chemical_formula_moiety         '0.219(C22 H24 O6), 2.562(C11 H12 O3)'
_chemical_formula_sum            'C33 H36 O9'
_chemical_formula_weight         576.62

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.6164(10)
_cell_length_b                   10.8765(14)
_cell_length_c                   17.292(2)
_cell_angle_alpha                93.157(2)
_cell_angle_beta                 92.001(2)
_cell_angle_gamma                112.657(3)
_cell_volume                     1490.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    923
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      24.08

_exptl_crystal_description       irregular
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8551
_diffrn_reflns_av_unetI/netI     0.0557
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.182
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5499
_reflns_number_gt                2949
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0620P)²+0.0626P] 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         5499
_refine_ls_number_parameters     418
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1136
_refine_ls_R_factor_gt           0.0516
_refine_ls_wR_factor_ref         0.1416
_refine_ls_wR_factor_gt          0.1169
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_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
C1A C 1.0120(5) 0.0257(4) 0.2201(3) 0.0485(14) Uani 0.781(3) 1 d . . P A 2
C2A C 1.0060(5) 0.0216(4) 0.3008(3) 0.0487(19) Uani 0.781(3) 1 d . . P A 2
C3A C 1.1473(5) 0.0300(5) 0.3463(2) 0.0545(10) Uani 0.781(3) 1 d . . P A 2
H3A H 1.1429 0.0286 0.4010 0.065 Uiso 0.781(3) 1 calc R U P A 2
C4A C 1.2926(5) 0.0402(6) 0.3120(2) 0.0603(12) Uani 0.781(3) 1 d . . P A 2
H4A H 1.3877 0.0434 0.3428 0.072 Uiso 0.781(3) 1 calc R U P A 2
C5A C 1.3004(5) 0.0457(5) 0.2317(3) 0.061(3) Uani 0.781(3) 1 d . . P A 2
H5A H 1.4015 0.0547 0.2078 0.073 Uiso 0.781(3) 1 calc R U P A 2
C6A C 1.1619(5) 0.0381(5) 0.1877(3) 0.0549(18) Uani 0.781(3) 1 d . . P A 2
H6A H 1.1684 0.0415 0.1330 0.066 Uiso 0.781(3) 1 calc R U P A 2
C11A C 0.8621(4) 0.0171(3) 0.17306(17) 0.0459(8) Uani 0.781(3) 1 d . . P A 2
H11A H 0.7661 0.0112 0.2005 0.055 Uiso 0.781(3) 1 calc R U P A 2
C12A C 0.8464(4) 0.0167(3) 0.09625(17) 0.0525(9) Uani 0.781(3) 1 d . . P A 2
H12A H 0.9403 0.0234 0.0670 0.063 Uiso 0.781(3) 1 calc R U P A 2
C13A C 0.6903(5) 0.0065(4) 0.0553(2) 0.0505(9) Uani 0.781(3) 1 d . . P A 2
C21A C 0.8434(4) 0.0065(5) 0.4142(2) 0.0492(14) Uani 0.781(3) 1 d . . P A 2
H21A H 0.9326 0.0863 0.4413 0.059 Uiso 0.781(3) 1 calc R U P A 2
H21B H 0.8551 -0.0743 0.4325 0.059 Uiso 0.781(3) 1 calc R U P A 2
C22A C 0.6728(4) 0.0050(4) 0.4295(3) 0.0532(13) Uani 0.781(3) 1 d . . P A 2
H22A H 0.6639 0.0863 0.4120 0.080 Uiso 0.781(3) 1 calc R U P A 2
H22B H 0.6566 0.0011 0.4853 0.080 Uiso 0.781(3) 1 calc R U P A 2
H22C H 0.5861 -0.0735 0.4014 0.080 Uiso 0.781(3) 1 calc R U P A 2
O11A O 0.6944(5) 0.0094(3) -0.01777(15) 0.0577(7) Uani 0.781(3) 1 d . . P A 2
H1A H 0.6001 0.0025 -0.0368 0.087 Uiso 0.781(3) 1 calc R U P A 2
O12A O 0.5639(5) -0.0046(4) 0.09329(16) 0.0634(17) Uani 0.781(3) 1 d . . P A 2
O21A O 0.8568(3) 0.0095(3) 0.3309(2) 0.0523(13) Uani 0.781(3) 1 d . . P A 2
C1B C 0.7815(4) 0.3434(5) 0.1263(3) 0.0394(15) Uani 0.781(3) 1 d . . P A 2
C2B C 0.7819(4) 0.3338(4) 0.0445(3) 0.038(2) Uani 0.781(3) 1 d . . P A 2
C3B C 0.6445(4) 0.3311(6) -0.00049(18) 0.0452(12) Uani 0.781(3) 1 d . . P A 2
H3B H 0.6449 0.3238 -0.0555 0.054 Uiso 0.781(3) 1 calc R U P A 2
C4B C 0.5077(5) 0.3391(6) 0.03439(19) 0.0498(16) Uani 0.781(3) 1 d . . P A 2
H4B H 0.4142 0.3382 0.0033 0.060 Uiso 0.781(3) 1 calc R U P A 2
C5B C 0.5044(7) 0.3483(4) 0.1145(2) 0.054(6) Uani 0.781(3) 1 d . . P A 2
H5B H 0.4086 0.3522 0.1383 0.064 Uiso 0.781(3) 1 calc R U P A 2
C6B C 0.6407(4) 0.3516(6) 0.1592(2) 0.0461(15) Uani 0.781(3) 1 d . . P A 2
H6B H 0.6388 0.3597 0.2141 0.055 Uiso 0.781(3) 1 calc R U P A 2
C11B C 0.9283(3) 0.3489(3) 0.17385(15) 0.0379(7) Uani 0.781(3) 1 d . . P A 2
H11B H 1.0254 0.3553 0.1472 0.045 Uiso 0.781(3) 1 calc R U P A 2
C12B C 0.9393(4) 0.3458(3) 0.25109(15) 0.0427(8) Uani 0.781(3) 1 d . . P A 2
H12B H 0.8441 0.3381 0.2796 0.051 Uiso 0.781(3) 1 calc R U P A 2
C13B C 1.0935(5) 0.3538(5) 0.2928(2) 0.0446(11) Uani 0.781(3) 1 d . . P A 2
C21B C 0.9269(4) 0.3128(5) -0.0685(2) 0.0385(13) Uani 0.781(3) 1 d . . P A 2
H21C H 0.9216 0.3923 -0.0919 0.046 Uiso 0.781(3) 1 calc R U P A 2
H21D H 0.8298 0.2329 -0.0903 0.046 Uiso 0.781(3) 1 calc R U P A 2
C22B C 1.0888(4) 0.2989(4) -0.0853(3) 0.0505(13) Uani 0.781(3) 1 d . . P A 2
H22D H 1.1838 0.3805 -0.0656 0.076 Uiso 0.781(3) 1 calc R U P A 2
H22E H 1.0938 0.2847 -0.1414 0.076 Uiso 0.781(3) 1 calc R U P A 2
H22F H 1.0948 0.2225 -0.0598 0.076 Uiso 0.781(3) 1 calc R U P A 2
O11B O 1.0788(5) 0.3355(4) 0.36527(13) 0.0470(9) Uani 0.781(3) 1 d . . P A 2
H1B H 1.1712 0.3404 0.3856 0.071 Uiso 0.781(3) 1 calc R U P A 2
O12B O 1.2268(5) 0.3746(3) 0.25858(16) 0.0560(16) Uani 0.781(3) 1 d . . P A 2
O21B O 0.9229(3) 0.3270(3) 0.01446(18) 0.0421(11) Uani 0.781(3) 1 d . . P A 2
C1C C 0.2262(3) 0.6688(2) 0.42763(12) 0.0392(5) Uani 1 1 d . . . . .
C2C C 0.2372(3) 0.6803(2) 0.34742(12) 0.0412(6) Uani 1 1 d . . . . .
C3C C 0.1009(3) 0.6809(3) 0.30212(14) 0.0569(7) Uani 1 1 d . . . . .
H3C H 0.1087 0.6888 0.2478 0.068 Uiso 1 1 calc R U . . .
C4C C -0.0454(3) 0.6700(3) 0.33638(15) 0.0628(8) Uani 1 1 d . . . . .
H4C H -0.1386 0.6695 0.3051 0.075 Uiso 1 1 calc R U . . .
C5C C -0.0589(3) 0.6598(3) 0.41498(15) 0.0588(7) Uani 1 1 d . . . . .
H5C H -0.1600 0.6533 0.4380 0.071 Uiso 1 1 calc R U . . .
C6C C 0.0753(3) 0.6591(2) 0.45989(13) 0.0492(6) Uani 1 1 d . . . . .
H6C H 0.0657 0.6518 0.5142 0.059 Uiso 1 1 calc R U . . .
C11C C 0.3684(3) 0.6644(2) 0.47435(12) 0.0399(6) Uani 1 1 d . . . . .
H11C H 0.4673 0.6750 0.4481 0.048 Uiso 1 1 calc R U . . .
C12C C 0.3736(3) 0.6471(2) 0.54975(12) 0.0463(6) Uani 1 1 d . . . . .
H12C H 0.2779 0.6384 0.5781 0.056 Uiso 1 1 calc R U . . .
C13C C 0.5223(3) 0.6409(2) 0.59071(12) 0.0447(6) Uani 1 1 d . . . . .
C21C C 0.4027(3) 0.6984(2) 0.23604(11) 0.0422(6) Uani 1 1 d . . . . .
H21E H 0.3945 0.7817 0.2198 0.051 Uiso 1 1 calc R U . . .
H21F H 0.3124 0.6214 0.2073 0.051 Uiso 1 1 calc R U . . .
C22C C 0.5723(3) 0.6975(2) 0.21985(12) 0.0462(6) Uani 1 1 d . . . . .
H22G H 0.6599 0.7704 0.2515 0.069 Uiso 1 1 calc R U . . .
H22H H 0.5919 0.7095 0.1648 0.069 Uiso 1 1 calc R U . . .
H22I H 0.5758 0.6119 0.2327 0.069 Uiso 1 1 calc R U . . .
O11C O 0.50424(19) 0.61456(17) 0.66263(8) 0.0582(5) Uani 1 1 d . . . . .
H1C H 0.5944 0.6138 0.6822 0.087 Uiso 1 1 calc R U . . .
O12C O 0.6561(2) 0.66056(16) 0.55754(8) 0.0538(5) Uani 1 1 d . . . . .
O21C O 0.38640(17) 0.69009(16) 0.31813(8) 0.0452(4) Uani 1 1 d . . . . .
C1D C 1.0212(6) 0.0474(5) 0.2369(3) 0.032(6) Uiso 0.219(3) 1 d G . P A 1
C2D C 1.0063(8) 0.0097(6) 0.3125(3) 0.030(6) Uiso 0.219(3) 1 d G . P A 1
C3D C 1.1344(10) -0.0185(7) 0.3512(4) 0.044(5) Uiso 0.219(3) 1 d G . P A 1
H3D H 1.1221 -0.0467 0.4025 0.053 Uiso 0.219(3) 1 calc R U P A 1
C4D C 1.2787(10) -0.0043(9) 0.3130(4) 0.066(8) Uiso 0.219(3) 1 d G . P A 1
H4D H 1.3665 -0.0211 0.3391 0.079 Uiso 0.219(3) 1 calc R U P A 1
C5D C 1.2973(9) 0.0332(9) 0.2386(4) 0.050(10) Uiso 0.219(3) 1 d G . P A 1
H5D H 1.3959 0.0410 0.2128 0.061 Uiso 0.219(3) 1 calc R U P A 1
C6D C 1.1691(7) 0.0597(7) 0.2015(3) 0.058(9) Uiso 0.219(3) 1 d G . P A 1
H6D H 1.1826 0.0872 0.1501 0.069 Uiso 0.219(3) 1 calc R U P A 1
C11D C 0.8885(5) 0.0911(4) 0.2049(2) 0.034(3) Uiso 0.219(3) 1 d G . P A 1
H11D H 0.7742 0.0251 0.2152 0.040 Uiso 0.219(3) 1 calc R U P A 1
C12D C 0.8918(5) 0.1267(4) 0.1198(2) 0.033(2) Uiso 0.219(3) 1 d G . P A 1
H12D H 0.9931 0.1246 0.0942 0.039 Uiso 0.219(3) 1 calc R U P A 1
C13D C 0.7274(6) 0.0497(5) 0.0708(3) 0.033(4) Uiso 0.219(3) 1 d G . P A 1
C21D C 0.8467(11) -0.0154(8) 0.4255(3) 0.063(8) Uiso 0.219(3) 1 d G . P A 1
H21G H 0.9416 0.0573 0.4548 0.076 Uiso 0.219(3) 1 calc R U P A 1
H21H H 0.8509 -0.1019 0.4378 0.076 Uiso 0.219(3) 1 calc R U P A 1
C22D C 0.6806(11) -0.0100(11) 0.4475(3) 0.048(6) Uiso 0.219(3) 1 d G . P A 1
H22J H 0.6689 -0.0201 0.5032 0.073 Uiso 0.219(3) 1 calc R U P A 1
H22K H 0.6779 0.0761 0.4353 0.073 Uiso 0.219(3) 1 calc R U P A 1
H22L H 0.5876 -0.0825 0.4183 0.073 Uiso 0.219(3) 1 calc R U P A 1
O11D O 0.7495(9) 0.0441(6) -0.0045(2) 0.056(4) Uiso 0.219(3) 1 d G . P A 1
H1D H 0.6564 0.0011 -0.0288 0.085 Uiso 0.219(3) 1 calc R U P A 1
O12D O 0.5885(5) 0.0121(6) 0.0963(3) 0.048(6) Uiso 0.219(3) 1 d G . P A 1
O21D O 0.8587(8) -0.0004(6) 0.3444(3) 0.037(5) Uiso 0.219(3) 1 d G . P A 1
C1E C 0.7815(7) 0.3231(5) 0.1140(3) 0.039(7) Uiso 0.219(3) 1 d G . P A 1
C2E C 0.7898(8) 0.3447(6) 0.0359(3) 0.029(8) Uiso 0.219(3) 1 d G . P A 1
C3E C 0.6609(10) 0.3676(8) -0.0042(4) 0.056(8) Uiso 0.219(3) 1 d G . P A 1
H3E H 0.6668 0.3822 -0.0579 0.068 Uiso 0.219(3) 1 calc R U P A 1
C4E C 0.5237(11) 0.3686(9) 0.0357(5) 0.082(11) Uiso 0.219(3) 1 d G . P A 1
H4E H 0.4357 0.3840 0.0088 0.098 Uiso 0.219(3) 1 calc R U P A 1
C5E C 0.5134(10) 0.3477(10) 0.1129(5) 0.05(2) Uiso 0.219(3) 1 d G . P A 1
H5E H 0.4196 0.3493 0.1397 0.058 Uiso 0.219(3) 1 calc R U P A 1
C6E C 0.6418(8) 0.3241(7) 0.1516(4) 0.046(8) Uiso 0.219(3) 1 d G . P A 1
H6E H 0.6342 0.3083 0.2051 0.055 Uiso 0.219(3) 1 calc R U P A 1
C11E C 0.9116(5) 0.2759(4) 0.1475(2) 0.027(2) Uiso 0.219(3) 1 d G . P A 1
H11F H 1.0272 0.3406 0.1377 0.032 Uiso 0.219(3) 1 calc R U P A 1
C12E C 0.9060(6) 0.2405(4) 0.2326(2) 0.032(2) Uiso 0.219(3) 1 d G . P A 1
H12E H 0.8032 0.2416 0.2572 0.038 Uiso 0.219(3) 1 calc R U P A 1
C13E C 1.0669(7) 0.3165(5) 0.2832(3) 0.030(5) Uiso 0.219(3) 1 d G . P A 1
C21E C 0.9327(11) 0.3345(9) -0.0807(3) 0.046(7) Uiso 0.219(3) 1 d G . P A 1
H21I H 0.9326 0.4176 -0.1013 0.055 Uiso 0.219(3) 1 calc R U P A 1
H21J H 0.8309 0.2587 -0.1028 0.055 Uiso 0.219(3) 1 calc R U P A 1
C22E C 1.0906(11) 0.3132(10) -0.1023(3) 0.042(6) Uiso 0.219(3) 1 d G . P A 1
H22M H 1.0940 0.3063 -0.1589 0.064 Uiso 0.219(3) 1 calc R U P A 1
H22N H 1.1905 0.3888 -0.0802 0.064 Uiso 0.219(3) 1 calc R U P A 1
H22O H 1.0892 0.2306 -0.0817 0.064 Uiso 0.219(3) 1 calc R U P A 1
O11E O 1.0434(9) 0.3064(6) 0.3571(2) 0.080(7) Uiso 0.219(3) 1 d G . P A 1
H1E H 1.1347 0.3496 0.3828 0.120 Uiso 0.219(3) 1 calc R U P A 1
O12E O 1.2057(7) 0.3665(5) 0.2568(3) 0.021(4) Uiso 0.219(3) 1 d G . P A 1
O21E O 0.9338(9) 0.3439(6) 0.0027(3) 0.037(5) Uiso 0.219(3) 1 d G . P A 1


_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
C1A C6A 1.388(4) . ?
C1A C2A 1.402(6) . ?
C1A C11A 1.471(5) . ?
C2A O21A 1.366(3) . ?
C2A C3A 1.395(5) . ?
C3A C4A 1.372(4) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.395(5) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.365(5) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C11A C12A 1.330(4) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.461(5) . ?
C12A H12A 0.9500 . ?
C13A O12A 1.261(4) . ?
C13A O11A 1.266(4) . ?
C21A O21A 1.449(4) . ?
C21A C22A 1.497(4) . ?
C21A H21A 0.9900 . ?
C21A H21B 0.9900 . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
O11A H1A 0.8400 . ?
C1B C6B 1.389(5) . ?
C1B C2B 1.412(5) . ?
C1B C11B 1.464(4) . ?
C2B O21B 1.365(3) . ?
C2B C3B 1.383(4) . ?
C3B C4B 1.372(4) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.386(4) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.370(5) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C11B C12B 1.339(3) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.459(4) . ?
C12B H12B 0.9500 . ?
C13B O12B 1.257(3) . ?
C13B O11B 1.283(3) . ?
C21B O21B 1.437(4) . ?
C21B C22B 1.496(3) . ?
C21B H21C 0.9900 . ?
C21B H21D 0.9900 . ?
C22B H22D 0.9800 . ?
C22B H22E 0.9800 . ?
C22B H22F 0.9800 . ?
O11B H1B 0.8400 . ?
C1C C6C 1.401(3) . ?
C1C C2C 1.403(3) . ?
C1C C11C 1.462(3) . ?
C2C O21C 1.366(2) . ?
C2C C3C 1.391(3) . ?
C3C C4C 1.378(3) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.375(3) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.373(3) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
C11C C12C 1.329(3) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.468(3) . ?
C12C H12C 0.9500 . ?
C13C O12C 1.254(2) . ?
C13C O11C 1.293(2) . ?
C21C O21C 1.436(2) . ?
C21C C22C 1.501(3) . ?
C21C H21E 0.9900 . ?
C21C H21F 0.9900 . ?
C22C H22G 0.9800 . ?
C22C H22H 0.9800 . ?
C22C H22I 0.9800 . ?
O11C H1C 0.8400 . ?
C1D C2D 1.3865 . ?
C1D C6D 1.3961 . ?
C1D C11D 1.4980 . ?
C2D O21D 1.3716 . ?
C2D C3D 1.4117 . ?
C3D C4D 1.3884 . ?
C3D H3D 0.9500 . ?
C4D C5D 1.3674 . ?
C4D H4D 0.9500 . ?
C5D C6D 1.3890 . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?
C11D C12D 1.5394 . ?
C11D C12E 1.6166 . ?
C11D H11D 1.0000 . ?
C12D C13D 1.5337 . ?
C12D C11E 1.6083 . ?
C12D H12D 1.0000 . ?
C13D O12D 1.2148 . ?
C13D O11D 1.3234 . ?
C21D O21D 1.4229 . ?
C21D C22D 1.5150 . ?
C21D H21G 0.9900 . ?
C21D H21H 0.9900 . ?
C22D H22J 0.9800 . ?
C22D H22K 0.9800 . ?
C22D H22L 0.9800 . ?
O11D H1D 0.8400 . ?
C1E C2E 1.3829 . ?
C1E C6E 1.3919 . ?
C1E C11E 1.5117 . ?
C2E O21E 1.3878 . ?
C2E C3E 1.3985 . ?
C3E C4E 1.3933 . ?
C3E H3E 0.9500 . ?
C4E C5E 1.3664 . ?
C4E H4E 0.9500 . ?
C5E C6E 1.3866 . ?
C5E H5E 0.9500 . ?
C6E H6E 0.9500 . ?
C11E C12E 1.5393 . ?
C11E H11F 1.0000 . ?
C12E C13E 1.5245 . ?
C12E H12E 1.0000 . ?
C13E O12E 1.2245 . ?
C13E O11E 1.3047 . ?
C21E O21E 1.4391 . ?
C21E C22E 1.5213 . ?
C21E H21I 0.9900 . ?
C21E H21J 0.9900 . ?
C22E H22M 0.9800 . ?
C22E H22N 0.9800 . ?
C22E H22O 0.9800 . ?
O11E H1E 0.8400 . ?

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
C6A C1A C2A 117.8(4) . . ?
C6A C1A C11A 122.5(4) . . ?
C2A C1A C11A 119.7(3) . . ?
O21A C2A C3A 123.3(5) . . ?
O21A C2A C1A 116.3(4) . . ?
C3A C2A C1A 120.4(3) . . ?
C4A C3A C2A 120.1(4) . . ?
C4A C3A H3A 119.9 . . ?
C2A C3A H3A 119.9 . . ?
C3A C4A C5A 119.9(3) . . ?
C3A C4A H4A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C6A C5A C4A 119.6(4) . . ?
C6A C5A H5A 120.2 . . ?
C4A C5A H5A 120.2 . . ?
C5A C6A C1A 122.1(5) . . ?
C5A C6A H6A 118.9 . . ?
C1A C6A H6A 118.9 . . ?
C12A C11A C1A 127.0(3) . . ?
C12A C11A H11A 116.5 . . ?
C1A C11A H11A 116.5 . . ?
C11A C12A C13A 122.4(3) . . ?
C11A C12A H12A 118.8 . . ?
C13A C12A H12A 118.8 . . ?
O12A C13A O11A 125.0(4) . . ?
O12A C13A C12A 119.5(3) . . ?
O11A C13A C12A 115.5(3) . . ?
O21A C21A C22A 106.3(4) . . ?
O21A C21A H21A 110.5 . . ?
C22A C21A H21A 110.5 . . ?
O21A C21A H21B 110.5 . . ?
C22A C21A H21B 110.5 . . ?
H21A C21A H21B 108.7 . . ?
C21A C22A H22A 109.5 . . ?
C21A C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
C21A C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C13A O11A H1A 109.5 . . ?
C2A O21A C21A 118.9(3) . . ?
C6B C1B C2B 117.8(3) . . ?
C6B C1B C11B 121.9(4) . . ?
C2B C1B C11B 120.3(3) . . ?
O21B C2B C3B 123.6(4) . . ?
O21B C2B C1B 116.1(3) . . ?
C3B C2B C1B 120.4(3) . . ?
C4B C3B C2B 119.9(3) . . ?
C4B C3B H3B 120.0 . . ?
C2B C3B H3B 120.0 . . ?
C3B C4B C5B 120.7(3) . . ?
C3B C4B H4B 119.6 . . ?
C5B C4B H4B 119.6 . . ?
C6B C5B C4B 119.4(5) . . ?
C6B C5B H5B 120.3 . . ?
C4B C5B H5B 120.3 . . ?
C5B C6B C1B 121.7(4) . . ?
C5B C6B H6B 119.1 . . ?
C1B C6B H6B 119.1 . . ?
C12B C11B C1B 126.5(3) . . ?
C12B C11B H11B 116.7 . . ?
C1B C11B H11B 116.7 . . ?
C11B C12B C13B 121.9(3) . . ?
C11B C12B H12B 119.1 . . ?
C13B C12B H12B 119.1 . . ?
O12B C13B O11B 124.2(3) . . ?
O12B C13B C12B 121.4(3) . . ?
O11B C13B C12B 114.3(3) . . ?
O21B C21B C22B 107.0(3) . . ?
O21B C21B H21C 110.3 . . ?
C22B C21B H21C 110.3 . . ?
O21B C21B H21D 110.3 . . ?
C22B C21B H21D 110.3 . . ?
H21C C21B H21D 108.6 . . ?
C21B C22B H22D 109.5 . . ?
C21B C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
C21B C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C13B O11B H1B 109.5 . . ?
C2B O21B C21B 118.1(3) . . ?
C6C C1C C2C 117.9(2) . . ?
C6C C1C C11C 122.2(2) . . ?
C2C C1C C11C 119.83(19) . . ?
O21C C2C C3C 123.5(2) . . ?
O21C C2C C1C 116.24(19) . . ?
C3C C2C C1C 120.3(2) . . ?
C4C C3C C2C 119.7(2) . . ?
C4C C3C H3C 120.2 . . ?
C2C C3C H3C 120.2 . . ?
C5C C4C C3C 121.2(2) . . ?
C5C C4C H4C 119.4 . . ?
C3C C4C H4C 119.4 . . ?
C6C C5C C4C 119.3(2) . . ?
C6C C5C H5C 120.3 . . ?
C4C C5C H5C 120.3 . . ?
C5C C6C C1C 121.6(2) . . ?
C5C C6C H6C 119.2 . . ?
C1C C6C H6C 119.2 . . ?
C12C C11C C1C 126.7(2) . . ?
C12C C11C H11C 116.6 . . ?
C1C C11C H11C 116.6 . . ?
C11C C12C C13C 122.2(2) . . ?
C11C C12C H12C 118.9 . . ?
C13C C12C H12C 118.9 . . ?
O12C C13C O11C 123.3(2) . . ?
O12C C13C C12C 121.7(2) . . ?
O11C C13C C12C 115.0(2) . . ?
O21C C21C C22C 106.88(16) . . ?
O21C C21C H21E 110.3 . . ?
C22C C21C H21E 110.3 . . ?
O21C C21C H21F 110.3 . . ?
C22C C21C H21F 110.3 . . ?
H21E C21C H21F 108.6 . . ?
C21C C22C H22G 109.5 . . ?
C21C C22C H22H 109.5 . . ?
H22G C22C H22H 109.5 . . ?
C21C C22C H22I 109.5 . . ?
H22G C22C H22I 109.5 . . ?
H22H C22C H22I 109.5 . . ?
C13C O11C H1C 109.5 . . ?
C2C O21C C21C 118.50(15) . . ?
C2D C1D C6D 117.6 . . ?
C2D C1D C11D 116.5 . . ?
C6D C1D C11D 125.3 . . ?
O21D C2D C1D 115.0 . . ?
O21D C2D C3D 124.0 . . ?
C1D C2D C3D 121.0 . . ?
C4D C3D C2D 118.8 . . ?
C4D C3D H3D 120.6 . . ?
C2D C3D H3D 120.6 . . ?
C5D C4D C3D 121.6 . . ?
C5D C4D H4D 119.2 . . ?
C3D C4D H4D 119.2 . . ?
C4D C5D C6D 118.6 . . ?
C4D C5D H5D 120.7 . . ?
C6D C5D H5D 120.7 . . ?
C5D C6D C1D 122.5 . . ?
C5D C6D H6D 118.7 . . ?
C1D C6D H6D 118.7 . . ?
C1D C11D C12D 119.2 . . ?
C1D C11D C12E 116.5 . . ?
C12D C11D C12E 89.6 . . ?
C1D C11D H11D 110.0 . . ?
C12D C11D H11D 110.0 . . ?
C12E C11D H11D 110.0 . . ?
C13D C12D C11D 114.6 . . ?
C13D C12D C11E 112.4 . . ?
C11D C12D C11E 90.4 . . ?
C13D C12D H12D 112.6 . . ?
C11D C12D H12D 112.6 . . ?
C11E C12D H12D 112.6 . . ?
O12D C13D O11D 122.4 . . ?
O12D C13D C12D 124.0 . . ?
O11D C13D C12D 113.0 . . ?
O21D C21D C22D 107.7 . . ?
O21D C21D H21G 110.2 . . ?
C22D C21D H21G 110.2 . . ?
O21D C21D H21H 110.2 . . ?
C22D C21D H21H 110.2 . . ?
H21G C21D H21H 108.5 . . ?
C21D C22D H22J 109.5 . . ?
C21D C22D H22K 109.5 . . ?
H22J C22D H22K 109.5 . . ?
C21D C22D H22L 109.5 . . ?
H22J C22D H22L 109.5 . . ?
H22K C22D H22L 109.5 . . ?
C13D O11D H1D 109.5 . . ?
C2D O21D C21D 118.0 . . ?
C2E C1E C6E 118.5 . . ?
C2E C1E C11E 115.6 . . ?
C6E C1E C11E 124.9 . . ?
C1E C2E O21E 115.2 . . ?
C1E C2E C3E 120.7 . . ?
O21E C2E C3E 124.1 . . ?
C4E C3E C2E 119.0 . . ?
C4E C3E H3E 120.5 . . ?
C2E C3E H3E 120.5 . . ?
C5E C4E C3E 121.3 . . ?
C5E C4E H4E 119.4 . . ?
C3E C4E H4E 119.4 . . ?
C4E C5E C6E 119.0 . . ?
C4E C5E H5E 120.5 . . ?
C6E C5E H5E 120.5 . . ?
C5E C6E C1E 121.6 . . ?
C5E C6E H6E 119.2 . . ?
C1E C6E H6E 119.2 . . ?
C1E C11E C12E 119.6 . . ?
C1E C11E C12D 116.7 . . ?
C12E C11E C12D 89.9 . . ?
C1E C11E H11F 109.7 . . ?
C12E C11E H11F 109.7 . . ?
C12D C11E H11F 109.7 . . ?
C13E C12E C11E 115.4 . . ?
C13E C12E C11D 112.1 . . ?
C11E C12E C11D 90.1 . . ?
C13E C12E H12E 112.5 . . ?
C11E C12E H12E 112.5 . . ?
C11D C12E H12E 112.5 . . ?
O12E C13E O11E 123.8 . . ?
O12E C13E C12E 123.0 . . ?
O11E C13E C12E 112.5 . . ?
O21E C21E C22E 107.3 . . ?
O21E C21E H21I 110.3 . . ?
C22E C21E H21I 110.3 . . ?
O21E C21E H21J 110.3 . . ?
C22E C21E H21J 110.3 . . ?
H21I C21E H21J 108.5 . . ?
C21E C22E H22M 109.5 . . ?
C21E C22E H22N 109.5 . . ?
H22M C22E H22N 109.5 . . ?
C21E C22E H22O 109.5 . . ?
H22M C22E H22O 109.5 . . ?
H22N C22E H22O 109.5 . . ?
C13E O11E H1E 109.5 . . ?
C2E O21E C21E 117.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A C1A C2A O21A 179.9(4) . . . . ?
C11A C1A C2A O21A 0.0(6) . . . . ?
C6A C1A C2A C3A 0.0(6) . . . . ?
C11A C1A C2A C3A -179.8(4) . . . . ?
O21A C2A C3A C4A 179.1(4) . . . . ?
C1A C2A C3A C4A -1.0(7) . . . . ?
C2A C3A C4A C5A 1.7(8) . . . . ?
C3A C4A C5A C6A -1.4(8) . . . . ?
C4A C5A C6A C1A 0.4(8) . . . . ?
C2A C1A C6A C5A 0.3(7) . . . . ?
C11A C1A C6A C5A -179.8(4) . . . . ?
C6A C1A C11A C12A 1.7(6) . . . . ?
C2A C1A C11A C12A -178.5(3) . . . . ?
C1A C11A C12A C13A 179.4(4) . . . . ?
C11A C12A C13A O12A -1.2(6) . . . . ?
C11A C12A C13A O11A 179.0(3) . . . . ?
C3A C2A O21A C21A 0.6(6) . . . . ?
C1A C2A O21A C21A -179.2(3) . . . . ?
C22A C21A O21A C2A 175.1(3) . . . . ?
C6B C1B C2B O21B 179.5(4) . . . . ?
C11B C1B C2B O21B 1.6(6) . . . . ?
C6B C1B C2B C3B -0.8(7) . . . . ?
C11B C1B C2B C3B -178.8(4) . . . . ?
O21B C2B C3B C4B -179.7(5) . . . . ?
C1B C2B C3B C4B 0.6(8) . . . . ?
C2B C3B C4B C5B -0.7(9) . . . . ?
C3B C4B C5B C6B 1.0(8) . . . . ?
C4B C5B C6B C1B -1.3(7) . . . . ?
C2B C1B C6B C5B 1.1(7) . . . . ?
C11B C1B C6B C5B 179.1(4) . . . . ?
C6B C1B C11B C12B 8.6(6) . . . . ?
C2B C1B C11B C12B -173.5(3) . . . . ?
C1B C11B C12B C13B -179.1(4) . . . . ?
C11B C12B C13B O12B 5.7(6) . . . . ?
C11B C12B C13B O11B -173.1(3) . . . . ?
C3B C2B O21B C21B -1.6(6) . . . . ?
C1B C2B O21B C21B 178.0(3) . . . . ?
C22B C21B O21B C2B -176.4(3) . . . . ?
C6C C1C C2C O21C 179.7(2) . . . . ?
C11C C1C C2C O21C -1.6(3) . . . . ?
C6C C1C C2C C3C -0.4(3) . . . . ?
C11C C1C C2C C3C 178.3(2) . . . . ?
O21C C2C C3C C4C 179.7(2) . . . . ?
C1C C2C C3C C4C -0.1(4) . . . . ?
C2C C3C C4C C5C 0.7(4) . . . . ?
C3C C4C C5C C6C -0.7(4) . . . . ?
C4C C5C C6C C1C 0.1(4) . . . . ?
C2C C1C C6C C5C 0.4(3) . . . . ?
C11C C1C C6C C5C -178.3(2) . . . . ?
C6C C1C C11C C12C 2.3(4) . . . . ?
C2C C1C C11C C12C -176.4(2) . . . . ?
C1C C11C C12C C13C 178.4(2) . . . . ?
C11C C12C C13C O12C 4.8(4) . . . . ?
C11C C12C C13C O11C -175.5(2) . . . . ?
C3C C2C O21C C21C -1.5(3) . . . . ?
C1C C2C O21C C21C 178.32(19) . . . . ?
C22C C21C O21C C2C -175.72(19) . . . . ?
C6D C1D C2D O21D 179.8 . . . . ?
C11D C1D C2D O21D 8.7 . . . . ?
C6D C1D C2D C3D -1.6 . . . . ?
C11D C1D C2D C3D -172.7 . . . . ?
O21D C2D C3D C4D -179.8 . . . . ?
C1D C2D C3D C4D 1.7 . . . . ?
C2D C3D C4D C5D -1.5 . . . . ?
C3D C4D C5D C6D 1.1 . . . . ?
C4D C5D C6D C1D -1.0 . . . . ?
C2D C1D C6D C5D 1.3 . . . . ?
C11D C1D C6D C5D 171.5 . . . . ?
C2D C1D C11D C12D -176.6 . . . . ?
C6D C1D C11D C12D 13.1 . . . . ?
C2D C1D C11D C12E 77.8 . . . . ?
C6D C1D C11D C12E -92.6 . . . . ?
C1D C11D C12D C13D 125.2 . . . . ?
C12E C11D C12D C13D -114.3 . . . . ?
C1D C11D C12D C11E -119.8 . . . . ?
C12E C11D C12D C11E 0.7 . . . . ?
C11D C12D C13D O12D 31.8 . . . . ?
C11E C12D C13D O12D -69.5 . . . . ?
C11D C12D C13D O11D -157.0 . . . . ?
C11E C12D C13D O11D 101.6 . . . . ?
C1D C2D O21D C21D -169.1 . . . . ?
C3D C2D O21D C21D 12.3 . . . . ?
C22D C21D O21D C2D 174.3 . . . . ?
C6E C1E C2E O21E 179.2 . . . . ?
C11E C1E C2E O21E -11.3 . . . . ?
C6E C1E C2E C3E 0.3 . . . . ?
C11E C1E C2E C3E 169.8 . . . . ?
C1E C2E C3E C4E 0.1 . . . . ?
O21E C2E C3E C4E -178.7 . . . . ?
C2E C3E C4E C5E 0.0 . . . . ?
C3E C4E C5E C6E -0.5 . . . . ?
C4E C5E C6E C1E 0.9 . . . . ?
C2E C1E C6E C5E -0.8 . . . . ?
C11E C1E C6E C5E -169.2 . . . . ?
C2E C1E C11E C12E -176.1 . . . . ?
C6E C1E C11E C12E -7.4 . . . . ?
C2E C1E C11E C12D -69.7 . . . . ?
C6E C1E C11E C12D 99.1 . . . . ?
C13D C12D C11E C1E -7.3 . . . . ?
C11D C12D C11E C1E -124.2 . . . . ?
C13D C12D C11E C12E 116.2 . . . . ?
C11D C12D C11E C12E -0.7 . . . . ?
C1E C11E C12E C13E -123.6 . . . . ?
C12D C11E C12E C13E 115.4 . . . . ?
C1E C11E C12E C11D 121.7 . . . . ?
C12D C11E C12E C11D 0.7 . . . . ?
C1D C11D C12E C13E 4.5 . . . . ?
C12D C11D C12E C13E -118.3 . . . . ?
C1D C11D C12E C11E 122.1 . . . . ?
C12D C11D C12E C11E -0.7 . . . . ?
C11E C12E C13E O12E -23.8 . . . . ?
C11D C12E C13E O12E 77.5 . . . . ?
C11E C12E C13E O11E 165.0 . . . . ?
C11D C12E C13E O11E -93.7 . . . . ?
C1E C2E O21E C21E 165.9 . . . . ?
C3E C2E O21E C21E -15.2 . . . . ?
C22E C21E O21E C2E -171.1 . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O11A H1A O12A 0.84 1.70 2.522(5) 166 2_655
O11B H1B O12C 0.84 1.76 2.590(3) 170 2_766
O11C H1C O12B 0.84 1.78 2.607(4) 168 2_766
O11E H1E O12C 0.84 2.09 2.823(6) 146 2_766
O11C H1C O12E 0.84 1.92 2.75(2) 169 2_766
O11D H1D O12D 0.84 2.33 3.094(11) 152 2_655

_refine_diff_density_max         0.160
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.044


_exptl_crystal_recrystallization_method 
'Crystallised from ethyl acetate followed by photoreaction at 343 K.'
####################################################################### 
# 
# 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_18h_343K
_database_code_depnum_ccdc_archive 'CCDC 1472990'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'(E)-3-(2-Ethoxyphenyl)propenoic acid and trans-2,4-bis(2-ethoxyphenyl)-trans-1,3-cyclobutane-dicarboxylic acid'
_chemical_name_common            
;
ortho-ethoxy-trans-cinnamic acid and 2,2'-diethoxy alpha-truxillic acid 
;
_chemical_melting_point          ?
_chemical_formula_moiety         '0.468(C22 H24 O6), 2.064(C11 H12 O3)'
_chemical_formula_sum            'C33 H36 O9'
_chemical_formula_weight         576.62

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.5451(15)
_cell_length_b                   10.8805(19)
_cell_length_c                   17.346(3)
_cell_angle_alpha                94.925(3)
_cell_angle_beta                 91.831(3)
_cell_angle_gamma                111.868(3)
_cell_volume                     1487.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    944
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      27.91

_exptl_crystal_description       irregular
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7956
_diffrn_reflns_av_unetI/netI     0.0674
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.181
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5173
_reflns_number_gt                3511
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0234P)²+0.7783P] 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         5173
_refine_ls_number_parameters     536
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.1535
_refine_ls_wR_factor_gt          0.1358
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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
C1A C 1.0112(7) 0.0211(6) 0.2187(4) 0.051(2) Uani 0.532(4) 1 d G . P A 2
C2A C 1.0042(7) 0.0177(6) 0.2984(4) 0.040(2) Uani 0.532(4) 1 d G . P A 2
C3A C 1.1451(8) 0.0242(7) 0.3435(4) 0.052(2) Uani 0.532(4) 1 d G . P A 2
H3A H 1.1403 0.0218 0.3980 0.062 Uiso 0.532(4) 1 calc R U P A 2
C4A C 1.2931(7) 0.0341(8) 0.3087(4) 0.059(2) Uani 0.532(4) 1 d G . P A 2
H4A H 1.3894 0.0385 0.3395 0.070 Uiso 0.532(4) 1 calc R U P A 2
C5A C 1.3001(7) 0.0375(9) 0.2289(4) 0.061(4) Uani 0.532(4) 1 d G . P A 2
H5A H 1.4012 0.0442 0.2052 0.073 Uiso 0.532(4) 1 calc R U P A 2
C6A C 1.1592(8) 0.0310(8) 0.1839(4) 0.052(2) Uani 0.532(4) 1 d G . P A 2
H6A H 1.1640 0.0333 0.1294 0.062 Uiso 0.532(4) 1 calc R U P A 2
C11A C 0.8527(7) 0.0098(5) 0.1701(3) 0.0439(13) Uani 0.532(4) 1 d . . P A 2
H11A H 0.7555 0.0024 0.1974 0.053 Uiso 0.532(4) 1 calc R U P A 2
C12A C 0.8375(6) 0.0091(5) 0.0941(3) 0.0454(14) Uani 0.532(4) 1 d . . P A 2
H12A H 0.9318 0.0134 0.0652 0.054 Uiso 0.532(4) 1 calc R U P A 2
C13A C 0.6856(10) 0.0023(7) 0.0527(4) 0.0426(16) Uani 0.532(4) 1 d . . P A 2
C21A C 0.8454(11) 0.0041(11) 0.4120(5) 0.047(3) Uani 0.532(4) 1 d . . P A 2
H21A H 0.9341 0.0849 0.4392 0.057 Uiso 0.532(4) 1 calc R U P A 2
H21B H 0.8623 -0.0749 0.4291 0.057 Uiso 0.532(4) 1 calc R U P A 2
C22A C 0.6776(14) 0.0005(14) 0.4313(6) 0.065(4) Uani 0.532(4) 1 d . . P A 2
H22A H 0.6587 0.0758 0.4114 0.097 Uiso 0.532(4) 1 calc R U P A 2
H22B H 0.6714 0.0064 0.4877 0.097 Uiso 0.532(4) 1 calc R U P A 2
H22C H 0.5907 -0.0831 0.4076 0.097 Uiso 0.532(4) 1 calc R U P A 2
O11A O 0.6901(9) 0.0035(7) -0.0201(3) 0.0548(15) Uani 0.532(4) 1 d . . P A 2
H1A H 0.5955 -0.0029 -0.0393 0.082 Uiso 0.532(4) 1 calc R U P A 2
O12A O 0.5626(8) -0.0099(9) 0.0932(4) 0.059(3) Uani 0.532(4) 1 d . . P A 2
O21A O 0.8577(9) 0.0048(8) 0.3303(4) 0.052(3) Uani 0.532(4) 1 d . . P A 2
C1B C 0.7722(7) 0.3374(7) 0.1240(4) 0.038(2) Uani 0.532(4) 1 d G . P A 2
C2B C 0.7766(8) 0.3274(8) 0.0437(4) 0.042(3) Uani 0.532(4) 1 d G . P A 2
C3B C 0.6406(9) 0.3272(10) -0.0025(3) 0.051(2) Uani 0.532(4) 1 d G . P A 2
H3B H 0.6436 0.3204 -0.0573 0.062 Uiso 0.532(4) 1 calc R U P A 2
C4B C 0.5001(9) 0.3370(11) 0.0316(4) 0.060(3) Uani 0.532(4) 1 d G . P A 2
H4B H 0.4071 0.3369 0.0000 0.072 Uiso 0.532(4) 1 calc R U P A 2
C5B C 0.4957(8) 0.3471(10) 0.1119(4) 0.052(4) Uani 0.532(4) 1 d G . P A 2
H5B H 0.3997 0.3538 0.1352 0.062 Uiso 0.532(4) 1 calc R U P A 2
C6B C 0.6317(8) 0.3473(9) 0.1581(3) 0.043(2) Uani 0.532(4) 1 d G . P A 2
H6B H 0.6287 0.3541 0.2129 0.051 Uiso 0.532(4) 1 calc R U P A 2
C11B C 0.9193(6) 0.3432(5) 0.1722(3) 0.0374(12) Uani 0.532(4) 1 d . . P A 2
H11B H 1.0178 0.3502 0.1460 0.045 Uiso 0.532(4) 1 calc R U P A 2
C12B C 0.9297(6) 0.3397(5) 0.2484(2) 0.0413(13) Uani 0.532(4) 1 d . . P A 2
H12B H 0.8331 0.3313 0.2764 0.050 Uiso 0.532(4) 1 calc R U P A 2
C13B C 1.0856(10) 0.3485(9) 0.2912(4) 0.0342(16) Uani 0.532(4) 1 d . . P A 2
C21B C 0.9160(12) 0.3029(11) -0.0719(4) 0.038(2) Uani 0.532(4) 1 d . . P A 2
H21C H 0.9099 0.3814 -0.0947 0.046 Uiso 0.532(4) 1 calc R U P A 2
H21D H 0.8178 0.2231 -0.0935 0.046 Uiso 0.532(4) 1 calc R U P A 2
C22B C 1.0768(14) 0.2862(14) -0.0893(5) 0.063(3) Uani 0.532(4) 1 d . . P A 2
H22D H 1.1727 0.3677 -0.0700 0.094 Uiso 0.532(4) 1 calc R U P A 2
H22E H 1.0798 0.2688 -0.1455 0.094 Uiso 0.532(4) 1 calc R U P A 2
H22F H 1.0838 0.2111 -0.0640 0.094 Uiso 0.532(4) 1 calc R U P A 2
O11B O 1.0743(9) 0.3315(8) 0.3645(3) 0.0466(15) Uani 0.532(4) 1 d . . P A 2
H1B H 1.1681 0.3368 0.3839 0.070 Uiso 0.532(4) 1 calc R U P A 2
O12B O 1.2190(7) 0.3667(7) 0.2559(4) 0.0467(17) Uani 0.532(4) 1 d . . P A 2
O21B O 0.9159(10) 0.3209(9) 0.0111(3) 0.051(3) Uani 0.532(4) 1 d . . P A 2
C1C C 0.2295(3) 0.6635(2) 0.42932(13) 0.0370(5) Uani 1 1 d . . . . .
C2C C 0.2372(3) 0.6681(3) 0.34892(13) 0.0408(6) Uani 1 1 d . . . . .
C3C C 0.0966(3) 0.6614(3) 0.30371(16) 0.0627(8) Uani 1 1 d . . . . .
H3C H 0.1016 0.6637 0.2492 0.075 Uiso 1 1 calc R U . . .
C4C C -0.0510(4) 0.6514(3) 0.33828(18) 0.0675(9) Uani 1 1 d . . . . .
H4C H -0.1471 0.6460 0.3070 0.081 Uiso 1 1 calc R U . . .
C5C C -0.0607(3) 0.6491(3) 0.41729(17) 0.0574(8) Uani 1 1 d . . . . .
H5C H -0.1618 0.6435 0.4407 0.069 Uiso 1 1 calc R U . . .
C6C C 0.0788(3) 0.6550(2) 0.46171(15) 0.0455(6) Uani 1 1 d . . . . .
H6C H 0.0723 0.6533 0.5162 0.055 Uiso 1 1 calc R U . . .
C11C C 0.3750(3) 0.6628(2) 0.47571(13) 0.0362(5) Uani 1 1 d . . . . .
H11C H 0.4739 0.6714 0.4494 0.043 Uiso 1 1 calc R U . . .
C12C C 0.3816(3) 0.6512(2) 0.55167(13) 0.0428(6) Uani 1 1 d . . . . .
H12C H 0.2865 0.6460 0.5800 0.051 Uiso 1 1 calc R U . . .
C13C C 0.5315(3) 0.6461(2) 0.59234(13) 0.0407(6) Uani 1 1 d . . . . .
C21C C 0.4017(3) 0.6880(3) 0.23759(13) 0.0409(6) Uani 1 1 d . . . . .
H21E H 0.3852 0.7686 0.2231 0.049 Uiso 1 1 calc R U . . .
H21F H 0.3152 0.6089 0.2078 0.049 Uiso 1 1 calc R U . . .
C22C C 0.5757(3) 0.6951(3) 0.22065(14) 0.0452(6) Uani 1 1 d . . . . .
H22G H 0.6599 0.7706 0.2529 0.068 Uiso 1 1 calc R U . . .
H22H H 0.5929 0.7068 0.1658 0.068 Uiso 1 1 calc R U . . .
H22I H 0.5879 0.6124 0.2322 0.068 Uiso 1 1 calc R U . . .
O11C O 0.5114(2) 0.62204(19) 0.66478(9) 0.0547(5) Uani 1 1 d . . . . .
H1C H 0.6015 0.6211 0.6850 0.082 Uiso 1 1 calc R U . . .
O12C O 0.6656(2) 0.66285(18) 0.56121(9) 0.0500(5) Uani 1 1 d . . . . .
O21C O 0.38770(19) 0.67924(17) 0.31938(8) 0.0416(4) Uani 1 1 d . . . . .
C1D C 1.0153(5) 0.0440(4) 0.2344(2) 0.033(2) Uani 0.468(4) 1 d G . P A 1
C2D C 0.9974(7) 0.0048(5) 0.3089(2) 0.043(3) Uani 0.468(4) 1 d G . P A 1
C3D C 1.1251(8) -0.0231(6) 0.3460(3) 0.045(2) Uani 0.468(4) 1 d G . P A 1
H3D H 1.1129 -0.0499 0.3969 0.054 Uiso 0.468(4) 1 calc R U P A 1
C4D C 1.2706(8) -0.0118(8) 0.3087(4) 0.051(3) Uani 0.468(4) 1 d G . P A 1
H4D H 1.3579 -0.0309 0.3340 0.061 Uiso 0.468(4) 1 calc R U P A 1
C5D C 1.2884(7) 0.0274(8) 0.2342(4) 0.047(4) Uani 0.468(4) 1 d G . P A 1
H5D H 1.3879 0.0351 0.2087 0.056 Uiso 0.468(4) 1 calc R U P A 1
C6D C 1.1608(5) 0.0553(6) 0.1971(3) 0.043(3) Uani 0.468(4) 1 d G . P A 1
H6D H 1.1729 0.0821 0.1462 0.051 Uiso 0.468(4) 1 calc R U P A 1
C11D C 0.8841(4) 0.0891(3) 0.20238(17) 0.0351(13) Uani 0.468(4) 1 d G . P A 1
H11D H 0.7692 0.0250 0.2122 0.042 Uiso 0.468(4) 1 calc R U P A 1
C12D C 0.8848(4) 0.1234(4) 0.11763(18) 0.0360(14) Uani 0.468(4) 1 d G . P A 1
H12D H 0.9842 0.1183 0.0906 0.043 Uiso 0.468(4) 1 calc R U P A 1
C13D C 0.7200(5) 0.0513(5) 0.0706(2) 0.044(3) Uani 0.468(4) 1 d G . P A 1
C21D C 0.8342(10) -0.0206(9) 0.4213(2) 0.052(4) Uani 0.468(4) 1 d G . P A 1
H21G H 0.9291 0.0494 0.4531 0.063 Uiso 0.468(4) 1 calc R U P A 1
H21H H 0.8347 -0.1089 0.4310 0.063 Uiso 0.468(4) 1 calc R U P A 1
C22D C 0.6648(11) -0.0105(12) 0.4404(3) 0.046(4) Uani 0.468(4) 1 d G . P A 1
H22J H 0.6718 0.0807 0.4366 0.068 Uiso 0.468(4) 1 calc R U P A 1
H22K H 0.6396 -0.0336 0.4932 0.068 Uiso 0.468(4) 1 calc R U P A 1
H22L H 0.5748 -0.0721 0.4035 0.068 Uiso 0.468(4) 1 calc R U P A 1
O11D O 0.7430(7) 0.0423(6) -0.0062(2) 0.052(2) Uani 0.468(4) 1 d G . P A 1
H1D H 0.6499 -0.0020 -0.0309 0.078 Uiso 0.468(4) 1 calc R U P A 1
O12D O 0.5774(4) 0.0136(7) 0.0915(3) 0.052(3) Uani 0.468(4) 1 d G . P A 1
O21D O 0.8478(7) -0.0020(6) 0.3394(2) 0.040(3) Uani 0.468(4) 1 d G . P A 1
C1E C 0.7753(6) 0.3205(5) 0.1142(2) 0.034(3) Uani 0.468(4) 1 d G . P A 1
C2E C 0.7814(8) 0.3426(6) 0.0364(2) 0.029(3) Uani 0.468(4) 1 d G . P A 1
C3E C 0.6499(10) 0.3654(9) -0.0009(3) 0.059(3) Uani 0.468(4) 1 d G . P A 1
H3E H 0.6540 0.3805 -0.0541 0.071 Uiso 0.468(4) 1 calc R U P A 1
C4E C 0.5124(11) 0.3661(12) 0.0396(4) 0.070(4) Uani 0.468(4) 1 d G . P A 1
H4E H 0.4225 0.3817 0.0141 0.084 Uiso 0.468(4) 1 calc R U P A 1
C5E C 0.5063(9) 0.3440(12) 0.1174(4) 0.059(5) Uani 0.468(4) 1 d G . P A 1
H5E H 0.4123 0.3445 0.1450 0.070 Uiso 0.468(4) 1 calc R U P A 1
C6E C 0.6378(7) 0.3212(9) 0.1547(3) 0.038(3) Uani 0.468(4) 1 d G . P A 1
H6E H 0.6337 0.3061 0.2079 0.046 Uiso 0.468(4) 1 calc R U P A 1
C11E C 0.9072(4) 0.2726(4) 0.14775(17) 0.0326(13) Uani 0.468(4) 1 d G . P A 1
H11E H 1.0232 0.3355 0.1385 0.039 Uiso 0.468(4) 1 calc R U P A 1
C12E C 0.9023(5) 0.2373(4) 0.23208(18) 0.0343(13) Uani 0.468(4) 1 d G . P A 1
H12E H 0.7998 0.2401 0.2572 0.041 Uiso 0.468(4) 1 calc R U P A 1
C13E C 1.0595(6) 0.3081(6) 0.2818(2) 0.029(2) Uani 0.468(4) 1 d G . P A 1
C21E C 0.9299(11) 0.3368(10) -0.0781(2) 0.036(3) Uani 0.468(4) 1 d G . P A 1
H21I H 0.9334 0.4226 -0.0946 0.044 Uiso 0.468(4) 1 calc R U P A 1
H21J H 0.8280 0.2645 -0.1036 0.044 Uiso 0.468(4) 1 calc R U P A 1
C22E C 1.0896(13) 0.3130(13) -0.0997(3) 0.044(3) Uani 0.468(4) 1 d G . P A 1
H22M H 1.1897 0.3903 -0.0791 0.066 Uiso 0.468(4) 1 calc R U P A 1
H22N H 1.0900 0.2999 -0.1563 0.066 Uiso 0.468(4) 1 calc R U P A 1
H22O H 1.0909 0.2335 -0.0775 0.066 Uiso 0.468(4) 1 calc R U P A 1
O11E O 1.0379(8) 0.3039(7) 0.3560(2) 0.0383(18) Uani 0.468(4) 1 d G . P A 1
H1E H 1.1325 0.3315 0.3809 0.057 Uiso 0.468(4) 1 calc R U P A 1
O12E O 1.1998(5) 0.3622(8) 0.2579(3) 0.0383(18) Uani 0.468(4) 1 d G . P A 1
O21E O 0.9264(8) 0.3393(7) 0.0054(2) 0.034(3) Uani 0.468(4) 1 d G . P A 1


_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
C1A C2A 1.3900 . ?
C1A C6A 1.3900 . ?
C1A C11A 1.532(6) . ?
C2A O21A 1.349(6) . ?
C2A C3A 1.3900 . ?
C3A C4A 1.3900 . ?
C3A H3A 0.9500 . ?
C4A C5A 1.3900 . ?
C4A H4A 0.9500 . ?
C5A C6A 1.3900 . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C11A C12A 1.320(6) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.438(9) . ?
C12A H12A 0.9500 . ?
C13A O12A 1.256(7) . ?
C13A O11A 1.265(7) . ?
C21A O21A 1.425(8) . ?
C21A C22A 1.470(9) . ?
C21A H21A 0.9900 . ?
C21A H21B 0.9900 . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
O11A H1A 0.8400 . ?
C1B C2B 1.3900 . ?
C1B C6B 1.3900 . ?
C1B C11B 1.465(6) . ?
C2B O21B 1.356(5) . ?
C2B C3B 1.3900 . ?
C3B C4B 1.3900 . ?
C3B H3B 0.9500 . ?
C4B C5B 1.3900 . ?
C4B H4B 0.9500 . ?
C5B C6B 1.3900 . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C11B C12B 1.328(6) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.471(8) . ?
C12B H12B 0.9500 . ?
C13B O12B 1.269(6) . ?
C13B O11B 1.302(6) . ?
C21B O21B 1.436(6) . ?
C21B C22B 1.489(8) . ?
C21B H21C 0.9900 . ?
C21B H21D 0.9900 . ?
C22B H22D 0.9800 . ?
C22B H22E 0.9800 . ?
C22B H22F 0.9800 . ?
O11B H1B 0.8400 . ?
C1C C6C 1.397(3) . ?
C1C C2C 1.403(3) . ?
C1C C11C 1.462(3) . ?
C2C O21C 1.367(3) . ?
C2C C3C 1.389(3) . ?
C3C C4C 1.385(4) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.377(4) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.376(4) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
C11C C12C 1.336(3) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.464(3) . ?
C12C H12C 0.9500 . ?
C13C O12C 1.240(3) . ?
C13C O11C 1.309(3) . ?
C21C O21C 1.436(3) . ?
C21C C22C 1.500(3) . ?
C21C H21E 0.9900 . ?
C21C H21F 0.9900 . ?
C22C H22G 0.9800 . ?
C22C H22H 0.9800 . ?
C22C H22I 0.9800 . ?
O11C H1C 0.8400 . ?
C1D C2D 1.3900 . ?
C1D C6D 1.3900 . ?
C1D C11D 1.4910 . ?
C2D O21D 1.3788 . ?
C2D C3D 1.3900 . ?
C3D C4D 1.3900 . ?
C3D H3D 0.9500 . ?
C4D C5D 1.3900 . ?
C4D H4D 0.9500 . ?
C5D C6D 1.3900 . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?
C11D C12D 1.5469 . ?
C11D C12E 1.599(6) . ?
C11D H11D 1.0000 . ?
C12D C13D 1.5025 . ?
C12D C11E 1.601(6) . ?
C12D H12D 1.0000 . ?
C13D O12D 1.2113 . ?
C13D O11D 1.3525 . ?
C21D O21D 1.4545 . ?
C21D C22D 1.5366 . ?
C21D H21G 0.9900 . ?
C21D H21H 0.9900 . ?
C22D H22J 0.9800 . ?
C22D H22K 0.9800 . ?
C22D H22L 0.9800 . ?
O11D H1D 0.8400 . ?
C1E C2E 1.3900 . ?
C1E C6E 1.3900 . ?
C1E C11E 1.5250 . ?
C2E O21E 1.3782 . ?
C2E C3E 1.3900 . ?
C3E C4E 1.3900 . ?
C3E H3E 0.9500 . ?
C4E C5E 1.3900 . ?
C4E H4E 0.9500 . ?
C5E C6E 1.3900 . ?
C5E H5E 0.9500 . ?
C6E H6E 0.9500 . ?
C11E C12E 1.5420 . ?
C11E H11E 1.0000 . ?
C12E C13E 1.4771 . ?
C12E H12E 1.0000 . ?
C13E O12E 1.2260 . ?
C13E O11E 1.3081 . ?
C21E O21E 1.4478 . ?
C21E C22E 1.5325 . ?
C21E H21I 0.9900 . ?
C21E H21J 0.9900 . ?
C22E H22M 0.9800 . ?
C22E H22N 0.9800 . ?
C22E H22O 0.9800 . ?
O11E H1E 0.8400 . ?

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
C2A C1A C6A 120.0 . . ?
C2A C1A C11A 119.0(4) . . ?
C6A C1A C11A 121.0(4) . . ?
O21A C2A C3A 121.3(4) . . ?
O21A C2A C1A 118.7(4) . . ?
C3A C2A C1A 120.0 . . ?
C2A C3A C4A 120.0 . . ?
C2A C3A H3A 120.0 . . ?
C4A C3A H3A 120.0 . . ?
C5A C4A C3A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
C5A C6A C1A 120.0 . . ?
C5A C6A H6A 120.0 . . ?
C1A C6A H6A 120.0 . . ?
C12A C11A C1A 126.5(5) . . ?
C12A C11A H11A 116.7 . . ?
C1A C11A H11A 116.7 . . ?
C11A C12A C13A 123.3(5) . . ?
C11A C12A H12A 118.3 . . ?
C13A C12A H12A 118.3 . . ?
O12A C13A O11A 128.2(6) . . ?
O12A C13A C12A 115.5(6) . . ?
O11A C13A C12A 116.2(6) . . ?
O21A C21A C22A 109.2(6) . . ?
O21A C21A H21A 109.8 . . ?
C22A C21A H21A 109.8 . . ?
O21A C21A H21B 109.8 . . ?
C22A C21A H21B 109.8 . . ?
H21A C21A H21B 108.3 . . ?
C21A C22A H22A 109.5 . . ?
C21A C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
C21A C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C13A O11A H1A 109.5 . . ?
C2A O21A C21A 120.8(5) . . ?
C2B C1B C6B 120.0 . . ?
C2B C1B C11B 119.5(5) . . ?
C6B C1B C11B 120.5(5) . . ?
O21B C2B C3B 120.4(4) . . ?
O21B C2B C1B 119.5(4) . . ?
C3B C2B C1B 120.0 . . ?
C4B C3B C2B 120.0 . . ?
C4B C3B H3B 120.0 . . ?
C2B C3B H3B 120.0 . . ?
C3B C4B C5B 120.0 . . ?
C3B C4B H4B 120.0 . . ?
C5B C4B H4B 120.0 . . ?
C6B C5B C4B 120.0 . . ?
C6B C5B H5B 120.0 . . ?
C4B C5B H5B 120.0 . . ?
C5B C6B C1B 120.0 . . ?
C5B C6B H6B 120.0 . . ?
C1B C6B H6B 120.0 . . ?
C12B C11B C1B 127.0(5) . . ?
C12B C11B H11B 116.5 . . ?
C1B C11B H11B 116.5 . . ?
C11B C12B C13B 122.3(5) . . ?
C11B C12B H12B 118.8 . . ?
C13B C12B H12B 118.8 . . ?
O12B C13B O11B 123.9(5) . . ?
O12B C13B C12B 120.1(5) . . ?
O11B C13B C12B 116.0(5) . . ?
O21B C21B C22B 106.5(5) . . ?
O21B C21B H21C 110.4 . . ?
C22B C21B H21C 110.4 . . ?
O21B C21B H21D 110.4 . . ?
C22B C21B H21D 110.4 . . ?
H21C C21B H21D 108.6 . . ?
C21B C22B H22D 109.5 . . ?
C21B C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
C21B C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C13B O11B H1B 109.5 . . ?
C2B O21B C21B 119.3(4) . . ?
C6C C1C C2C 118.0(2) . . ?
C6C C1C C11C 122.4(2) . . ?
C2C C1C C11C 119.7(2) . . ?
O21C C2C C3C 123.4(2) . . ?
O21C C2C C1C 116.4(2) . . ?
C3C C2C C1C 120.1(2) . . ?
C4C C3C C2C 119.9(3) . . ?
C4C C3C H3C 120.1 . . ?
C2C C3C H3C 120.1 . . ?
C5C C4C C3C 121.1(3) . . ?
C5C C4C H4C 119.5 . . ?
C3C C4C H4C 119.5 . . ?
C6C C5C C4C 118.8(2) . . ?
C6C C5C H5C 120.6 . . ?
C4C C5C H5C 120.6 . . ?
C5C C6C C1C 122.2(2) . . ?
C5C C6C H6C 118.9 . . ?
C1C C6C H6C 118.9 . . ?
C12C C11C C1C 125.9(2) . . ?
C12C C11C H11C 117.0 . . ?
C1C C11C H11C 117.0 . . ?
C11C C12C C13C 121.7(2) . . ?
C11C C12C H12C 119.1 . . ?
C13C C12C H12C 119.1 . . ?
O12C C13C O11C 122.8(2) . . ?
O12C C13C C12C 123.3(2) . . ?
O11C C13C C12C 113.9(2) . . ?
O21C C21C C22C 106.91(18) . . ?
O21C C21C H21E 110.3 . . ?
C22C C21C H21E 110.3 . . ?
O21C C21C H21F 110.3 . . ?
C22C C21C H21F 110.3 . . ?
H21E C21C H21F 108.6 . . ?
C21C C22C H22G 109.5 . . ?
C21C C22C H22H 109.5 . . ?
H22G C22C H22H 109.5 . . ?
C21C C22C H22I 109.5 . . ?
H22G C22C H22I 109.5 . . ?
H22H C22C H22I 109.5 . . ?
C13C O11C H1C 109.5 . . ?
C2C O21C C21C 117.98(17) . . ?
C2D C1D C6D 120.0 . . ?
C2D C1D C11D 116.9 . . ?
C6D C1D C11D 122.6 . . ?
O21D C2D C1D 114.2 . . ?
O21D C2D C3D 125.8 . . ?
C1D C2D C3D 120.0 . . ?
C4D C3D C2D 120.0 . . ?
C4D C3D H3D 120.0 . . ?
C2D C3D H3D 120.0 . . ?
C3D C4D C5D 120.0 . . ?
C3D C4D H4D 120.0 . . ?
C5D C4D H4D 120.0 . . ?
C6D C5D C4D 120.0 . . ?
C6D C5D H5D 120.0 . . ?
C4D C5D H5D 120.0 . . ?
C5D C6D C1D 120.0 . . ?
C5D C6D H6D 120.0 . . ?
C1D C6D H6D 120.0 . . ?
C1D C11D C12D 120.6 . . ?
C1D C11D C12E 116.2(2) . . ?
C12D C11D C12E 89.67(18) . . ?
C1D C11D H11D 109.6 . . ?
C12D C11D H11D 109.6 . . ?
C12E C11D H11D 109.6 . . ?
C13D C12D C11D 114.3 . . ?
C13D C12D C11E 111.6(2) . . ?
C11D C12D C11E 90.14(18) . . ?
C13D C12D H12D 112.9 . . ?
C11D C12D H12D 112.9 . . ?
C11E C12D H12D 112.9 . . ?
O12D C13D O11D 119.0 . . ?
O12D C13D C12D 129.2 . . ?
O11D C13D C12D 111.4 . . ?
O21D C21D C22D 104.7 . . ?
O21D C21D H21G 110.8 . . ?
C22D C21D H21G 110.8 . . ?
O21D C21D H21H 110.8 . . ?
C22D C21D H21H 110.8 . . ?
H21G C21D H21H 108.9 . . ?
C21D C22D H22J 109.5 . . ?
C21D C22D H22K 109.5 . . ?
H22J C22D H22K 109.5 . . ?
C21D C22D H22L 109.5 . . ?
H22J C22D H22L 109.5 . . ?
H22K C22D H22L 109.5 . . ?
C13D O11D H1D 109.5 . . ?
C2D O21D C21D 116.5 . . ?
C2E C1E C6E 120.0 . . ?
C2E C1E C11E 117.1 . . ?
C6E C1E C11E 122.0 . . ?
O21E C2E C1E 112.5 . . ?
O21E C2E C3E 127.5 . . ?
C1E C2E C3E 120.0 . . ?
C4E C3E C2E 120.0 . . ?
C4E C3E H3E 120.0 . . ?
C2E C3E H3E 120.0 . . ?
C3E C4E C5E 120.0 . . ?
C3E C4E H4E 120.0 . . ?
C5E C4E H4E 120.0 . . ?
C4E C5E C6E 120.0 . . ?
C4E C5E H5E 120.0 . . ?
C6E C5E H5E 120.0 . . ?
C5E C6E C1E 120.0 . . ?
C5E C6E H6E 120.0 . . ?
C1E C6E H6E 120.0 . . ?
C1E C11E C12E 120.4 . . ?
C1E C11E C12D 115.5(2) . . ?
C12E C11E C12D 89.74(19) . . ?
C1E C11E H11E 109.9 . . ?
C12E C11E H11E 109.9 . . ?
C12D C11E H11E 109.9 . . ?
C13E C12E C11E 115.5 . . ?
C13E C12E C11D 111.5(2) . . ?
C11E C12E C11D 90.42(19) . . ?
C13E C12E H12E 112.5 . . ?
C11E C12E H12E 112.5 . . ?
C11D C12E H12E 112.5 . . ?
O12E C13E O11E 121.5 . . ?
O12E C13E C12E 125.0 . . ?
O11E C13E C12E 113.5 . . ?
O21E C21E C22E 106.7 . . ?
O21E C21E H21I 110.4 . . ?
C22E C21E H21I 110.4 . . ?
O21E C21E H21J 110.4 . . ?
C22E C21E H21J 110.4 . . ?
H21I C21E H21J 108.6 . . ?
C21E C22E H22M 109.5 . . ?
C21E C22E H22N 109.5 . . ?
H22M C22E H22N 109.5 . . ?
C21E C22E H22O 109.5 . . ?
H22M C22E H22O 109.5 . . ?
H22N C22E H22O 109.5 . . ?
C13E O11E H1E 109.5 . . ?
C2E O21E C21E 116.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A C1A C2A O21A -178.4(4) . . . . ?
C11A C1A C2A O21A -0.2(6) . . . . ?
C6A C1A C2A C3A 0.0 . . . . ?
C11A C1A C2A C3A 178.2(5) . . . . ?
O21A C2A C3A C4A 178.4(5) . . . . ?
C1A C2A C3A C4A 0.0 . . . . ?
C2A C3A C4A C5A 0.0 . . . . ?
C3A C4A C5A C6A 0.0 . . . . ?
C4A C5A C6A C1A 0.0 . . . . ?
C2A C1A C6A C5A 0.0 . . . . ?
C11A C1A C6A C5A -178.2(5) . . . . ?
C2A C1A C11A C12A -178.8(5) . . . . ?
C6A C1A C11A C12A -0.6(7) . . . . ?
C1A C11A C12A C13A -178.0(5) . . . . ?
C11A C12A C13A O12A -3.5(10) . . . . ?
C11A C12A C13A O11A 179.5(6) . . . . ?
C3A C2A O21A C21A 3.1(7) . . . . ?
C1A C2A O21A C21A -178.5(5) . . . . ?
C22A C21A O21A C2A 175.1(6) . . . . ?
C6B C1B C2B O21B 178.5(5) . . . . ?
C11B C1B C2B O21B 1.1(6) . . . . ?
C6B C1B C2B C3B 0.0 . . . . ?
C11B C1B C2B C3B -177.4(5) . . . . ?
O21B C2B C3B C4B -178.5(5) . . . . ?
C1B C2B C3B C4B 0.0 . . . . ?
C2B C3B C4B C5B 0.0 . . . . ?
C3B C4B C5B C6B 0.0 . . . . ?
C4B C5B C6B C1B 0.0 . . . . ?
C2B C1B C6B C5B 0.0 . . . . ?
C11B C1B C6B C5B 177.4(5) . . . . ?
C2B C1B C11B C12B -172.9(5) . . . . ?
C6B C1B C11B C12B 9.7(8) . . . . ?
C1B C11B C12B C13B -179.0(7) . . . . ?
C11B C12B C13B O12B 3.7(10) . . . . ?
C11B C12B C13B O11B -173.9(6) . . . . ?
C3B C2B O21B C21B -5.1(8) . . . . ?
C1B C2B O21B C21B 176.4(5) . . . . ?
C22B C21B O21B C2B -174.4(6) . . . . ?
C6C C1C C2C O21C 178.7(2) . . . . ?
C11C C1C C2C O21C -3.5(3) . . . . ?
C6C C1C C2C C3C -1.4(4) . . . . ?
C11C C1C C2C C3C 176.4(3) . . . . ?
O21C C2C C3C C4C -179.5(3) . . . . ?
C1C C2C C3C C4C 0.6(4) . . . . ?
C2C C3C C4C C5C 0.6(5) . . . . ?
C3C C4C C5C C6C -0.9(5) . . . . ?
C4C C5C C6C C1C 0.1(4) . . . . ?
C2C C1C C6C C5C 1.0(4) . . . . ?
C11C C1C C6C C5C -176.7(2) . . . . ?
C6C C1C C11C C12C 1.7(4) . . . . ?
C2C C1C C11C C12C -176.0(2) . . . . ?
C1C C11C C12C C13C 177.5(2) . . . . ?
C11C C12C C13C O12C 6.0(4) . . . . ?
C11C C12C C13C O11C -173.9(2) . . . . ?
C3C C2C O21C C21C 1.8(4) . . . . ?
C1C C2C O21C C21C -178.3(2) . . . . ?
C22C C21C O21C C2C -178.3(2) . . . . ?
C6D C1D C2D O21D 179.8 . . . . ?
C11D C1D C2D O21D 7.5 . . . . ?
C6D C1D C2D C3D 0.0 . . . . ?
C11D C1D C2D C3D -172.3 . . . . ?
O21D C2D C3D C4D -179.8 . . . . ?
C1D C2D C3D C4D 0.0 . . . . ?
C2D C3D C4D C5D 0.0 . . . . ?
C3D C4D C5D C6D 0.0 . . . . ?
C4D C5D C6D C1D 0.0 . . . . ?
C2D C1D C6D C5D 0.0 . . . . ?
C11D C1D C6D C5D 171.9 . . . . ?
C2D C1D C11D C12D -174.9 . . . . ?
C6D C1D C11D C12D 13.0 . . . . ?
C2D C1D C11D C12E 78.6(3) . . . . ?
C6D C1D C11D C12E -93.5(3) . . . . ?
C1D C11D C12D C13D 126.7 . . . . ?
C12E C11D C12D C13D -112.7(2) . . . . ?
C1D C11D C12D C11E -119.4(2) . . . . ?
C12E C11D C12D C11E 1.19(13) . . . . ?
C11D C12D C13D O12D 31.2 . . . . ?
C11E C12D C13D O12D -69.3(2) . . . . ?
C11D C12D C13D O11D -155.9 . . . . ?
C11E C12D C13D O11D 103.6(2) . . . . ?
C1D C2D O21D C21D -170.1 . . . . ?
C3D C2D O21D C21D 9.7 . . . . ?
C22D C21D O21D C2D 174.6 . . . . ?
C6E C1E C2E O21E 179.6 . . . . ?
C11E C1E C2E O21E -10.7 . . . . ?
C6E C1E C2E C3E 0.0 . . . . ?
C11E C1E C2E C3E 169.7 . . . . ?
O21E C2E C3E C4E -179.6 . . . . ?
C1E C2E C3E C4E 0.0 . . . . ?
C2E C3E C4E C5E 0.0 . . . . ?
C3E C4E C5E C6E 0.0 . . . . ?
C4E C5E C6E C1E 0.0 . . . . ?
C2E C1E C6E C5E 0.0 . . . . ?
C11E C1E C6E C5E -169.2 . . . . ?
C2E C1E C11E C12E -176.1 . . . . ?
C6E C1E C11E C12E -6.6 . . . . ?
C2E C1E C11E C12D -70.2(3) . . . . ?
C6E C1E C11E C12D 99.3(3) . . . . ?
C13D C12D C11E C1E -8.8(2) . . . . ?
C11D C12D C11E C1E -125.16(16) . . . . ?
C13D C12D C11E C12E 115.13(15) . . . . ?
C11D C12D C11E C12E -1.23(13) . . . . ?
C1E C11E C12E C13E -124.9 . . . . ?
C12D C11E C12E C13E 115.3(3) . . . . ?
C1E C11E C12E C11D 120.9(3) . . . . ?
C12D C11E C12E C11D 1.19(13) . . . . ?
C1D C11D C12E C13E 5.4(2) . . . . ?
C12D C11D C12E C13E -119.03(15) . . . . ?
C1D C11D C12E C11E 123.18(15) . . . . ?
C12D C11D C12E C11E -1.23(13) . . . . ?
C11E C12E C13E O12E -20.2 . . . . ?
C11D C12E C13E O12E 81.2(2) . . . . ?
C11E C12E C13E O11E 162.5 . . . . ?
C11D C12E C13E O11E -96.1(2) . . . . ?
C1E C2E O21E C21E 169.1 . . . . ?
C3E C2E O21E C21E -11.3 . . . . ?
C22E C21E O21E C2E -172.0 . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O11C H1C O12E 0.84 1.88 2.71(2) 171 2_766
O11E H1E O12C 0.84 1.95 2.759(5) 162 2_766
O11D H1D O12D 0.84 2.13 2.898(9) 151 2_655
O11B H1B O12C 0.84 1.68 2.512(7) 168 2_766
O11C H1C O12B 0.84 1.77 2.603(6) 169 2_766
O11A H1A O12A 0.84 1.67 2.496(10) 165 2_655
O11A H1A O12A 0.84 1.67 2.496(10) 165 2_655
O11B H1B O12C 0.84 1.68 2.512(7) 168 2_766
O11C H1C O12B 0.84 1.77 2.603(6) 169 2_766
O11C H1C O12E 0.84 1.88 2.71(2) 171 2_766
O11D H1D O12D 0.84 2.13 2.898(9) 151 2_655
O11E H1E O12C 0.84 1.95 2.759(5) 162 2_766

_refine_diff_density_max         0.192
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.038


_exptl_crystal_recrystallization_method 
'Crystallised from ethyl acetate followed by photoreaction at 343 K.'
####################################################################### 
# 
# 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_24h_343K
_database_code_depnum_ccdc_archive 'CCDC 1472991'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'(E)-3-(2-Ethoxyphenyl)propenoic acid and trans-2,4-bis(2-ethoxyphenyl)-trans-1,3-cyclobutane-dicarboxylic acid'
_chemical_name_common            
;
ortho-ethoxy-trans-cinnamic acid and 2,2'-diethoxy alpha-truxillic acid 
;
_chemical_melting_point          ?
_chemical_formula_moiety         '0.669(C22 H24 O6), 1.662(C11 H12 O3)'
_chemical_formula_sum            'C33 H36 O9'
_chemical_formula_weight         576.62

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.4820(16)
_cell_length_b                   10.894(2)
_cell_length_c                   17.360(3)
_cell_angle_alpha                96.558(3)
_cell_angle_beta                 91.831(4)
_cell_angle_gamma                111.203(4)
_cell_volume                     1481.1(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    723
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      27.20

_exptl_crystal_description       irregular
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.958
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8103
_diffrn_reflns_av_unetI/netI     0.0620
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.184
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5469
_reflns_number_gt                3039
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0645P)²+0.3790P] 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_number_reflns         5469
_refine_ls_number_parameters     561
_refine_ls_number_restraints     450
_refine_ls_R_factor_all          0.1159
_refine_ls_R_factor_gt           0.0559
_refine_ls_wR_factor_ref         0.1618
_refine_ls_wR_factor_gt          0.1352
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      0.974
_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
C1A C 1.0040(7) 0.0140(6) 0.2163(3) 0.044(5) Uani 0.331(5) 1 d G U P A 2
C2A C 0.9984(10) 0.0107(7) 0.2967(3) 0.067(10) Uani 0.331(5) 1 d G U P A 2
C3A C 1.1415(11) 0.0185(9) 0.3420(4) 0.058(6) Uani 0.331(5) 1 d G U P A 2
H3A H 1.1374 0.0177 0.3965 0.070 Uiso 0.331(5) 1 calc R U P A 2
C4A C 1.2882(11) 0.0273(12) 0.3078(6) 0.066(6) Uani 0.331(5) 1 d G U P A 2
H4A H 1.3846 0.0301 0.3385 0.079 Uiso 0.331(5) 1 calc R U P A 2
C5A C 1.2956(9) 0.0320(14) 0.2280(6) 0.045(6) Uani 0.331(5) 1 d G U P A 2
H5A H 1.3977 0.0400 0.2043 0.054 Uiso 0.331(5) 1 calc R U P A 2
C6A C 1.1554(7) 0.0250(10) 0.1841(5) 0.055(5) Uani 0.331(5) 1 d G U P A 2
H6A H 1.1616 0.0278 0.1298 0.066 Uiso 0.331(5) 1 calc R U P A 2
C11A C 0.8522(6) 0.0061(5) 0.1695(3) 0.048(2) Uani 0.331(5) 1 d G U P A 2
H11A H 0.7553 0.0012 0.1968 0.058 Uiso 0.331(5) 1 calc R U P A 2
C12A C 0.8360(6) 0.0051(6) 0.0929(3) 0.046(2) Uani 0.331(5) 1 d G U P A 2
H12A H 0.9307 0.0107 0.0638 0.055 Uiso 0.331(5) 1 calc R U P A 2
C13A C 0.6779(7) -0.0044(7) 0.0521(4) 0.043(4) Uani 0.331(5) 1 d G U P A 2
C21A C 0.8347(15) -0.0020(14) 0.4095(3) 0.062(7) Uani 0.331(5) 1 d G U P A 2
H21A H 0.9236 0.0772 0.4391 0.075 Uiso 0.331(5) 1 calc R U P A 2
H21B H 0.8481 -0.0826 0.4250 0.075 Uiso 0.331(5) 1 calc R U P A 2
C22A C 0.6620(17) -0.0021(19) 0.4251(4) 0.065(6) Uani 0.331(5) 1 d G U P A 2
H22A H 0.6439 0.0701 0.4019 0.097 Uiso 0.331(5) 1 calc R U P A 2
H22B H 0.6534 0.0108 0.4814 0.097 Uiso 0.331(5) 1 calc R U P A 2
H22C H 0.5758 -0.0874 0.4023 0.097 Uiso 0.331(5) 1 calc R U P A 2
O11A O 0.6817(10) -0.0022(9) -0.0206(4) 0.068(4) Uani 0.331(5) 1 d G U P A 2
H1A H 0.5864 -0.0081 -0.0396 0.102 Uiso 0.331(5) 1 calc R U P A 2
O12A O 0.5503(7) -0.0142(11) 0.0899(5) 0.055(5) Uani 0.331(5) 1 d G U P A 2
O21A O 0.8478(11) 0.0001(10) 0.3266(3) 0.085(7) Uani 0.331(5) 1 d G U P A 2
C1B C 0.7658(7) 0.3299(5) 0.1250(3) 0.034(4) Uani 0.331(5) 1 d G U P A 2
C2B C 0.7665(10) 0.3196(7) 0.0432(3) 0.034(4) Uani 0.331(5) 1 d G U P A 2
C3B C 0.6261(12) 0.3144(8) -0.0018(4) 0.050(4) Uani 0.331(5) 1 d G U P A 2
H3B H 0.6268 0.3065 -0.0568 0.060 Uiso 0.331(5) 1 calc R U P A 2
C4B C 0.4858(11) 0.3205(11) 0.0332(6) 0.058(4) Uani 0.331(5) 1 d G U P A 2
H4B H 0.3902 0.3179 0.0021 0.069 Uiso 0.331(5) 1 calc R U P A 2
C5B C 0.4822(9) 0.3304(12) 0.1133(6) 0.052(5) Uani 0.331(5) 1 d G U P A 2
H5B H 0.3839 0.3331 0.1371 0.062 Uiso 0.331(5) 1 calc R U P A 2
C6B C 0.6214(8) 0.3362(9) 0.1580(5) 0.044(5) Uani 0.331(5) 1 d G U P A 2
H6B H 0.6191 0.3447 0.2130 0.052 Uiso 0.331(5) 1 calc R U P A 2
C11B C 0.9157(7) 0.3380(5) 0.1726(3) 0.046(3) Uani 0.331(5) 1 d G U P A 2
H11B H 1.0146 0.3456 0.1464 0.056 Uiso 0.331(5) 1 calc R U P A 2
C12B C 0.9274(8) 0.3359(7) 0.2495(3) 0.044(2) Uani 0.331(5) 1 d G U P A 2
H12B H 0.8304 0.3272 0.2776 0.053 Uiso 0.331(5) 1 calc R U P A 2
C13B C 1.0846(10) 0.3466(9) 0.2914(4) 0.038(5) Uani 0.331(5) 1 d G U P A 2
C21B C 0.9157(17) 0.2999(15) -0.0701(3) 0.040(4) Uani 0.331(5) 1 d G U P A 2
H21C H 0.9059 0.3779 -0.0909 0.048 Uiso 0.331(5) 1 calc R U P A 2
H21D H 0.8207 0.2192 -0.0943 0.048 Uiso 0.331(5) 1 calc R U P A 2
C22B C 1.0820(19) 0.288(2) -0.0872(4) 0.097(10) Uani 0.331(5) 1 d G U P A 2
H22D H 1.1670 0.3770 -0.0894 0.146 Uiso 0.331(5) 1 calc R U P A 2
H22E H 1.0691 0.2329 -0.1373 0.146 Uiso 0.331(5) 1 calc R U P A 2
H22F H 1.1188 0.2478 -0.0460 0.146 Uiso 0.331(5) 1 calc R U P A 2
O11B O 1.0708(13) 0.3291(12) 0.3631(4) 0.042(3) Uani 0.331(5) 1 d G U P A 2
H1B H 1.1653 0.3365 0.3837 0.063 Uiso 0.331(5) 1 calc R U P A 2
O12B O 1.2197(9) 0.3688(12) 0.2580(5) 0.054(6) Uani 0.331(5) 1 d G U P A 2
O21B O 0.9111(12) 0.3146(11) 0.0131(3) 0.066(6) Uani 0.331(5) 1 d G U P A 2
C1C C 0.2260(3) 0.6585(2) 0.42759(13) 0.0378(6) Uani 1 1 d . U . . .
C2C C 0.2312(3) 0.6579(3) 0.34686(14) 0.0421(6) Uani 1 1 d . U . . .
C3C C 0.0865(3) 0.6433(3) 0.30073(16) 0.0638(9) Uani 1 1 d . U . . .
H3C H 0.0891 0.6394 0.2459 0.077 Uiso 1 1 calc R U . . .
C4C C -0.0603(4) 0.6346(3) 0.33537(18) 0.0723(10) Uani 1 1 d . U . . .
H4C H -0.1587 0.6249 0.3038 0.087 Uiso 1 1 calc R U . . .
C5C C -0.0675(3) 0.6396(3) 0.41479(17) 0.0601(8) Uani 1 1 d . U . . .
H5C H -0.1689 0.6354 0.4380 0.072 Uiso 1 1 calc R U . . .
C6C C 0.0748(3) 0.6508(2) 0.45991(15) 0.0453(7) Uani 1 1 d . U . . .
H6C H 0.0699 0.6534 0.5146 0.054 Uiso 1 1 calc R U . . .
C11C C 0.3743(3) 0.6619(2) 0.47438(13) 0.0375(6) Uani 1 1 d . U . . .
H11C H 0.4736 0.6703 0.4482 0.045 Uiso 1 1 calc R U . . .
C12C C 0.3829(3) 0.6544(2) 0.55043(14) 0.0435(6) Uani 1 1 d . U . . .
H12C H 0.2880 0.6515 0.5789 0.052 Uiso 1 1 calc R U . . .
C13C C 0.5344(3) 0.6506(2) 0.59144(14) 0.0430(6) Uani 1 1 d . U . . .
C21C C 0.3948(3) 0.6774(3) 0.23545(13) 0.0443(6) Uani 1 1 d . U . . .
H21E H 0.3696 0.7544 0.2213 0.053 Uiso 1 1 calc R U . . .
H21F H 0.3129 0.5955 0.2049 0.053 Uiso 1 1 calc R U . . .
C22C C 0.5724(3) 0.6927(3) 0.21903(14) 0.0515(7) Uani 1 1 d . U . . .
H22G H 0.6522 0.7720 0.2513 0.077 Uiso 1 1 calc R U . . .
H22H H 0.5876 0.7018 0.1640 0.077 Uiso 1 1 calc R U . . .
H22I H 0.5939 0.6141 0.2311 0.077 Uiso 1 1 calc R U . . .
O11C O 0.5130(2) 0.62768(19) 0.66374(9) 0.0594(6) Uani 1 1 d . U . . .
H1C H 0.6032 0.6266 0.6845 0.089 Uiso 1 1 calc R U . . .
O12C O 0.6680(2) 0.66585(18) 0.56122(9) 0.0504(5) Uani 1 1 d . U . . .
O21C O 0.3822(2) 0.67028(18) 0.31753(9) 0.0453(5) Uani 1 1 d . U . . .
C1D C 1.0157(6) 0.0421(7) 0.2337(4) 0.0363(15) Uani 0.669(5) 1 d . U P A 1
C2D C 0.9982(7) 0.0013(6) 0.3051(4) 0.036(3) Uani 0.669(5) 1 d . U P A 1
C3D C 1.1259(8) -0.0295(8) 0.3420(3) 0.0508(16) Uani 0.669(5) 1 d . U P A 1
H3D H 1.1141 -0.0571 0.3921 0.061 Uiso 0.669(5) 1 calc R U P A 1
C4D C 1.2687(8) -0.0185(9) 0.3036(4) 0.060(2) Uani 0.669(5) 1 d . U P A 1
H4D H 1.3565 -0.0386 0.3281 0.072 Uiso 0.669(5) 1 calc R U P A 1
C5D C 1.2876(8) 0.0199(9) 0.2324(4) 0.059(4) Uani 0.669(5) 1 d . U P A 1
H5D H 1.3866 0.0250 0.2067 0.071 Uiso 0.669(5) 1 calc R U P A 1
C6D C 1.1624(7) 0.0517(8) 0.1970(4) 0.048(2) Uani 0.669(5) 1 d . U P A 1
H6D H 1.1763 0.0804 0.1471 0.058 Uiso 0.669(5) 1 calc R U P A 1
C11D C 0.8803(5) 0.0866(4) 0.2010(2) 0.0398(10) Uani 0.669(5) 1 d . U P A 1
H11D H 0.7652 0.0236 0.2102 0.048 Uiso 0.669(5) 1 calc R U P A 1
C12D C 0.8816(5) 0.1194(4) 0.1176(2) 0.0410(11) Uani 0.669(5) 1 d . U P A 1
H12D H 0.9822 0.1133 0.0913 0.049 Uiso 0.669(5) 1 calc R U P A 1
C13D C 0.7162(7) 0.0473(6) 0.0674(3) 0.0401(13) Uani 0.669(5) 1 d . U P A 1
C21D C 0.8389(10) -0.0223(9) 0.4187(4) 0.053(2) Uani 0.669(5) 1 d . U P A 1
H21G H 0.9347 0.0480 0.4507 0.063 Uiso 0.669(5) 1 calc R U P A 1
H21H H 0.8425 -0.1099 0.4266 0.063 Uiso 0.669(5) 1 calc R U P A 1
C22D C 0.6742(9) -0.0139(10) 0.4411(4) 0.048(2) Uani 0.669(5) 1 d . U P A 1
H22J H 0.6741 0.0744 0.4350 0.072 Uiso 0.669(5) 1 calc R U P A 1
H22K H 0.6595 -0.0289 0.4954 0.072 Uiso 0.669(5) 1 calc R U P A 1
H22L H 0.5808 -0.0816 0.4075 0.072 Uiso 0.669(5) 1 calc R U P A 1
O11D O 0.7376(6) 0.0381(5) -0.0085(2) 0.0496(11) Uani 0.669(5) 1 d . U P A 1
H1D H 0.6441 -0.0068 -0.0336 0.074 Uiso 0.669(5) 1 calc R U P A 1
O12D O 0.5803(8) 0.0113(7) 0.0921(3) 0.0507(17) Uani 0.669(5) 1 d . U P A 1
O21D O 0.8503(5) -0.0048(4) 0.3370(3) 0.0344(16) Uani 0.669(5) 1 d . U P A 1
C1E C 0.7733(7) 0.3164(5) 0.1145(4) 0.041(2) Uani 0.669(5) 1 d . U P A 1
C2E C 0.7844(8) 0.3422(7) 0.0393(3) 0.043(2) Uani 0.669(5) 1 d . U P A 1
C3E C 0.6544(8) 0.3700(7) 0.0018(4) 0.0516(16) Uani 0.669(5) 1 d . U P A 1
H3E H 0.6609 0.3878 -0.0505 0.062 Uiso 0.669(5) 1 calc R U P A 1
C4E C 0.5173(8) 0.3712(7) 0.0420(4) 0.0557(18) Uani 0.669(5) 1 d . U P A 1
H4E H 0.4273 0.3863 0.0158 0.067 Uiso 0.669(5) 1 calc R U P A 1
C5E C 0.5067(8) 0.3514(8) 0.1179(4) 0.055(2) Uani 0.669(5) 1 d . U P A 1
H5E H 0.4138 0.3564 0.1455 0.065 Uiso 0.669(5) 1 calc R U P A 1
C6E C 0.6376(9) 0.3234(7) 0.1540(4) 0.052(2) Uani 0.669(5) 1 d . U P A 1
H6E H 0.6328 0.3089 0.2069 0.062 Uiso 0.669(5) 1 calc R U P A 1
C11E C 0.9043(5) 0.2684(4) 0.1486(2) 0.0383(11) Uani 0.669(5) 1 d . U P A 1
H11E H 1.0208 0.3296 0.1399 0.046 Uiso 0.669(5) 1 calc R U P A 1
C12E C 0.9002(5) 0.2362(4) 0.2325(2) 0.0389(11) Uani 0.669(5) 1 d . U P A 1
H12E H 0.7981 0.2413 0.2578 0.047 Uiso 0.669(5) 1 calc R U P A 1
C13E C 1.0606(8) 0.3050(8) 0.2834(3) 0.0334(14) Uani 0.669(5) 1 d . U P A 1
C21E C 0.9244(11) 0.3295(10) -0.0781(3) 0.052(2) Uani 0.669(5) 1 d . U P A 1
H21I H 0.9311 0.4153 -0.0945 0.062 Uiso 0.669(5) 1 calc R U P A 1
H21J H 0.8196 0.2588 -0.1035 0.062 Uiso 0.669(5) 1 calc R U P A 1
C22E C 1.0790(9) 0.2988(9) -0.0997(4) 0.054(2) Uani 0.669(5) 1 d . U P A 1
H22M H 1.1818 0.3723 -0.0767 0.081 Uiso 0.669(5) 1 calc R U P A 1
H22N H 1.0812 0.2874 -0.1564 0.081 Uiso 0.669(5) 1 calc R U P A 1
H22O H 1.0741 0.2168 -0.0800 0.081 Uiso 0.669(5) 1 calc R U P A 1
O11E O 1.0390(8) 0.2996(7) 0.3581(3) 0.0456(15) Uani 0.669(5) 1 d . U P A 1
H1E H 1.1341 0.3264 0.3834 0.068 Uiso 0.669(5) 1 calc R U P A 1
O12E O 1.1987(7) 0.3532(7) 0.2580(3) 0.038(2) Uani 0.669(5) 1 d . U P A 1
O21E O 0.9250(6) 0.3362(7) 0.0066(2) 0.0416(17) Uani 0.669(5) 1 d . U P A 1


_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
C1A C6A 1.3877 . ?
C1A C2A 1.4021 . ?
C1A C11A 1.4707 . ?
C2A O21A 1.3655 . ?
C2A C3A 1.3951 . ?
C3A C4A 1.3722 . ?
C3A H3A 0.9500 . ?
C4A C5A 1.3951 . ?
C4A H4A 0.9500 . ?
C5A C6A 1.3654 . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C11A C12A 1.3300 . ?
C11A H11A 0.9500 . ?
C12A C13A 1.4609 . ?
C12A H12A 0.9500 . ?
C13A O12A 1.2612 . ?
C13A O11A 1.2665 . ?
C21A O21A 1.4492 . ?
C21A C22A 1.4973 . ?
C21A H21A 0.9900 . ?
C21A H21B 0.9900 . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
O11A H1A 0.8400 . ?
C1B C6B 1.3889 . ?
C1B C2B 1.4122 . ?
C1B C11B 1.4639 . ?
C2B O21B 1.3648 . ?
C2B C3B 1.3834 . ?
C3B C4B 1.3725 . ?
C3B H3B 0.9500 . ?
C4B C5B 1.3858 . ?
C4B H4B 0.9500 . ?
C5B C6B 1.3697 . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C11B C12B 1.3389 . ?
C11B H11B 0.9500 . ?
C12B C13B 1.4586 . ?
C12B H12B 0.9500 . ?
C13B O12B 1.2574 . ?
C13B O11B 1.2833 . ?
C21B O21B 1.4370 . ?
C21B C22B 1.4964 . ?
C21B H21C 0.9900 . ?
C21B H21D 0.9900 . ?
C22B H22D 0.9800 . ?
C22B H22E 0.9800 . ?
C22B H22F 0.9800 . ?
O11B H1B 0.8400 . ?
C1C C6C 1.394(3) . ?
C1C C2C 1.403(3) . ?
C1C C11C 1.462(3) . ?
C2C O21C 1.360(3) . ?
C2C C3C 1.393(3) . ?
C3C C4C 1.377(4) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.378(4) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.377(4) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
C11C C12C 1.333(3) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.466(3) . ?
C12C H12C 0.9500 . ?
C13C O12C 1.228(3) . ?
C13C O11C 1.313(3) . ?
C21C O21C 1.441(3) . ?
C21C C22C 1.496(3) . ?
C21C H21E 0.9900 . ?
C21C H21F 0.9900 . ?
C22C H22G 0.9800 . ?
C22C H22H 0.9800 . ?
C22C H22I 0.9800 . ?
O11C H1C 0.8400 . ?
C1D C2D 1.358(8) . ?
C1D C6D 1.392(7) . ?
C1D C11D 1.517(6) . ?
C2D O21D 1.370(6) . ?
C2D C3D 1.401(8) . ?
C3D C4D 1.375(7) . ?
C3D H3D 0.9500 . ?
C4D C5D 1.347(8) . ?
C4D H4D 0.9500 . ?
C5D C6D 1.378(7) . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?
C11D C12D 1.530(5) . ?
C11D C12E 1.605(6) . ?
C11D H11D 1.0000 . ?
C12D C13D 1.521(6) . ?
C12D C11E 1.591(6) . ?
C12D H12D 1.0000 . ?
C13D O12D 1.188(6) . ?
C13D O11D 1.333(5) . ?
C21D O21D 1.454(6) . ?
C21D C22D 1.493(7) . ?
C21D H21G 0.9900 . ?
C21D H21H 0.9900 . ?
C22D H22J 0.9800 . ?
C22D H22K 0.9800 . ?
C22D H22L 0.9800 . ?
O11D H1D 0.8400 . ?
C1E C2E 1.366(5) . ?
C1E C6E 1.378(7) . ?
C1E C11E 1.519(6) . ?
C2E O21E 1.357(6) . ?
C2E C3E 1.404(6) . ?
C3E C4E 1.378(6) . ?
C3E H3E 0.9500 . ?
C4E C5E 1.361(6) . ?
C4E H4E 0.9500 . ?
C5E C6E 1.401(7) . ?
C5E H5E 0.9500 . ?
C6E H6E 0.9500 . ?
C11E C12E 1.534(5) . ?
C11E H11E 1.0000 . ?
C12E C13E 1.493(7) . ?
C12E H12E 1.0000 . ?
C13E O12E 1.218(6) . ?
C13E O11E 1.320(5) . ?
C21E O21E 1.463(6) . ?
C21E C22E 1.514(6) . ?
C21E H21I 0.9900 . ?
C21E H21J 0.9900 . ?
C22E H22M 0.9800 . ?
C22E H22N 0.9800 . ?
C22E H22O 0.9800 . ?
O11E H1E 0.8400 . ?

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
C6A C1A C2A 117.8 . . ?
C6A C1A C11A 122.5 . . ?
C2A C1A C11A 119.7 . . ?
O21A C2A C3A 123.3 . . ?
O21A C2A C1A 116.3 . . ?
C3A C2A C1A 120.4 . . ?
C4A C3A C2A 120.1 . . ?
C4A C3A H3A 119.9 . . ?
C2A C3A H3A 119.9 . . ?
C3A C4A C5A 119.9 . . ?
C3A C4A H4A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C6A C5A C4A 119.6 . . ?
C6A C5A H5A 120.2 . . ?
C4A C5A H5A 120.2 . . ?
C5A C6A C1A 122.1 . . ?
C5A C6A H6A 118.9 . . ?
C1A C6A H6A 118.9 . . ?
C12A C11A C1A 127.0 . . ?
C12A C11A H11A 116.5 . . ?
C1A C11A H11A 116.5 . . ?
C11A C12A C13A 122.4 . . ?
C11A C12A H12A 118.8 . . ?
C13A C12A H12A 118.8 . . ?
O12A C13A O11A 125.0 . . ?
O12A C13A C12A 119.5 . . ?
O11A C13A C12A 115.5 . . ?
O21A C21A C22A 106.3 . . ?
O21A C21A H21A 110.5 . . ?
C22A C21A H21A 110.5 . . ?
O21A C21A H21B 110.5 . . ?
C22A C21A H21B 110.5 . . ?
H21A C21A H21B 108.7 . . ?
C21A C22A H22A 109.5 . . ?
C21A C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
C21A C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C13A O11A H1A 109.5 . . ?
C2A O21A C21A 118.9 . . ?
C6B C1B C2B 117.8 . . ?
C6B C1B C11B 121.9 . . ?
C2B C1B C11B 120.3 . . ?
O21B C2B C3B 123.6 . . ?
O21B C2B C1B 116.1 . . ?
C3B C2B C1B 120.4 . . ?
C4B C3B C2B 119.9 . . ?
C4B C3B H3B 120.0 . . ?
C2B C3B H3B 120.0 . . ?
C3B C4B C5B 120.7 . . ?
C3B C4B H4B 119.6 . . ?
C5B C4B H4B 119.6 . . ?
C6B C5B C4B 119.4 . . ?
C6B C5B H5B 120.3 . . ?
C4B C5B H5B 120.3 . . ?
C5B C6B C1B 121.7 . . ?
C5B C6B H6B 119.1 . . ?
C1B C6B H6B 119.1 . . ?
C12B C11B C1B 126.5 . . ?
C12B C11B H11B 116.7 . . ?
C1B C11B H11B 116.7 . . ?
C11B C12B C13B 121.9 . . ?
C11B C12B H12B 119.1 . . ?
C13B C12B H12B 119.1 . . ?
O12B C13B O11B 124.2 . . ?
O12B C13B C12B 121.4 . . ?
O11B C13B C12B 114.3 . . ?
O21B C21B C22B 107.0 . . ?
O21B C21B H21C 110.3 . . ?
C22B C21B H21C 110.3 . . ?
O21B C21B H21D 110.3 . . ?
C22B C21B H21D 110.3 . . ?
H21C C21B H21D 108.6 . . ?
C21B C22B H22D 109.5 . . ?
C21B C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
C21B C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C13B O11B H1B 109.5 . . ?
C2B O21B C21B 118.1 . . ?
C6C C1C C2C 117.9(2) . . ?
C6C C1C C11C 122.3(2) . . ?
C2C C1C C11C 119.8(2) . . ?
O21C C2C C3C 123.1(2) . . ?
O21C C2C C1C 116.5(2) . . ?
C3C C2C C1C 120.4(2) . . ?
C4C C3C C2C 119.4(3) . . ?
C4C C3C H3C 120.3 . . ?
C2C C3C H3C 120.3 . . ?
C3C C4C C5C 121.5(3) . . ?
C3C C4C H4C 119.3 . . ?
C5C C4C H4C 119.3 . . ?
C6C C5C C4C 118.8(3) . . ?
C6C C5C H5C 120.6 . . ?
C4C C5C H5C 120.6 . . ?
C5C C6C C1C 121.9(2) . . ?
C5C C6C H6C 119.0 . . ?
C1C C6C H6C 119.0 . . ?
C12C C11C C1C 125.9(2) . . ?
C12C C11C H11C 117.0 . . ?
C1C C11C H11C 117.0 . . ?
C11C C12C C13C 121.9(2) . . ?
C11C C12C H12C 119.0 . . ?
C13C C12C H12C 119.0 . . ?
O12C C13C O11C 123.1(2) . . ?
O12C C13C C12C 123.6(2) . . ?
O11C C13C C12C 113.3(2) . . ?
O21C C21C C22C 106.99(19) . . ?
O21C C21C H21E 110.3 . . ?
C22C C21C H21E 110.3 . . ?
O21C C21C H21F 110.3 . . ?
C22C C21C H21F 110.3 . . ?
H21E C21C H21F 108.6 . . ?
C21C C22C H22G 109.5 . . ?
C21C C22C H22H 109.5 . . ?
H22G C22C H22H 109.5 . . ?
C21C C22C H22I 109.5 . . ?
H22G C22C H22I 109.5 . . ?
H22H C22C H22I 109.5 . . ?
C13C O11C H1C 109.5 . . ?
C2C O21C C21C 117.93(17) . . ?
C2D C1D C6D 119.0(5) . . ?
C2D C1D C11D 117.8(5) . . ?
C6D C1D C11D 123.0(5) . . ?
C1D C2D O21D 115.0(5) . . ?
C1D C2D C3D 120.9(5) . . ?
O21D C2D C3D 124.1(6) . . ?
C4D C3D C2D 118.2(6) . . ?
C4D C3D H3D 120.9 . . ?
C2D C3D H3D 120.9 . . ?
C5D C4D C3D 121.9(5) . . ?
C5D C4D H4D 119.1 . . ?
C3D C4D H4D 119.1 . . ?
C4D C5D C6D 119.6(5) . . ?
C4D C5D H5D 120.2 . . ?
C6D C5D H5D 120.2 . . ?
C5D C6D C1D 120.4(5) . . ?
C5D C6D H6D 119.8 . . ?
C1D C6D H6D 119.8 . . ?
C1D C11D C12D 120.6(4) . . ?
C1D C11D C12E 115.1(4) . . ?
C12D C11D C12E 89.5(3) . . ?
C1D C11D H11D 110.0 . . ?
C12D C11D H11D 110.0 . . ?
C12E C11D H11D 110.0 . . ?
C13D C12D C11D 115.2(3) . . ?
C13D C12D C11E 111.7(3) . . ?
C11D C12D C11E 90.6(3) . . ?
C13D C12D H12D 112.5 . . ?
C11D C12D H12D 112.5 . . ?
C11E C12D H12D 112.5 . . ?
O12D C13D O11D 122.7(5) . . ?
O12D C13D C12D 124.1(5) . . ?
O11D C13D C12D 113.0(4) . . ?
O21D C21D C22D 107.0(6) . . ?
O21D C21D H21G 110.3 . . ?
C22D C21D H21G 110.3 . . ?
O21D C21D H21H 110.3 . . ?
C22D C21D H21H 110.3 . . ?
H21G C21D H21H 108.6 . . ?
C21D C22D H22J 109.5 . . ?
C21D C22D H22K 109.5 . . ?
H22J C22D H22K 109.5 . . ?
C21D C22D H22L 109.5 . . ?
H22J C22D H22L 109.5 . . ?
H22K C22D H22L 109.5 . . ?
C13D O11D H1D 109.5 . . ?
C2D O21D C21D 117.2(5) . . ?
C2E C1E C6E 119.5(4) . . ?
C2E C1E C11E 117.6(5) . . ?
C6E C1E C11E 122.6(5) . . ?
O21E C2E C1E 114.8(5) . . ?
O21E C2E C3E 125.4(5) . . ?
C1E C2E C3E 119.8(4) . . ?
C4E C3E C2E 119.2(5) . . ?
C4E C3E H3E 120.4 . . ?
C2E C3E H3E 120.4 . . ?
C5E C4E C3E 122.1(4) . . ?
C5E C4E H4E 119.0 . . ?
C3E C4E H4E 119.0 . . ?
C4E C5E C6E 117.6(5) . . ?
C4E C5E H5E 121.2 . . ?
C6E C5E H5E 121.2 . . ?
C1E C6E C5E 121.7(5) . . ?
C1E C6E H6E 119.2 . . ?
C5E C6E H6E 119.2 . . ?
C1E C11E C12E 121.0(4) . . ?
C1E C11E C12D 115.3(4) . . ?
C12E C11E C12D 89.9(3) . . ?
C1E C11E H11E 109.7 . . ?
C12E C11E H11E 109.7 . . ?
C12D C11E H11E 109.7 . . ?
C13E C12E C11E 116.1(4) . . ?
C13E C12E C11D 110.7(4) . . ?
C11E C12E C11D 90.0(3) . . ?
C13E C12E H12E 112.7 . . ?
C11E C12E H12E 112.7 . . ?
C11D C12E H12E 112.7 . . ?
O12E C13E O11E 123.6(5) . . ?
O12E C13E C12E 123.0(4) . . ?
O11E C13E C12E 113.2(5) . . ?
O21E C21E C22E 105.8(5) . . ?
O21E C21E H21I 110.6 . . ?
C22E C21E H21I 110.6 . . ?
O21E C21E H21J 110.6 . . ?
C22E C21E H21J 110.6 . . ?
H21I C21E H21J 108.7 . . ?
C21E C22E H22M 109.5 . . ?
C21E C22E H22N 109.5 . . ?
H22M C22E H22N 109.5 . . ?
C21E C22E H22O 109.5 . . ?
H22M C22E H22O 109.5 . . ?
H22N C22E H22O 109.5 . . ?
C13E O11E H1E 109.5 . . ?
C2E O21E C21E 117.1(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A C1A C2A O21A 179.9 . . . . ?
C11A C1A C2A O21A 0.0 . . . . ?
C6A C1A C2A C3A 0.0 . . . . ?
C11A C1A C2A C3A -179.8 . . . . ?
O21A C2A C3A C4A 179.1 . . . . ?
C1A C2A C3A C4A -1.0 . . . . ?
C2A C3A C4A C5A 1.7 . . . . ?
C3A C4A C5A C6A -1.4 . . . . ?
C4A C5A C6A C1A 0.4 . . . . ?
C2A C1A C6A C5A 0.3 . . . . ?
C11A C1A C6A C5A -179.8 . . . . ?
C6A C1A C11A C12A 1.7 . . . . ?
C2A C1A C11A C12A -178.5 . . . . ?
C1A C11A C12A C13A 179.4 . . . . ?
C11A C12A C13A O12A -1.2 . . . . ?
C11A C12A C13A O11A 179.0 . . . . ?
C3A C2A O21A C21A 0.6 . . . . ?
C1A C2A O21A C21A -179.2 . . . . ?
C22A C21A O21A C2A 175.1 . . . . ?
C6B C1B C2B O21B 179.5 . . . . ?
C11B C1B C2B O21B 1.6 . . . . ?
C6B C1B C2B C3B -0.8 . . . . ?
C11B C1B C2B C3B -178.8 . . . . ?
O21B C2B C3B C4B -179.7 . . . . ?
C1B C2B C3B C4B 0.6 . . . . ?
C2B C3B C4B C5B -0.7 . . . . ?
C3B C4B C5B C6B 1.0 . . . . ?
C4B C5B C6B C1B -1.3 . . . . ?
C2B C1B C6B C5B 1.1 . . . . ?
C11B C1B C6B C5B 179.1 . . . . ?
C6B C1B C11B C12B 8.6 . . . . ?
C2B C1B C11B C12B -173.5 . . . . ?
C1B C11B C12B C13B -179.1 . . . . ?
C11B C12B C13B O12B 5.7 . . . . ?
C11B C12B C13B O11B -173.1 . . . . ?
C3B C2B O21B C21B -1.6 . . . . ?
C1B C2B O21B C21B 178.0 . . . . ?
C22B C21B O21B C2B -176.4 . . . . ?
C6C C1C C2C O21C 177.7(2) . . . . ?
C11C C1C C2C O21C -4.6(3) . . . . ?
C6C C1C C2C C3C -3.1(4) . . . . ?
C11C C1C C2C C3C 174.6(3) . . . . ?
O21C C2C C3C C4C -178.4(3) . . . . ?
C1C C2C C3C C4C 2.5(4) . . . . ?
C2C C3C C4C C5C -0.2(5) . . . . ?
C3C C4C C5C C6C -1.4(5) . . . . ?
C4C C5C C6C C1C 0.6(4) . . . . ?
C2C C1C C6C C5C 1.6(4) . . . . ?
C11C C1C C6C C5C -176.1(2) . . . . ?
C6C C1C C11C C12C 2.1(4) . . . . ?
C2C C1C C11C C12C -175.5(2) . . . . ?
C1C C11C C12C C13C 176.2(2) . . . . ?
C11C C12C C13C O12C 6.8(4) . . . . ?
C11C C12C C13C O11C -172.5(2) . . . . ?
C3C C2C O21C C21C 4.2(4) . . . . ?
C1C C2C O21C C21C -176.6(2) . . . . ?
C22C C21C O21C C2C 179.2(2) . . . . ?
C6D C1D C2D O21D 179.8(5) . . . . ?
C11D C1D C2D O21D 5.0(8) . . . . ?
C6D C1D C2D C3D 0.7(10) . . . . ?
C11D C1D C2D C3D -174.1(6) . . . . ?
C1D C2D C3D C4D -0.6(10) . . . . ?
O21D C2D C3D C4D -179.6(6) . . . . ?
C2D C3D C4D C5D -0.3(12) . . . . ?
C3D C4D C5D C6D 1.2(12) . . . . ?
C4D C5D C6D C1D -1.2(11) . . . . ?
C2D C1D C6D C5D 0.2(11) . . . . ?
C11D C1D C6D C5D 174.7(6) . . . . ?
C2D C1D C11D C12D -173.4(5) . . . . ?
C6D C1D C11D C12D 12.1(9) . . . . ?
C2D C1D C11D C12E 81.3(6) . . . . ?
C6D C1D C11D C12E -93.3(8) . . . . ?
C1D C11D C12D C13D 127.2(5) . . . . ?
C12E C11D C12D C13D -113.6(4) . . . . ?
C1D C11D C12D C11E -118.3(5) . . . . ?
C12E C11D C12D C11E 0.9(3) . . . . ?
C11D C12D C13D O12D 28.8(7) . . . . ?
C11E C12D C13D O12D -72.8(6) . . . . ?
C11D C12D C13D O11D -156.5(4) . . . . ?
C11E C12D C13D O11D 101.9(4) . . . . ?
C1D C2D O21D C21D -168.3(5) . . . . ?
C3D C2D O21D C21D 10.8(7) . . . . ?
C22D C21D O21D C2D 175.1(4) . . . . ?
C6E C1E C2E O21E 178.3(4) . . . . ?
C11E C1E C2E O21E -7.4(8) . . . . ?
C6E C1E C2E C3E -2.6(9) . . . . ?
C11E C1E C2E C3E 171.7(5) . . . . ?
O21E C2E C3E C4E 179.2(6) . . . . ?
C1E C2E C3E C4E 0.2(10) . . . . ?
C2E C3E C4E C5E 2.7(10) . . . . ?
C3E C4E C5E C6E -2.8(9) . . . . ?
C2E C1E C6E C5E 2.5(8) . . . . ?
C11E C1E C6E C5E -171.6(5) . . . . ?
C4E C5E C6E C1E 0.2(8) . . . . ?
C2E C1E C11E C12E -179.6(5) . . . . ?
C6E C1E C11E C12E -5.4(7) . . . . ?
C2E C1E C11E C12D -73.2(6) . . . . ?
C6E C1E C11E C12D 101.0(6) . . . . ?
C13D C12D C11E C1E -7.9(5) . . . . ?
C11D C12D C11E C1E -125.5(4) . . . . ?
C13D C12D C11E C12E 116.7(3) . . . . ?
C11D C12D C11E C12E -0.9(3) . . . . ?
C1E C11E C12E C13E -126.1(5) . . . . ?
C12D C11E C12E C13E 114.0(4) . . . . ?
C1E C11E C12E C11D 120.7(4) . . . . ?
C12D C11E C12E C11D 0.9(3) . . . . ?
C1D C11D C12E C13E 4.9(5) . . . . ?
C12D C11D C12E C13E -118.9(4) . . . . ?
C1D C11D C12E C11E 123.0(4) . . . . ?
C12D C11D C12E C11E -0.9(3) . . . . ?
C11E C12E C13E O12E -20.2(8) . . . . ?
C11D C12E C13E O12E 80.4(7) . . . . ?
C11E C12E C13E O11E 164.5(4) . . . . ?
C11D C12E C13E O11E -94.9(5) . . . . ?
C1E C2E O21E C21E 165.0(5) . . . . ?
C3E C2E O21E C21E -14.0(9) . . . . ?
C22E C21E O21E C2E -170.0(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O11C H1C O12E 0.84 1.86 2.688(5) 171 2_766
O11E H1E O12C 0.84 1.88 2.694(6) 164 2_766
O11D H1D O12D 0.84 2.11 2.861(7) 149 2_655
O11B H1B O12C 0.84 1.69 2.519(8) 168 2_766
O11C H1C O12B 0.84 1.76 2.59(3) 171 2_766
O11A H1A O12A 0.84 1.53 2.345(13) 161 2_655
O11A H1A O11A 0.84 2.57 3.202(17) 133 2_655
O11A H1A O12A 0.84 1.53 2.345(13) 161 2_655
O11B H1B O12C 0.84 1.69 2.519(8) 168 2_766
C21C H21F O12B 0.99 2.59 3.22(3) 122 1_455
C22C H22G O21A 0.98 2.60 3.58(3) 173 1_565
C22C H22G O21D 0.98 2.65 3.625(5) 176 1_565
O11C H1C O12B 0.84 1.76 2.59(3) 171 2_766
O11C H1C O12E 0.84 1.86 2.688(5) 171 2_766
O11D H1D O12D 0.84 2.11 2.861(7) 149 2_655
O11E H1E O12C 0.84 1.88 2.694(6) 164 2_766
O11A H1A O11A 0.84 2.57 3.202(17) 133 2_655
O11A H1A O12A 0.84 1.53 2.345(13) 161 2_655
O11B H1B O12C 0.84 1.69 2.519(8) 168 2_766
C21C H21F O12B 0.99 2.59 3.22(3) 122 1_455
C22C H22G O21A 0.98 2.60 3.58(3) 173 1_565
C22C H22G O21D 0.98 2.65 3.625(5) 176 1_565
O11C H1C O12B 0.84 1.76 2.59(3) 171 2_766
O11C H1C O12E 0.84 1.86 2.688(5) 171 2_766
O11D H1D O12D 0.84 2.11 2.861(7) 149 2_655
O11E H1E O12C 0.84 1.88 2.694(6) 164 2_766

_refine_diff_density_max         0.236
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.041


_exptl_crystal_recrystallization_method 
'Crystallised from ethyl acetate followed by photoreaction at 343 K.'
####################################################################### 
# 
# 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_36h_343K
_database_code_depnum_ccdc_archive 'CCDC 1472992'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'(E)-3-(2-Ethoxyphenyl)propenoic acid and trans-2,4-bis(2-ethoxyphenyl)-trans-1,3-cyclobutane-dicarboxylic acid'
_chemical_name_common            
;
ortho-ethoxy-trans-cinnamic acid and 2,2'-diethoxy alpha-truxillic acid 
;
_chemical_melting_point          ?
_chemical_formula_moiety         '0.828(C22 H24 O6), 1.344(C11 H12 O3)'
_chemical_formula_sum            'C33 H36 O9'
_chemical_formula_weight         576.62

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.440(2)
_cell_length_b                   10.918(3)
_cell_length_c                   17.372(4)
_cell_angle_alpha                98.412(4)
_cell_angle_beta                 92.041(4)
_cell_angle_gamma                109.825(5)
_cell_volume                     1483.6(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    971
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.11

_exptl_crystal_description       irregular
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7781
_diffrn_reflns_av_unetI/netI     0.0832
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.190
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             5157
_reflns_number_gt                2604
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0884P)²+0.0837P] 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_number_reflns         5157
_refine_ls_number_parameters     439
_refine_ls_number_restraints     56
_refine_ls_R_factor_all          0.1499
_refine_ls_R_factor_gt           0.0707
_refine_ls_wR_factor_ref         0.2020
_refine_ls_wR_factor_gt          0.1695
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.041
_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
C1A C 1.0050(11) 0.0109(8) 0.2171(5) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
C2A C 1.0016(14) 0.0115(9) 0.2978(5) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
C3A C 1.1450(16) 0.0176(12) 0.3430(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H3A H 1.1424 0.0195 0.3977 0.044 Uiso 0.172(2) 1 calc R U P A 2
C4A C 1.2898(15) 0.0209(15) 0.3084(8) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H4A H 1.3863 0.0227 0.3390 0.044 Uiso 0.172(2) 1 calc R U P A 2
C5A C 1.2950(13) 0.0217(16) 0.2283(8) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H5A H 1.3957 0.0259 0.2044 0.044 Uiso 0.172(2) 1 calc R U P A 2
C6A C 1.1545(11) 0.0164(12) 0.1845(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H6A H 1.1593 0.0165 0.1300 0.044 Uiso 0.172(2) 1 calc R U P A 2
C11A C 0.8529(11) 0.0048(8) 0.1704(5) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H11A H 0.7575 0.0037 0.1980 0.044 Uiso 0.172(2) 1 calc R U P A 2
C12A C 0.8347(12) 0.0006(9) 0.0936(5) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H12A H 0.9280 0.0025 0.0641 0.044 Uiso 0.172(2) 1 calc R U P A 2
C13A C 0.6766(13) -0.0066(12) 0.0528(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
C21A C 0.842(2) 0.0083(17) 0.4113(5) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H21A H 0.9320 0.0867 0.4412 0.044 Uiso 0.172(2) 1 calc R U P A 2
H21B H 0.8549 -0.0720 0.4264 0.044 Uiso 0.172(2) 1 calc R U P A 2
C22A C 0.671(2) 0.013(2) 0.4273(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H22A H 0.6575 0.0150 0.4832 0.054 Uiso 0.172(2) 1 calc R U P A 2
H22B H 0.6603 0.0934 0.4120 0.054 Uiso 0.172(2) 1 calc R U P A 2
H22C H 0.5836 -0.0646 0.3972 0.054 Uiso 0.172(2) 1 calc R U P A 2
O11A O 0.6783(16) -0.0079(14) -0.0202(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H1A H 0.5832 -0.0121 -0.0390 0.054 Uiso 0.172(2) 1 calc R U P A 2
O12A O 0.5509(13) -0.0113(14) 0.0910(7) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
O21A O 0.8528(16) 0.0062(12) 0.3281(5) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
C1B C 0.7716(12) 0.3290(9) 0.1271(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
C2B C 0.7715(14) 0.3127(9) 0.0449(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
C3B C 0.6331(17) 0.3106(12) -0.0010(7) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H3B H 0.6331 0.2987 -0.0563 0.044 Uiso 0.172(2) 1 calc R U P A 2
C4B C 0.4956(16) 0.3259(17) 0.0334(8) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H4B H 0.4013 0.3255 0.0017 0.044 Uiso 0.172(2) 1 calc R U P A 2
C5B C 0.4928(15) 0.3419(18) 0.1139(8) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H5B H 0.3964 0.3509 0.1373 0.044 Uiso 0.172(2) 1 calc R U P A 2
C6B C 0.6301(14) 0.3445(14) 0.1595(7) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H6B H 0.6285 0.3573 0.2147 0.044 Uiso 0.172(2) 1 calc R U P A 2
C11B C 0.9196(12) 0.3338(8) 0.1756(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H11B H 1.0171 0.3348 0.1497 0.044 Uiso 0.172(2) 1 calc R U P A 2
C12B C 0.9314(14) 0.3367(10) 0.2530(5) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H12B H 0.8358 0.3345 0.2808 0.044 Uiso 0.172(2) 1 calc R U P A 2
C13B C 1.0867(16) 0.3433(13) 0.2958(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
C21B C 0.917(2) 0.2776(15) -0.0681(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H21C H 0.9106 0.3552 -0.0895 0.044 Uiso 0.172(2) 1 calc R U P A 2
H21D H 0.8196 0.1990 -0.0924 0.044 Uiso 0.172(2) 1 calc R U P A 2
C22B C 1.080(2) 0.257(2) -0.0844(7) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H22D H 1.0869 0.2422 -0.1410 0.054 Uiso 0.172(2) 1 calc R U P A 2
H22E H 1.1747 0.3355 -0.0600 0.054 Uiso 0.172(2) 1 calc R U P A 2
H22F H 1.0841 0.1800 -0.0629 0.054 Uiso 0.172(2) 1 calc R U P A 2
O11B O 1.073(2) 0.3315(16) 0.3679(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
H1B H 1.1659 0.3361 0.3890 0.054 Uiso 0.172(2) 1 calc R U P A 2
O12B O 1.2203(15) 0.3569(16) 0.2627(8) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
O21B O 0.9133(16) 0.2987(11) 0.0154(6) 0.0363(16) Uiso 0.172(2) 1 d G U P A 2
C1C C 0.2166(4) 0.6519(3) 0.42351(16) 0.0323(8) Uani 1 1 d . . . . .
C2C C 0.2201(4) 0.6460(3) 0.34184(18) 0.0392(9) Uani 1 1 d . . . . .
C3C C 0.0726(5) 0.6248(4) 0.2954(2) 0.0591(12) Uani 1 1 d . . . . .
H3C H 0.0741 0.6172 0.2403 0.071 Uiso 1 1 calc R U . . .
C4C C -0.0751(5) 0.6147(4) 0.3288(2) 0.0674(13) Uani 1 1 d . . . . .
H4C H -0.1755 0.5986 0.2963 0.081 Uiso 1 1 calc R U . . .
C5C C -0.0800(5) 0.6278(4) 0.4092(2) 0.0559(11) Uani 1 1 d . . . . .
H5C H -0.1814 0.6247 0.4323 0.067 Uiso 1 1 calc R U . . .
C6C C 0.0651(4) 0.6453(3) 0.45486(19) 0.0416(9) Uani 1 1 d . . . . .
H6C H 0.0617 0.6532 0.5099 0.050 Uiso 1 1 calc R U . . .
C11C C 0.3682(4) 0.6605(3) 0.47069(17) 0.0331(8) Uani 1 1 d . . . . .
H11C H 0.4675 0.6690 0.4447 0.040 Uiso 1 1 calc R U . . .
C12C C 0.3788(4) 0.6575(3) 0.54704(17) 0.0395(9) Uani 1 1 d D . . . .
H12C H 0.2844 0.6563 0.5755 0.047 Uiso 1 1 calc R U . . .
C13C C 0.5328(5) 0.6560(3) 0.58814(17) 0.0394(9) Uani 1 1 d . . . . .
C21C C 0.3840(5) 0.6659(4) 0.23087(17) 0.0454(10) Uani 1 1 d . . . . .
H21E H 0.3480 0.7377 0.2167 0.054 Uiso 1 1 calc R U . . .
H21F H 0.3100 0.5813 0.1993 0.054 Uiso 1 1 calc R U . . .
C22C C 0.5631(4) 0.6905(4) 0.21550(19) 0.0533(11) Uani 1 1 d . . . . .
H22G H 0.6358 0.7720 0.2491 0.080 Uiso 1 1 calc R U . . .
H22H H 0.5764 0.6996 0.1606 0.080 Uiso 1 1 calc R U . . .
H22I H 0.5953 0.6163 0.2267 0.080 Uiso 1 1 calc R U . . .
O11C O 0.5117(3) 0.6357(3) 0.66086(12) 0.0600(8) Uani 1 1 d D . . . .
H1C H 0.6036 0.6387 0.6828 0.090 Uiso 1 1 calc R U . . .
O12C O 0.6669(3) 0.6707(2) 0.55862(12) 0.0466(7) Uani 1 1 d D . . . .
O21C O 0.3721(3) 0.6609(2) 0.31306(11) 0.0434(6) Uani 1 1 d . . . . .
C1D C 1.0148(5) 0.0363(4) 0.2339(2) 0.0405(15) Uani 0.729(2) 1 d G . P B 1
C2D C 0.9938(5) -0.0076(4) 0.30527(19) 0.0413(13) Uani 0.729(2) 1 d G . P B 1
C3D C 1.1199(6) -0.0416(3) 0.34049(19) 0.0544(16) Uani 0.729(2) 1 d G . P B 1
H3D H 1.1055 -0.0716 0.3893 0.065 Uiso 0.729(2) 1 calc R U P B 1
C4D C 1.2669(5) -0.0318(4) 0.3043(3) 0.067(2) Uani 0.729(2) 1 d G . P B 1
H4D H 1.3530 -0.0550 0.3284 0.081 Uiso 0.729(2) 1 calc R U P B 1
C5D C 1.2879(5) 0.0121(4) 0.2329(3) 0.0637(19) Uani 0.729(2) 1 d G . P B 1
H5D H 1.3884 0.0188 0.2081 0.076 Uiso 0.729(2) 1 calc R U P B 1
C6D C 1.1619(5) 0.0461(4) 0.19766(19) 0.0514(15) Uani 0.729(2) 1 d G . P B 1
H6D H 1.1763 0.0761 0.1489 0.062 Uiso 0.729(2) 1 calc R U P B 1
C11D C 0.8792(6) 0.0839(4) 0.2020(2) 0.0357(12) Uani 0.729(2) 1 d . . P B 1
H11D H 0.7644 0.0235 0.2104 0.043 Uiso 0.729(2) 1 calc R U P B 1
C12D C 0.8807(6) 0.1130(4) 0.1179(2) 0.0383(13) Uani 0.729(2) 1 d D . P B 1
H12D H 0.9811 0.1042 0.0919 0.046 Uiso 0.729(2) 1 calc R U P B 1
C13D C 0.7176(7) 0.0439(5) 0.0669(2) 0.0402(13) Uani 0.729(2) 1 d D . P B 1
C21D C 0.8349(9) -0.0300(6) 0.4164(3) 0.0526(17) Uani 0.729(2) 1 d . . P B 1
H21G H 0.9304 0.0392 0.4496 0.063 Uiso 0.729(2) 1 calc R U P B 1
H21H H 0.8397 -0.1173 0.4227 0.063 Uiso 0.729(2) 1 calc R U P B 1
C22D C 0.6726(9) -0.0197(6) 0.4396(3) 0.0573(19) Uani 0.729(2) 1 d . . P B 1
H22J H 0.6723 0.0692 0.4366 0.086 Uiso 0.729(2) 1 calc R U P B 1
H22K H 0.6584 -0.0363 0.4933 0.086 Uiso 0.729(2) 1 calc R U P B 1
H22L H 0.5793 -0.0850 0.4044 0.086 Uiso 0.729(2) 1 calc R U P B 1
O11D O 0.7382(5) 0.0371(4) -0.00918(19) 0.0515(11) Uani 0.729(2) 1 d D . P B 1
H1D H 0.6445 -0.0036 -0.0352 0.077 Uiso 0.729(2) 1 calc R U P B 1
O12D O 0.5788(5) 0.0067(5) 0.0909(2) 0.0517(12) Uani 0.729(2) 1 d D . P B 1
O21D O 0.8463(6) -0.0137(4) 0.33666(19) 0.0453(10) Uani 0.729(2) 1 d . . P B 1
C1E C 0.7705(4) 0.3126(3) 0.11928(18) 0.0318(12) Uani 0.729(2) 1 d G . P B 1
C2E C 0.7829(4) 0.3390(3) 0.04339(18) 0.0350(12) Uani 0.729(2) 1 d G . P B 1
C3E C 0.6552(5) 0.3687(3) 0.00626(18) 0.0484(15) Uani 0.729(2) 1 d G . P B 1
H3E H 0.6637 0.3867 -0.0456 0.058 Uiso 0.729(2) 1 calc R U P B 1
C4E C 0.5151(5) 0.3721(4) 0.0450(2) 0.0578(18) Uani 0.729(2) 1 d G . P B 1
H4E H 0.4279 0.3924 0.0196 0.069 Uiso 0.729(2) 1 calc R U P B 1
C5E C 0.5027(5) 0.3458(5) 0.1209(2) 0.0579(19) Uani 0.729(2) 1 d G . P B 1
H5E H 0.4070 0.3481 0.1474 0.069 Uiso 0.729(2) 1 calc R U P B 1
C6E C 0.6304(5) 0.3160(4) 0.15803(18) 0.0385(14) Uani 0.729(2) 1 d G . P B 1
H6E H 0.6219 0.2980 0.2099 0.046 Uiso 0.729(2) 1 calc R U P B 1
C11E C 0.9036(6) 0.2637(4) 0.1513(2) 0.0326(11) Uani 0.729(2) 1 d . . P B 1
H11E H 1.0192 0.3234 0.1434 0.039 Uiso 0.729(2) 1 calc R U P B 1
C12E C 0.8998(6) 0.2328(5) 0.2350(2) 0.0354(13) Uani 0.729(2) 1 d D . P B 1
H12E H 0.7983 0.2406 0.2604 0.042 Uiso 0.729(2) 1 calc R U P B 1
C13E C 1.0609(6) 0.3016(5) 0.2870(2) 0.0268(12) Uani 0.729(2) 1 d D . P B 1
C21E C 0.9231(7) 0.3229(6) -0.0730(2) 0.0439(16) Uani 0.729(2) 1 d . . P B 1
H21I H 0.9206 0.4051 -0.0898 0.053 Uiso 0.729(2) 1 calc R U P B 1
H21J H 0.8210 0.2490 -0.0979 0.053 Uiso 0.729(2) 1 calc R U P B 1
C22E C 1.0780(8) 0.2971(6) -0.0965(3) 0.0547(18) Uani 0.729(2) 1 d . . P B 1
H22M H 1.1778 0.3754 -0.0771 0.082 Uiso 0.729(2) 1 calc R U P B 1
H22N H 1.0722 0.2773 -0.1536 0.082 Uiso 0.729(2) 1 calc R U P B 1
H22O H 1.0862 0.2217 -0.0743 0.082 Uiso 0.729(2) 1 calc R U P B 1
O11E O 1.0416(6) 0.2947(5) 0.36126(18) 0.0367(11) Uani 0.729(2) 1 d D . P B 1
H1E H 1.1355 0.3323 0.3877 0.055 Uiso 0.729(2) 1 calc R U P B 1
O12E O 1.1973(5) 0.3476(5) 0.2615(2) 0.0383(11) Uani 0.729(2) 1 d D . P B 1
O21E O 0.9264(5) 0.3356(3) 0.01043(17) 0.0384(9) Uani 0.729(2) 1 d . . P B 1
C1F C 0.785(3) 0.055(3) 0.2992(12) 0.059(3) Uiso 0.0989(19) 1 d G U P C 3
C2F C 0.911(3) 0.004(3) 0.3134(14) 0.059(3) Uiso 0.0989(19) 1 d DG U P C 3
C3F C 0.905(3) -0.066(3) 0.3748(16) 0.059(3) Uiso 0.0989(19) 1 d G U P C 3
H3F H 0.9914 -0.1004 0.3845 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C4F C 0.772(4) -0.085(3) 0.4220(15) 0.059(3) Uiso 0.0989(19) 1 d G U P C 3
H4F H 0.7675 -0.1322 0.4640 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C5F C 0.645(3) -0.034(3) 0.4078(15) 0.059(3) Uiso 0.0989(19) 1 d G U P C 3
H5F H 0.5543 -0.0468 0.4400 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C6F C 0.652(3) 0.036(3) 0.3464(14) 0.059(3) Uiso 0.0989(19) 1 d G U P C 3
H6F H 0.5651 0.0704 0.3366 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C11F C 0.777(4) 0.133(3) 0.2338(12) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
H11F H 0.6757 0.1612 0.2370 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C12F C 0.776(3) 0.059(2) 0.1498(11) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
H12F H 0.8128 -0.0182 0.1541 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C13F C 0.631(3) 0.016(3) 0.0871(15) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
C21F C 1.178(3) -0.009(3) 0.2735(15) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
H21K H 1.1530 -0.0962 0.2894 0.070 Uiso 0.0989(19) 1 calc R U P C 3
H21L H 1.2475 0.0595 0.3172 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C22F C 1.275(5) -0.003(5) 0.2024(16) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
H22P H 1.3802 -0.0179 0.2142 0.088 Uiso 0.0989(19) 1 calc R U P C 3
H22Q H 1.2061 -0.0709 0.1594 0.088 Uiso 0.0989(19) 1 calc R U P C 3
H22R H 1.3005 0.0844 0.1872 0.088 Uiso 0.0989(19) 1 calc R U P C 3
O11F O 0.488(3) 0.009(3) 0.1103(14) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
O12F O 0.658(3) -0.010(3) 0.0178(12) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
H1F H 0.5674 -0.0328 -0.0109 0.088 Uiso 0.0989(19) 1 calc R U P C 3
O21F O 1.022(2) 0.014(3) 0.2567(13) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
C1G C 0.960(3) 0.247(2) 0.0622(10) 0.059(3) Uiso 0.0989(19) 1 d DG U P C 3
C2G C 0.840(3) 0.300(3) 0.0421(13) 0.059(3) Uiso 0.0989(19) 1 d DG U P C 3
C3G C 0.849(3) 0.356(3) -0.0253(16) 0.059(3) Uiso 0.0989(19) 1 d G U P C 3
H3G H 0.7662 0.3919 -0.0390 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C4G C 0.979(4) 0.358(3) -0.0726(13) 0.059(3) Uiso 0.0989(19) 1 d G U P C 3
H4G H 0.9852 0.3965 -0.1187 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C5G C 1.100(3) 0.305(3) -0.0525(13) 0.059(3) Uiso 0.0989(19) 1 d G U P C 3
H5G H 1.1886 0.3072 -0.0849 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C6G C 1.090(3) 0.249(2) 0.0149(13) 0.059(3) Uiso 0.0989(19) 1 d G U P C 3
H6G H 1.1730 0.2132 0.0286 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C11G C 0.930(4) 0.175(2) 0.1320(10) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
H11G H 1.0271 0.1422 0.1353 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C12G C 0.933(3) 0.248(3) 0.2165(13) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
H12G H 0.8976 0.3260 0.2127 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C13G C 1.094(4) 0.295(3) 0.2704(15) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
C21G C 0.575(3) 0.323(3) 0.0681(17) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
H21M H 0.5109 0.2624 0.0204 0.070 Uiso 0.0989(19) 1 calc R U P C 3
H21N H 0.6207 0.4129 0.0551 0.070 Uiso 0.0989(19) 1 calc R U P C 3
C22G C 0.456(4) 0.322(6) 0.1304(18) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
H22S H 0.3646 0.3499 0.1118 0.088 Uiso 0.0989(19) 1 calc R U P C 3
H22T H 0.4080 0.2329 0.1428 0.088 Uiso 0.0989(19) 1 calc R U P C 3
H22U H 0.5178 0.3834 0.1775 0.088 Uiso 0.0989(19) 1 calc R U P C 3
O11G O 1.072(5) 0.291(5) 0.3422(15) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
H1G H 1.1666 0.3166 0.3683 0.088 Uiso 0.0989(19) 1 calc R U P C 3
O12G O 1.234(3) 0.329(4) 0.243(2) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3
O21G O 0.714(2) 0.283(2) 0.0916(12) 0.059(3) Uiso 0.0989(19) 1 d D U P C 3


_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
C1A C6A 1.3877 . ?
C1A C2A 1.4021 . ?
C1A C11A 1.4707 . ?
C2A O21A 1.3656 . ?
C2A C3A 1.3951 . ?
C3A C4A 1.3723 . ?
C3A H3A 0.9500 . ?
C4A C5A 1.3951 . ?
C4A H4A 0.9500 . ?
C5A C6A 1.3654 . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C11A C12A 1.3300 . ?
C11A H11A 0.9500 . ?
C12A C13A 1.4609 . ?
C12A H12A 0.9500 . ?
C13A O12A 1.2611 . ?
C13A O11A 1.2665 . ?
C21A O21A 1.4492 . ?
C21A C22A 1.4974 . ?
C21A H21A 0.9900 . ?
C21A H21B 0.9900 . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
O11A H1A 0.8400 . ?
C1B C6B 1.3889 . ?
C1B C2B 1.4122 . ?
C1B C11B 1.4639 . ?
C2B O21B 1.3647 . ?
C2B C3B 1.3834 . ?
C3B C4B 1.3725 . ?
C3B H3B 0.9500 . ?
C4B C5B 1.3857 . ?
C4B H4B 0.9500 . ?
C5B C6B 1.3697 . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C11B C12B 1.3389 . ?
C11B H11B 0.9500 . ?
C12B C13B 1.4586 . ?
C12B H12B 0.9500 . ?
C13B O12B 1.2574 . ?
C13B O11B 1.2832 . ?
C21B O21B 1.4370 . ?
C21B C22B 1.4964 . ?
C21B H21C 0.9900 . ?
C21B H21D 0.9900 . ?
C22B H22D 0.9800 . ?
C22B H22E 0.9800 . ?
C22B H22F 0.9800 . ?
O11B H1B 0.8400 . ?
C1C C6C 1.391(4) . ?
C1C C2C 1.413(4) . ?
C1C C11C 1.462(4) . ?
C2C O21C 1.360(4) . ?
C2C C3C 1.390(5) . ?
C3C C4C 1.370(5) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.387(5) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.376(5) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
C11C C12C 1.332(4) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.466(5) . ?
C12C H12C 0.9500 . ?
C13C O12C 1.230(4) . ?
C13C O11C 1.322(3) . ?
C21C O21C 1.443(3) . ?
C21C C22C 1.484(4) . ?
C21C H21E 0.9900 . ?
C21C H21F 0.9900 . ?
C22C H22G 0.9800 . ?
C22C H22H 0.9800 . ?
C22C H22I 0.9800 . ?
O11C H1C 0.8400 . ?
C1D C2D 1.3900 . ?
C1D C6D 1.3900 . ?
C1D C11D 1.526(5) . ?
C2D O21D 1.362(4) . ?
C2D C3D 1.3900 . ?
C3D C4D 1.3900 . ?
C3D H3D 0.9500 . ?
C4D C5D 1.3900 . ?
C4D H4D 0.9500 . ?
C5D C6D 1.3900 . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?
C11D C12D 1.540(5) . ?
C11D C12E 1.591(6) . ?
C11D H11D 1.0000 . ?
C12D C13D 1.504(6) . ?
C12D C11E 1.606(6) . ?
C12D H12D 1.0000 . ?
C13D O12D 1.214(5) . ?
C13D O11D 1.334(5) . ?
C21D O21D 1.424(5) . ?
C21D C22D 1.478(7) . ?
C21D H21G 0.9900 . ?
C21D H21H 0.9900 . ?
C22D H22J 0.9800 . ?
C22D H22K 0.9800 . ?
C22D H22L 0.9800 . ?
O11D H1D 0.8400 . ?
C1E C2E 1.3900 . ?
C1E C6E 1.3900 . ?
C1E C11E 1.518(5) . ?
C2E O21E 1.367(4) . ?
C2E C3E 1.3900 . ?
C3E C4E 1.3900 . ?
C3E H3E 0.9500 . ?
C4E C5E 1.3900 . ?
C4E H4E 0.9500 . ?
C5E C6E 1.3900 . ?
C5E H5E 0.9500 . ?
C6E H6E 0.9500 . ?
C11E C12E 1.539(5) . ?
C11E H11E 1.0000 . ?
C12E C13E 1.501(5) . ?
C12E H12E 1.0000 . ?
C13E O12E 1.219(5) . ?
C13E O11E 1.315(4) . ?
C21E O21E 1.434(5) . ?
C21E C22E 1.486(6) . ?
C21E H21I 0.9900 . ?
C21E H21J 0.9900 . ?
C22E H22M 0.9800 . ?
C22E H22N 0.9800 . ?
C22E H22O 0.9800 . ?
O11E H1E 0.8400 . ?
C1F C2F 1.3900 . ?
C1F C6F 1.3900 . ?
C1F C11F 1.53(3) . ?
C2F O21F 1.3700(11) . ?
C2F C3F 1.3900 . ?
C3F C4F 1.3900 . ?
C3F H3F 0.9500 . ?
C4F C5F 1.3900 . ?
C4F H4F 0.9500 . ?
C5F C6F 1.3900 . ?
C5F H5F 0.9500 . ?
C6F H6F 0.9500 . ?
C11F C12F 1.5600(11) . ?
C11F C12G 1.5600(11) . ?
C11F H11F 1.0000 . ?
C12F C13F 1.507(13) . ?
C12F C11G 1.5600(11) . ?
C12F H12F 1.0000 . ?
C13F O12F 1.24(2) . ?
C13F O11F 1.271(9) . ?
C21F O21F 1.4500(11) . ?
C21F C22F 1.4999(11) . ?
C21F H21K 0.9900 . ?
C21F H21L 0.9900 . ?
C22F H22P 0.9800 . ?
C22F H22Q 0.9800 . ?
C22F H22R 0.9800 . ?
O12F H1F 0.8400 . ?
C1G C2G 1.3900 . ?
C1G C6G 1.3900 . ?
C1G C11G 1.5200(11) . ?
C2G O21G 1.3700(11) . ?
C2G C3G 1.3900 . ?
C3G C4G 1.3900 . ?
C3G H3G 0.9500 . ?
C4G C5G 1.3900 . ?
C4G H4G 0.9500 . ?
C5G C6G 1.3900 . ?
C5G H5G 0.9500 . ?
C6G H6G 0.9500 . ?
C11G C12G 1.5600(11) . ?
C11G H11G 1.0000 . ?
C12G C13G 1.509(13) . ?
C12G H12G 1.0000 . ?
C13G O12G 1.24(2) . ?
C13G O11G 1.272(9) . ?
C21G O21G 1.4501(11) . ?
C21G C22G 1.5000(11) . ?
C21G H21M 0.9900 . ?
C21G H21N 0.9900 . ?
C22G H22S 0.9800 . ?
C22G H22T 0.9800 . ?
C22G H22U 0.9800 . ?
O11G H1G 0.8400 . ?

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
C6A C1A C2A 117.8 . . ?
C6A C1A C11A 122.5 . . ?
C2A C1A C11A 119.7 . . ?
O21A C2A C3A 123.3 . . ?
O21A C2A C1A 116.3 . . ?
C3A C2A C1A 120.4 . . ?
C4A C3A C2A 120.1 . . ?
C4A C3A H3A 119.9 . . ?
C2A C3A H3A 119.9 . . ?
C3A C4A C5A 119.9 . . ?
C3A C4A H4A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C6A C5A C4A 119.6 . . ?
C6A C5A H5A 120.2 . . ?
C4A C5A H5A 120.2 . . ?
C5A C6A C1A 122.1 . . ?
C5A C6A H6A 118.9 . . ?
C1A C6A H6A 118.9 . . ?
C12A C11A C1A 127.0 . . ?
C12A C11A H11A 116.5 . . ?
C1A C11A H11A 116.5 . . ?
C11A C12A C13A 122.4 . . ?
C11A C12A H12A 118.8 . . ?
C13A C12A H12A 118.8 . . ?
O12A C13A O11A 125.0 . . ?
O12A C13A C12A 119.5 . . ?
O11A C13A C12A 115.5 . . ?
O21A C21A C22A 106.3 . . ?
O21A C21A H21A 110.5 . . ?
C22A C21A H21A 110.5 . . ?
O21A C21A H21B 110.5 . . ?
C22A C21A H21B 110.5 . . ?
H21A C21A H21B 108.7 . . ?
C21A C22A H22A 109.5 . . ?
C21A C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
C21A C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C13A O11A H1A 109.5 . . ?
C2A O21A C21A 118.9 . . ?
C6B C1B C2B 117.8 . . ?
C6B C1B C11B 121.9 . . ?
C2B C1B C11B 120.3 . . ?
O21B C2B C3B 123.6 . . ?
O21B C2B C1B 116.1 . . ?
C3B C2B C1B 120.4 . . ?
C4B C3B C2B 119.9 . . ?
C4B C3B H3B 120.0 . . ?
C2B C3B H3B 120.0 . . ?
C3B C4B C5B 120.7 . . ?
C3B C4B H4B 119.6 . . ?
C5B C4B H4B 119.6 . . ?
C6B C5B C4B 119.4 . . ?
C6B C5B H5B 120.3 . . ?
C4B C5B H5B 120.3 . . ?
C5B C6B C1B 121.7 . . ?
C5B C6B H6B 119.1 . . ?
C1B C6B H6B 119.1 . . ?
C12B C11B C1B 126.5 . . ?
C12B C11B H11B 116.7 . . ?
C1B C11B H11B 116.7 . . ?
C11B C12B C13B 121.9 . . ?
C11B C12B H12B 119.1 . . ?
C13B C12B H12B 119.1 . . ?
O12B C13B O11B 124.2 . . ?
O12B C13B C12B 121.4 . . ?
O11B C13B C12B 114.3 . . ?
O21B C21B C22B 107.0 . . ?
O21B C21B H21C 110.3 . . ?
C22B C21B H21C 110.3 . . ?
O21B C21B H21D 110.3 . . ?
C22B C21B H21D 110.3 . . ?
H21C C21B H21D 108.6 . . ?
C21B C22B H22D 109.5 . . ?
C21B C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
C21B C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C13B O11B H1B 109.5 . . ?
C2B O21B C21B 118.1 . . ?
C6C C1C C2C 117.5(3) . . ?
C6C C1C C11C 123.1(3) . . ?
C2C C1C C11C 119.4(3) . . ?
O21C C2C C3C 123.6(3) . . ?
O21C C2C C1C 116.5(3) . . ?
C3C C2C C1C 119.9(3) . . ?
C4C C3C C2C 120.3(3) . . ?
C4C C3C H3C 119.8 . . ?
C2C C3C H3C 119.8 . . ?
C3C C4C C5C 120.9(4) . . ?
C3C C4C H4C 119.5 . . ?
C5C C4C H4C 119.5 . . ?
C6C C5C C4C 118.6(3) . . ?
C6C C5C H5C 120.7 . . ?
C4C C5C H5C 120.7 . . ?
C5C C6C C1C 122.5(3) . . ?
C5C C6C H6C 118.7 . . ?
C1C C6C H6C 118.7 . . ?
C12C C11C C1C 125.6(3) . . ?
C12C C11C H11C 117.2 . . ?
C1C C11C H11C 117.2 . . ?
C11C C12C C13C 121.6(3) . . ?
C11C C12C H12C 119.2 . . ?
C13C C12C H12C 119.2 . . ?
O12C C13C O11C 123.2(3) . . ?
O12C C13C C12C 124.2(3) . . ?
O11C C13C C12C 112.6(3) . . ?
O21C C21C C22C 107.6(3) . . ?
O21C C21C H21E 110.2 . . ?
C22C C21C H21E 110.2 . . ?
O21C C21C H21F 110.2 . . ?
C22C C21C H21F 110.2 . . ?
H21E C21C H21F 108.5 . . ?
C21C C22C H22G 109.5 . . ?
C21C C22C H22H 109.5 . . ?
H22G C22C H22H 109.5 . . ?
C21C C22C H22I 109.5 . . ?
H22G C22C H22I 109.5 . . ?
H22H C22C H22I 109.5 . . ?
C13C O11C H1C 109.5 . . ?
C2C O21C C21C 118.2(2) . . ?
C2D C1D C6D 120.0 . . ?
C2D C1D C11D 117.3(3) . . ?
C6D C1D C11D 122.5(3) . . ?
O21D C2D C1D 116.1(3) . . ?
O21D C2D C3D 123.9(3) . . ?
C1D C2D C3D 120.0 . . ?
C4D C3D C2D 120.0 . . ?
C4D C3D H3D 120.0 . . ?
C2D C3D H3D 120.0 . . ?
C5D C4D C3D 120.0 . . ?
C5D C4D H4D 120.0 . . ?
C3D C4D H4D 120.0 . . ?
C4D C5D C6D 120.0 . . ?
C4D C5D H5D 120.0 . . ?
C6D C5D H5D 120.0 . . ?
C5D C6D C1D 120.0 . . ?
C5D C6D H6D 120.0 . . ?
C1D C6D H6D 120.0 . . ?
C1D C11D C12D 119.5(4) . . ?
C1D C11D C12E 115.5(3) . . ?
C12D C11D C12E 90.4(3) . . ?
C1D C11D H11D 110.0 . . ?
C12D C11D H11D 110.0 . . ?
C12E C11D H11D 110.0 . . ?
C13D C12D C11D 115.5(4) . . ?
C13D C12D C11E 111.6(4) . . ?
C11D C12D C11E 89.6(3) . . ?
C13D C12D H12D 112.7 . . ?
C11D C12D H12D 112.7 . . ?
C11E C12D H12D 112.7 . . ?
O12D C13D O11D 122.2(4) . . ?
O12D C13D C12D 124.7(4) . . ?
O11D C13D C12D 112.9(4) . . ?
O21D C21D C22D 107.9(4) . . ?
O21D C21D H21G 110.1 . . ?
C22D C21D H21G 110.1 . . ?
O21D C21D H21H 110.1 . . ?
C22D C21D H21H 110.1 . . ?
H21G C21D H21H 108.4 . . ?
C21D C22D H22J 109.5 . . ?
C21D C22D H22K 109.5 . . ?
H22J C22D H22K 109.5 . . ?
C21D C22D H22L 109.5 . . ?
H22J C22D H22L 109.5 . . ?
H22K C22D H22L 109.5 . . ?
C13D O11D H1D 109.5 . . ?
C2D O21D C21D 117.6(3) . . ?
C2E C1E C6E 120.0 . . ?
C2E C1E C11E 116.3(2) . . ?
C6E C1E C11E 123.2(2) . . ?
O21E C2E C3E 124.1(2) . . ?
O21E C2E C1E 115.9(2) . . ?
C3E C2E C1E 120.0 . . ?
C4E C3E C2E 120.0 . . ?
C4E C3E H3E 120.0 . . ?
C2E C3E H3E 120.0 . . ?
C3E C4E C5E 120.0 . . ?
C3E C4E H4E 120.0 . . ?
C5E C4E H4E 120.0 . . ?
C4E C5E C6E 120.0 . . ?
C4E C5E H5E 120.0 . . ?
C6E C5E H5E 120.0 . . ?
C5E C6E C1E 120.0 . . ?
C5E C6E H6E 120.0 . . ?
C1E C6E H6E 120.0 . . ?
C1E C11E C12E 119.7(4) . . ?
C1E C11E C12D 115.4(3) . . ?
C12E C11E C12D 89.8(3) . . ?
C1E C11E H11E 110.1 . . ?
C12E C11E H11E 110.1 . . ?
C12D C11E H11E 110.1 . . ?
C13E C12E C11E 115.6(4) . . ?
C13E C12E C11D 111.3(4) . . ?
C11E C12E C11D 90.2(3) . . ?
C13E C12E H12E 112.6 . . ?
C11E C12E H12E 112.6 . . ?
C11D C12E H12E 112.6 . . ?
O12E C13E O11E 124.0(4) . . ?
O12E C13E C12E 122.5(4) . . ?
O11E C13E C12E 113.1(4) . . ?
O21E C21E C22E 107.9(4) . . ?
O21E C21E H21I 110.1 . . ?
C22E C21E H21I 110.1 . . ?
O21E C21E H21J 110.1 . . ?
C22E C21E H21J 110.1 . . ?
H21I C21E H21J 108.4 . . ?
C21E C22E H22M 109.5 . . ?
C21E C22E H22N 109.5 . . ?
H22M C22E H22N 109.5 . . ?
C21E C22E H22O 109.5 . . ?
H22M C22E H22O 109.5 . . ?
H22N C22E H22O 109.5 . . ?
C13E O11E H1E 109.5 . . ?
C2E O21E C21E 117.4(3) . . ?
C2F C1F C6F 120.0 . . ?
C2F C1F C11F 125(2) . . ?
C6F C1F C11F 115(2) . . ?
O21F C2F C3F 125(2) . . ?
O21F C2F C1F 114(2) . . ?
C3F C2F C1F 120.0 . . ?
C2F C3F C4F 120.0 . . ?
C2F C3F H3F 120.0 . . ?
C4F C3F H3F 120.0 . . ?
C5F C4F C3F 120.0 . . ?
C5F C4F H4F 120.0 . . ?
C3F C4F H4F 120.0 . . ?
C6F C5F C4F 120.0 . . ?
C6F C5F H5F 120.0 . . ?
C4F C5F H5F 120.0 . . ?
C5F C6F C1F 120.0 . . ?
C5F C6F H6F 120.0 . . ?
C1F C6F H6F 120.0 . . ?
C1F C11F C12F 115(2) . . ?
C1F C11F C12G 122(3) . . ?
C12F C11F C12G 88.2(16) . . ?
C1F C11F H11F 110.0 . . ?
C12F C11F H11F 110.0 . . ?
C12G C11F H11F 110.0 . . ?
C13F C12F C11F 125(2) . . ?
C13F C12F C11G 112(2) . . ?
C11F C12F C11G 91.8(16) . . ?
C13F C12F H12F 108.7 . . ?
C11F C12F H12F 108.7 . . ?
C11G C12F H12F 108.7 . . ?
O12F C13F O11F 124.9(16) . . ?
O12F C13F C12F 119.1(13) . . ?
O11F C13F C12F 116.0(16) . . ?
O21F C21F C22F 110(2) . . ?
O21F C21F H21K 109.7 . . ?
C22F C21F H21K 109.7 . . ?
O21F C21F H21L 109.7 . . ?
C22F C21F H21L 109.7 . . ?
H21K C21F H21L 108.2 . . ?
C21F C22F H22P 109.5 . . ?
C21F C22F H22Q 109.5 . . ?
H22P C22F H22Q 109.5 . . ?
C21F C22F H22R 109.5 . . ?
H22P C22F H22R 109.5 . . ?
H22Q C22F H22R 109.5 . . ?
C13F O12F H1F 109.5 . . ?
C2F O21F C21F 118(2) . . ?
C2G C1G C6G 120.0 . . ?
C2G C1G C11G 116(2) . . ?
C6G C1G C11G 123(2) . . ?
O21G C2G C1G 113.4(19) . . ?
O21G C2G C3G 126.5(19) . . ?
C1G C2G C3G 120.0 . . ?
C2G C3G C4G 120.0 . . ?
C2G C3G H3G 120.0 . . ?
C4G C3G H3G 120.0 . . ?
C5G C4G C3G 120.0 . . ?
C5G C4G H4G 120.0 . . ?
C3G C4G H4G 120.0 . . ?
C4G C5G C6G 120.0 . . ?
C4G C5G H5G 120.0 . . ?
C6G C5G H5G 120.0 . . ?
C5G C6G C1G 120.0 . . ?
C5G C6G H6G 120.0 . . ?
C1G C6G H6G 120.0 . . ?
C1G C11G C12G 122(2) . . ?
C1G C11G C12F 131(2) . . ?
C12G C11G C12F 88.2(16) . . ?
C1G C11G H11G 103.9 . . ?
C12G C11G H11G 103.9 . . ?
C12F C11G H11G 103.9 . . ?
C13G C12G C11G 119(2) . . ?
C13G C12G C11F 119(2) . . ?
C11G C12G C11F 91.8(16) . . ?
C13G C12G H12G 108.4 . . ?
C11G C12G H12G 108.4 . . ?
C11F C12G H12G 108.4 . . ?
O12G C13G O11G 124.9(16) . . ?
O12G C13G C12G 120.1(13) . . ?
O11G C13G C12G 115.0(16) . . ?
O21G C21G C22G 113(3) . . ?
O21G C21G H21M 109.1 . . ?
C22G C21G H21M 109.1 . . ?
O21G C21G H21N 109.1 . . ?
C22G C21G H21N 109.1 . . ?
H21M C21G H21N 107.8 . . ?
C21G C22G H22S 109.5 . . ?
C21G C22G H22T 109.5 . . ?
H22S C22G H22T 109.5 . . ?
C21G C22G H22U 109.5 . . ?
H22S C22G H22U 109.5 . . ?
H22T C22G H22U 109.5 . . ?
C13G O11G H1G 109.5 . . ?
C2G O21G C21G 115(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A C1A C2A O21A 179.9 . . . . ?
C11A C1A C2A O21A 0.0 . . . . ?
C6A C1A C2A C3A 0.0 . . . . ?
C11A C1A C2A C3A -179.8 . . . . ?
O21A C2A C3A C4A 179.1 . . . . ?
C1A C2A C3A C4A -1.0 . . . . ?
C2A C3A C4A C5A 1.7 . . . . ?
C3A C4A C5A C6A -1.4 . . . . ?
C4A C5A C6A C1A 0.4 . . . . ?
C2A C1A C6A C5A 0.3 . . . . ?
C11A C1A C6A C5A -179.8 . . . . ?
C6A C1A C11A C12A 1.7 . . . . ?
C2A C1A C11A C12A -178.5 . . . . ?
C1A C11A C12A C13A 179.4 . . . . ?
C11A C12A C13A O12A -1.2 . . . . ?
C11A C12A C13A O11A 179.0 . . . . ?
C3A C2A O21A C21A 0.6 . . . . ?
C1A C2A O21A C21A -179.2 . . . . ?
C22A C21A O21A C2A 175.1 . . . . ?
C6B C1B C2B O21B 179.5 . . . . ?
C11B C1B C2B O21B 1.6 . . . . ?
C6B C1B C2B C3B -0.8 . . . . ?
C11B C1B C2B C3B -178.8 . . . . ?
O21B C2B C3B C4B -179.7 . . . . ?
C1B C2B C3B C4B 0.6 . . . . ?
C2B C3B C4B C5B -0.7 . . . . ?
C3B C4B C5B C6B 1.0 . . . . ?
C4B C5B C6B C1B -1.2 . . . . ?
C2B C1B C6B C5B 1.1 . . . . ?
C11B C1B C6B C5B 179.1 . . . . ?
C6B C1B C11B C12B 8.6 . . . . ?
C2B C1B C11B C12B -173.5 . . . . ?
C1B C11B C12B C13B -179.1 . . . . ?
C11B C12B C13B O12B 5.7 . . . . ?
C11B C12B C13B O11B -173.1 . . . . ?
C3B C2B O21B C21B -1.6 . . . . ?
C1B C2B O21B C21B 178.0 . . . . ?
C22B C21B O21B C2B -176.4 . . . . ?
C6C C1C C2C O21C 176.1(3) . . . . ?
C11C C1C C2C O21C -5.8(4) . . . . ?
C6C C1C C2C C3C -4.5(5) . . . . ?
C11C C1C C2C C3C 173.7(3) . . . . ?
O21C C2C C3C C4C -178.0(4) . . . . ?
C1C C2C C3C C4C 2.6(6) . . . . ?
C2C C3C C4C C5C 1.1(7) . . . . ?
C3C C4C C5C C6C -2.8(6) . . . . ?
C4C C5C C6C C1C 0.8(6) . . . . ?
C2C C1C C6C C5C 2.8(5) . . . . ?
C11C C1C C6C C5C -175.2(3) . . . . ?
C6C C1C C11C C12C 3.0(5) . . . . ?
C2C C1C C11C C12C -175.0(3) . . . . ?
C1C C11C C12C C13C 175.0(3) . . . . ?
C11C C12C C13C O12C 7.7(5) . . . . ?
C11C C12C C13C O11C -171.8(3) . . . . ?
C3C C2C O21C C21C 5.4(5) . . . . ?
C1C C2C O21C C21C -175.2(3) . . . . ?
C22C C21C O21C C2C 176.6(3) . . . . ?
C6D C1D C2D O21D 179.7(3) . . . . ?
C11D C1D C2D O21D 5.2(4) . . . . ?
C6D C1D C2D C3D 0.0 . . . . ?
C11D C1D C2D C3D -174.6(4) . . . . ?
O21D C2D C3D C4D -179.7(4) . . . . ?
C1D C2D C3D C4D 0.0 . . . . ?
C2D C3D C4D C5D 0.0 . . . . ?
C3D C4D C5D C6D 0.0 . . . . ?
C4D C5D C6D C1D 0.0 . . . . ?
C2D C1D C6D C5D 0.0 . . . . ?
C11D C1D C6D C5D 174.3(4) . . . . ?
C2D C1D C11D C12D -170.5(3) . . . . ?
C6D C1D C11D C12D 15.1(5) . . . . ?
C2D C1D C11D C12E 83.4(4) . . . . ?
C6D C1D C11D C12E -91.1(4) . . . . ?
C1D C11D C12D C13D 126.8(4) . . . . ?
C12E C11D C12D C13D -113.3(4) . . . . ?
C1D C11D C12D C11E -119.3(4) . . . . ?
C12E C11D C12D C11E 0.6(3) . . . . ?
C11D C12D C13D O12D 25.7(7) . . . . ?
C11E C12D C13D O12D -74.8(6) . . . . ?
C11D C12D C13D O11D -159.8(4) . . . . ?
C11E C12D C13D O11D 99.8(4) . . . . ?
C1D C2D O21D C21D -166.7(3) . . . . ?
C3D C2D O21D C21D 13.1(5) . . . . ?
C22D C21D O21D C2D 174.1(4) . . . . ?
C6E C1E C2E O21E 178.9(3) . . . . ?
C11E C1E C2E O21E -8.8(3) . . . . ?
C6E C1E C2E C3E 0.0 . . . . ?
C11E C1E C2E C3E 172.3(3) . . . . ?
O21E C2E C3E C4E -178.8(3) . . . . ?
C1E C2E C3E C4E 0.0 . . . . ?
C2E C3E C4E C5E 0.0 . . . . ?
C3E C4E C5E C6E 0.0 . . . . ?
C4E C5E C6E C1E 0.0 . . . . ?
C2E C1E C6E C5E 0.0 . . . . ?
C11E C1E C6E C5E -171.7(3) . . . . ?
C2E C1E C11E C12E 179.7(3) . . . . ?
C6E C1E C11E C12E -8.3(5) . . . . ?
C2E C1E C11E C12D -74.8(4) . . . . ?
C6E C1E C11E C12D 97.2(4) . . . . ?
C13D C12D C11E C1E -6.4(5) . . . . ?
C11D C12D C11E C1E -123.8(4) . . . . ?
C13D C12D C11E C12E 116.8(4) . . . . ?
C11D C12D C11E C12E -0.6(3) . . . . ?
C1E C11E C12E C13E -126.0(4) . . . . ?
C12D C11E C12E C13E 114.5(4) . . . . ?
C1E C11E C12E C11D 120.1(4) . . . . ?
C12D C11E C12E C11D 0.6(3) . . . . ?
C1D C11D C12E C13E 4.9(5) . . . . ?
C12D C11D C12E C13E -118.3(4) . . . . ?
C1D C11D C12E C11E 122.6(4) . . . . ?
C12D C11D C12E C11E -0.6(4) . . . . ?
C11E C12E C13E O12E -20.0(7) . . . . ?
C11D C12E C13E O12E 81.0(5) . . . . ?
C11E C12E C13E O11E 166.5(4) . . . . ?
C11D C12E C13E O11E -92.5(4) . . . . ?
C3E C2E O21E C21E -19.2(5) . . . . ?
C1E C2E O21E C21E 161.9(3) . . . . ?
C22E C21E O21E C2E -170.0(4) . . . . ?
C6F C1F C2F O21F 172(3) . . . . ?
C11F C1F C2F O21F -8(3) . . . . ?
C6F C1F C2F C3F 0.0 . . . . ?
C11F C1F C2F C3F 180(3) . . . . ?
O21F C2F C3F C4F -171(3) . . . . ?
C1F C2F C3F C4F 0.0 . . . . ?
C2F C3F C4F C5F 0.0 . . . . ?
C3F C4F C5F C6F 0.0 . . . . ?
C4F C5F C6F C1F 0.0 . . . . ?
C2F C1F C6F C5F 0.0 . . . . ?
C11F C1F C6F C5F -180(2) . . . . ?
C2F C1F C11F C12F 58(3) . . . . ?
C6F C1F C11F C12F -122(2) . . . . ?
C2F C1F C11F C12G -47(3) . . . . ?
C6F C1F C11F C12G 133(2) . . . . ?
C1F C11F C12F C13F 115(3) . . . . ?
C12G C11F C12F C13F -120(3) . . . . ?
C1F C11F C12F C11G -126(3) . . . . ?
C12G C11F C12F C11G -1(3) . . . . ?
C11F C12F C13F O12F 161(3) . . . . ?
C11G C12F C13F O12F 52(3) . . . . ?
C11F C12F C13F O11F -19(3) . . . . ?
C11G C12F C13F O11F -128(3) . . . . ?
C3F C2F O21F C21F -22(4) . . . . ?
C1F C2F O21F C21F 167(2) . . . . ?
C22F C21F O21F C2F 176(3) . . . . ?
C6G C1G C2G O21G 176(2) . . . . ?
C11G C1G C2G O21G 2(2) . . . . ?
C6G C1G C2G C3G 0.0 . . . . ?
C11G C1G C2G C3G -174(2) . . . . ?
O21G C2G C3G C4G -176(3) . . . . ?
C1G C2G C3G C4G 0.0 . . . . ?
C2G C3G C4G C5G 0.0 . . . . ?
C3G C4G C5G C6G 0.0 . . . . ?
C4G C5G C6G C1G 0.0 . . . . ?
C2G C1G C6G C5G 0.0 . . . . ?
C11G C1G C6G C5G 173(2) . . . . ?
C2G C1G C11G C12G -65(3) . . . . ?
C6G C1G C11G C12G 121(3) . . . . ?
C2G C1G C11G C12F 55(4) . . . . ?
C6G C1G C11G C12F -119(3) . . . . ?
C13F C12F C11G C1G -3(4) . . . . ?
C11F C12F C11G C1G -132(3) . . . . ?
C13F C12F C11G C12G 130(2) . . . . ?
C11F C12F C11G C12G 1(3) . . . . ?
C1G C11G C12G C13G -96(4) . . . . ?
C12F C11G C12G C13G 125(3) . . . . ?
C1G C11G C12G C11F 139(3) . . . . ?
C12F C11G C12G C11F -1(3) . . . . ?
C1F C11F C12G C13G -6(4) . . . . ?
C12F C11F C12G C13G -124(3) . . . . ?
C1F C11F C12G C11G 119(3) . . . . ?
C12F C11F C12G C11G 1(3) . . . . ?
C11G C12G C13G O12G 31(4) . . . . ?
C11F C12G C13G O12G 142(3) . . . . ?
C11G C12G C13G O11G -147(3) . . . . ?
C11F C12G C13G O11G -36(3) . . . . ?
C1G C2G O21G C21G -173(2) . . . . ?
C3G C2G O21G C21G 3(3) . . . . ?
C22G C21G O21G C2G -171(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O11A H1A O12A 0.84 1.53 2.34(2) 160 2_655
O11C H1C O12B 0.84 1.72 2.55(4) 173 2_766
O11B H1B O12C 0.84 1.68 2.512(13) 170 2_766
O11C H1C O12G 0.84 1.75 2.56(3) 159 2_766
O11G H1G O12C 0.84 1.82 2.63(3) 161 2_766
O11D H1D O12D 0.84 2.07 2.840(6) 151 2_655
O11E H1E O12C 0.84 1.89 2.665(5) 152 2_766
O11C H1C O12E 0.84 1.86 2.697(5) 175 2_766
O11A H1A O11A 0.84 2.53 3.17(3) 134 2_655
O11A H1A O12A 0.84 1.53 2.34(2) 160 2_655
O11B H1B O12C 0.84 1.68 2.512(13) 170 2_766
C22C H22G O21D 0.98 2.63 3.604(6) 177 1_565
O11C H1C O12B 0.84 1.72 2.55(4) 173 2_766
O11C H1C O12E 0.84 1.86 2.697(5) 175 2_766
O11C H1C O11G 0.84 2.65 3.33(4) 139 2_766
O11C H1C O12G 0.84 1.75 2.56(3) 159 2_766
O11D H1D O12D 0.84 2.07 2.840(6) 151 2_655
O11E H1E O12C 0.84 1.89 2.665(5) 152 2_766
C12F H12F O21F 1.00 2.36 2.94(3) 116 .
O12F H1F O11F 0.84 1.85 2.51(4) 134 2_655
O12F H1F O12F 0.84 2.11 2.81(5) 140 2_655
C21G H21M O12F 0.99 2.61 3.39(4) 136 2_655
O11G H1G O12C 0.84 1.82 2.63(3) 161 2_766
O11A H1A O11A 0.84 2.53 3.17(3) 134 2_655
O11A H1A O12A 0.84 1.53 2.34(2) 160 2_655
O11B H1B O12C 0.84 1.68 2.512(13) 170 2_766
O11E H1E O12C 0.84 1.89 2.665(5) 152 2_766
C12F H12F O21F 1.00 2.36 2.94(3) 116 .
O12F H1F O11F 0.84 1.85 2.51(4) 134 2_655
O12F H1F O12F 0.84 2.11 2.81(5) 140 2_655
C21G H21M O12F 0.99 2.61 3.39(4) 136 2_655
O11G H1G O12C 0.84 1.82 2.63(3) 161 2_766
O11D H1D O12D 0.84 2.07 2.840(6) 151 2_655
C22C H22G O21D 0.98 2.63 3.604(6) 177 1_565
O11C H1C O12B 0.84 1.72 2.55(4) 173 2_766
O11C H1C O12E 0.84 1.86 2.697(5) 175 2_766
O11C H1C O11G 0.84 2.65 3.33(4) 139 2_766
O11C H1C O12G 0.84 1.75 2.56(3) 159 2_766

_refine_diff_density_max         0.191
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.046


_exptl_crystal_recrystallization_method 
'Crystallised from ethyl acetate followed by photoreaction at 343 K.'
####################################################################### 
# 
# 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_48h_343k
_database_code_depnum_ccdc_archive 'CCDC 1472993'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'(E)-3-(2-Ethoxyphenyl)propenoic acid andtrans-2,4-bis(2-ethoxyphenyl)-trans-1,3-cyclobutane-dicarboxylic acid'
_chemical_name_common            
;
ortho-ethoxy-trans-cinnamic acid and 2,2'-diethoxy alpha-truxillic acid
;
_chemical_melting_point          ?
_chemical_formula_moiety         '0.899(C22 H24 O6), 1.202(C11 H12 O3)'
_chemical_formula_sum            'C33 H36 O9'
_chemical_formula_weight         576.62

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.370(3)
_cell_length_b                   10.992(4)
_cell_length_c                   17.276(6)
_cell_angle_alpha                101.552(5)
_cell_angle_beta                 92.358(6)
_cell_angle_gamma                107.262(6)
_cell_volume                     1478.5(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    948
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      26.20

_exptl_crystal_description       irregular
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.520
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7775
_diffrn_reflns_av_unetI/netI     0.0871
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.210
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             5403
_reflns_number_gt                2568
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0895P)²+0.7379P] 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_number_reflns         5403
_refine_ls_number_parameters     606
_refine_ls_number_restraints     146
_refine_ls_R_factor_all          0.1645
_refine_ls_R_factor_gt           0.0757
_refine_ls_wR_factor_ref         0.2287
_refine_ls_wR_factor_gt          0.1912
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 1.0118(19) 0.0007(14) 0.2137(10) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
C2A C 1.011(2) -0.0097(19) 0.2933(10) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
C3A C 1.157(3) -0.009(2) 0.3358(11) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H3A H 1.1556 -0.0149 0.3900 0.048 Uiso 0.101(3) 1 calc R U P A 2
C4A C 1.301(2) -0.001(2) 0.2996(13) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H4A H 1.3994 -0.0027 0.3283 0.048 Uiso 0.101(3) 1 calc R U P A 2
C5A C 1.304(2) 0.011(3) 0.2207(14) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H5A H 1.4044 0.0191 0.1958 0.048 Uiso 0.101(3) 1 calc R U P A 2
C6A C 1.161(2) 0.011(2) 0.1796(11) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H6A H 1.1642 0.0189 0.1258 0.048 Uiso 0.101(3) 1 calc R U P A 2
C11A C 0.857(2) 0.0004(16) 0.1697(10) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H11A H 0.7621 -0.0049 0.1985 0.048 Uiso 0.101(3) 1 calc R U P A 2
C12A C 0.837(2) 0.0067(19) 0.0941(10) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H12A H 0.9298 0.0129 0.0636 0.048 Uiso 0.101(3) 1 calc R U P A 2
C13A C 0.677(3) 0.004(3) 0.0560(13) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
C21A C 0.854(3) -0.029(4) 0.4075(12) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H21A H 0.9413 0.0454 0.4424 0.048 Uiso 0.101(3) 1 calc R U P A 2
H21B H 0.8719 -0.1113 0.4148 0.048 Uiso 0.101(3) 1 calc R U P A 2
C22A C 0.682(4) -0.027(5) 0.4266(15) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H22A H 0.6700 -0.0330 0.4820 0.060 Uiso 0.101(3) 1 calc R U P A 2
H22B H 0.6661 0.0549 0.4189 0.060 Uiso 0.101(3) 1 calc R U P A 2
H22C H 0.5971 -0.1010 0.3915 0.060 Uiso 0.101(3) 1 calc R U P A 2
O11A O 0.676(3) 0.013(3) -0.0160(13) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H1A H 0.5798 0.0111 -0.0333 0.060 Uiso 0.101(3) 1 calc R U P A 2
O12A O 0.551(3) -0.006(3) 0.0953(15) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
O21A O 0.862(3) -0.020(3) 0.3251(11) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
C1B C 0.782(2) 0.3264(17) 0.1379(11) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
C2B C 0.788(3) 0.3150(18) 0.0552(11) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
C3B C 0.652(3) 0.318(2) 0.0080(13) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H3B H 0.6558 0.3092 -0.0477 0.048 Uiso 0.101(3) 1 calc R U P A 2
C4B C 0.511(3) 0.333(3) 0.0416(17) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H4B H 0.4188 0.3359 0.0091 0.048 Uiso 0.101(3) 1 calc R U P A 2
C5B C 0.503(3) 0.344(4) 0.1226(17) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H5B H 0.4044 0.3532 0.1454 0.048 Uiso 0.101(3) 1 calc R U P A 2
C6B C 0.637(3) 0.342(3) 0.1695(14) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H6B H 0.6320 0.3514 0.2251 0.048 Uiso 0.101(3) 1 calc R U P A 2
C11B C 0.927(2) 0.3260(18) 0.1880(11) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H11B H 1.0265 0.3273 0.1632 0.048 Uiso 0.101(3) 1 calc R U P A 2
C12B C 0.934(3) 0.324(2) 0.2653(11) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H12B H 0.8360 0.3216 0.2919 0.048 Uiso 0.101(3) 1 calc R U P A 2
C13B C 1.086(3) 0.326(3) 0.3098(13) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
C21B C 0.942(4) 0.285(4) -0.0576(12) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H21C H 0.9351 0.3637 -0.0750 0.048 Uiso 0.101(3) 1 calc R U P A 2
H21D H 0.8474 0.2089 -0.0870 0.048 Uiso 0.101(3) 1 calc R U P A 2
C22B C 1.107(5) 0.263(5) -0.0733(16) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H22D H 1.1178 0.2512 -0.1303 0.060 Uiso 0.101(3) 1 calc R U P A 2
H22E H 1.1985 0.3384 -0.0439 0.060 Uiso 0.101(3) 1 calc R U P A 2
H22F H 1.1113 0.1842 -0.0558 0.060 Uiso 0.101(3) 1 calc R U P A 2
O11B O 1.068(4) 0.310(4) 0.3808(13) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
H1B H 1.1600 0.3118 0.4030 0.060 Uiso 0.101(3) 1 calc R U P A 2
O12B O 1.222(3) 0.340(4) 0.2790(17) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
O21B O 0.932(3) 0.301(3) 0.0265(12) 0.040(3) Uiso 0.101(3) 1 d G U P A 2
C1C C 0.1991(4) 0.6403(3) 0.4114(2) 0.0400(8) Uani 1 1 d . . . . .
C2C C 0.1995(4) 0.6300(4) 0.3295(2) 0.0457(9) Uani 1 1 d . . . . .
C3C C 0.0497(5) 0.5998(4) 0.2810(2) 0.0638(12) Uani 1 1 d . . . . .
H3C H 0.0494 0.5870 0.2250 0.077 Uiso 1 1 calc R U . . .
C4C C -0.0981(5) 0.5888(4) 0.3155(3) 0.0702(13) Uani 1 1 d . . . . .
H4C H -0.2003 0.5684 0.2824 0.084 Uiso 1 1 calc R U . . .
C5C C -0.1014(5) 0.6063(4) 0.3958(3) 0.0644(12) Uani 1 1 d . . . . .
H5C H -0.2039 0.6015 0.4186 0.077 Uiso 1 1 calc R U . . .
C6C C 0.0463(5) 0.6310(4) 0.4437(2) 0.0511(10) Uani 1 1 d . . . . .
H6C H 0.0441 0.6420 0.4996 0.061 Uiso 1 1 calc R U . . .
C11C C 0.3534(4) 0.6554(3) 0.46038(19) 0.0404(9) Uani 1 1 d . . . . .
H11C H 0.4528 0.6637 0.4345 0.048 Uiso 1 1 calc R U . . .
C12C C 0.3677(5) 0.6586(4) 0.5372(2) 0.0495(10) Uani 1 1 d D . . . .
H12C H 0.2729 0.6579 0.5658 0.059 Uiso 1 1 calc R U . . .
C13C C 0.5254(5) 0.6633(4) 0.5800(2) 0.0487(10) Uani 1 1 d . . . . .
C21C C 0.3607(5) 0.6498(4) 0.2186(2) 0.0552(11) Uani 1 1 d . . . . .
H21E H 0.3075 0.7133 0.2050 0.066 Uiso 1 1 calc R U . . .
H21F H 0.3007 0.5625 0.1847 0.066 Uiso 1 1 calc R U . . .
C22C C 0.5420(5) 0.6896(4) 0.2052(2) 0.0662(12) Uani 1 1 d . . . . .
H22G H 0.6007 0.7750 0.2400 0.099 Uiso 1 1 calc R U . . .
H22H H 0.5522 0.6953 0.1496 0.099 Uiso 1 1 calc R U . . .
H22I H 0.5923 0.6246 0.2171 0.099 Uiso 1 1 calc R U . . .
O11C O 0.5092(3) 0.6516(3) 0.65355(14) 0.0768(9) Uani 1 1 d D . . . .
H1C H 0.6021 0.6546 0.6756 0.115 Uiso 1 1 calc R U . . .
O12C O 0.6579(3) 0.6766(3) 0.54998(13) 0.0549(7) Uani 1 1 d D . . . .
O21C O 0.3522(3) 0.6467(3) 0.30108(13) 0.0529(7) Uani 1 1 d . . . . .
C1D C 1.0075(7) 0.0239(6) 0.2389(3) 0.048(3) Uani 0.654(3) 1 d G . P B 1
C2D C 0.9799(7) -0.0217(7) 0.3082(3) 0.062(3) Uani 0.654(3) 1 d G . P B 1
C3D C 1.1015(9) -0.0618(5) 0.3437(3) 0.081(2) Uani 0.654(3) 1 d G U P B 1
H3D H 1.0827 -0.0930 0.3911 0.098 Uiso 0.654(3) 1 calc R U P B 1
C4D C 1.2508(8) -0.0563(6) 0.3100(4) 0.097(3) Uani 0.654(3) 1 d G U P B 1
H4D H 1.3339 -0.0837 0.3343 0.116 Uiso 0.654(3) 1 calc R U P B 1
C5D C 1.2783(6) -0.0107(6) 0.2407(4) 0.087(3) Uani 0.654(3) 1 d G U P B 1
H5D H 1.3803 -0.0069 0.2177 0.105 Uiso 0.654(3) 1 calc R U P B 1
C6D C 1.1567(7) 0.0294(5) 0.2051(3) 0.067(2) Uani 0.654(3) 1 d G . P B 1
H6D H 1.1755 0.0606 0.1578 0.081 Uiso 0.654(3) 1 calc R U P B 1
C11D C 0.8790(7) 0.0784(5) 0.2060(3) 0.0437(14) Uani 0.654(3) 1 d . . P B 1
H11D H 0.7631 0.0238 0.2121 0.052 Uiso 0.654(3) 1 calc R U P B 1
C12D C 0.8842(9) 0.1021(7) 0.1213(3) 0.040(2) Uani 0.654(3) 1 d D . P B 1
H12D H 0.9865 0.0900 0.0971 0.048 Uiso 0.654(3) 1 calc R U P B 1
C13D C 0.7281(9) 0.0386(7) 0.0652(4) 0.051(2) Uani 0.654(3) 1 d D . P B 1
C21D C 0.8150(18) -0.0413(15) 0.4168(6) 0.107(4) Uani 0.654(3) 1 d . . P B 1
H21G H 0.8158 -0.1308 0.4180 0.128 Uiso 0.654(3) 1 calc R U P B 1
H21H H 0.9089 0.0218 0.4548 0.128 Uiso 0.654(3) 1 calc R U P B 1
C22D C 0.6604(19) -0.0253(18) 0.4382(7) 0.121(5) Uani 0.654(3) 1 d . . P B 1
H22J H 0.6649 0.0658 0.4422 0.182 Uiso 0.654(3) 1 calc R U P B 1
H22K H 0.6394 -0.0483 0.4897 0.182 Uiso 0.654(3) 1 calc R U P B 1
H22L H 0.5693 -0.0825 0.3977 0.182 Uiso 0.654(3) 1 calc R U P B 1
O11D O 0.7524(7) 0.0361(6) -0.0094(3) 0.0688(17) Uani 0.654(3) 1 d D . P B 1
H1D H 0.6613 -0.0041 -0.0383 0.103 Uiso 0.654(3) 1 calc R U P B 1
O12D O 0.5868(9) 0.0016(9) 0.0889(5) 0.065(2) Uani 0.654(3) 1 d D . P B 1
O21D O 0.8348(8) -0.0189(7) 0.3375(3) 0.0714(18) Uani 0.654(3) 1 d . . P B 1
C1E C 0.7716(6) 0.3034(5) 0.1253(3) 0.039(2) Uani 0.654(3) 1 d G . P B 1
C2E C 0.7919(6) 0.3372(5) 0.0522(3) 0.0409(18) Uani 0.654(3) 1 d G . P B 1
C3E C 0.6679(7) 0.3735(4) 0.0155(3) 0.0591(19) Uani 0.654(3) 1 d G . P B 1
H3E H 0.6818 0.3966 -0.0345 0.071 Uiso 0.654(3) 1 calc R U P B 1
C4E C 0.5236(7) 0.3761(5) 0.0520(3) 0.067(2) Uani 0.654(3) 1 d G . P B 1
H4E H 0.4389 0.4010 0.0269 0.080 Uiso 0.654(3) 1 calc R U P B 1
C5E C 0.5033(6) 0.3424(6) 0.1251(3) 0.066(3) Uani 0.654(3) 1 d G . P B 1
H5E H 0.4047 0.3441 0.1500 0.079 Uiso 0.654(3) 1 calc R U P B 1
C6E C 0.6273(6) 0.3060(5) 0.1618(3) 0.0478(17) Uani 0.654(3) 1 d G . P B 1
H6E H 0.6135 0.2829 0.2118 0.057 Uiso 0.654(3) 1 calc R U P B 1
C11E C 0.9055(7) 0.2527(6) 0.1580(3) 0.0370(13) Uani 0.654(3) 1 d . . P B 1
H11E H 1.0203 0.3088 0.1516 0.044 Uiso 0.654(3) 1 calc R U P B 1
C12E C 0.9009(11) 0.2260(9) 0.2422(6) 0.038(2) Uani 0.654(3) 1 d D . P B 1
H12E H 0.8006 0.2391 0.2678 0.045 Uiso 0.654(3) 1 calc R U P B 1
C13E C 1.0616(12) 0.2922(11) 0.2951(5) 0.043(3) Uani 0.654(3) 1 d D . P B 1
C21E C 0.9341(17) 0.3199(11) -0.0631(5) 0.053(2) Uani 0.654(3) 1 d . . P B 1
H21I H 0.9334 0.4025 -0.0776 0.063 Uiso 0.654(3) 1 calc R U P B 1
H21J H 0.8322 0.2495 -0.0906 0.063 Uiso 0.654(3) 1 calc R U P B 1
C22E C 1.0887(13) 0.2872(11) -0.0863(5) 0.076(3) Uani 0.654(3) 1 d . . P B 1
H22M H 1.1883 0.3620 -0.0637 0.114 Uiso 0.654(3) 1 calc R U P B 1
H22N H 1.0851 0.2671 -0.1444 0.114 Uiso 0.654(3) 1 calc R U P B 1
H22O H 1.0944 0.2112 -0.0662 0.114 Uiso 0.654(3) 1 calc R U P B 1
O11E O 1.0483(16) 0.2888(16) 0.3702(5) 0.053(3) Uani 0.654(3) 1 d D . P B 1
H1E H 1.1427 0.3266 0.3967 0.080 Uiso 0.654(3) 1 calc R U P B 1
O12E O 1.1973(11) 0.3356(10) 0.2688(6) 0.048(2) Uani 0.654(3) 1 d D . P B 1
O21E O 0.9366(7) 0.3334(5) 0.0209(3) 0.0485(13) Uani 0.654(3) 1 d . . P B 1
C1F C 0.7860(13) 0.0461(11) 0.2989(6) 0.045(4) Uani 0.245(2) 1 d G . P C 3
C2F C 0.9156(13) -0.0064(13) 0.3084(7) 0.055(8) Uani 0.245(2) 1 d DG . P C 3
C3F C 0.9187(15) -0.0738(13) 0.3682(8) 0.058(4) Uani 0.245(2) 1 d G . P C 3
H3F H 1.0074 -0.1097 0.3747 0.070 Uiso 0.245(2) 1 calc R U P C 3
C4F C 0.7922(19) -0.0888(16) 0.4184(8) 0.070(10) Uani 0.245(2) 1 d G U P C 3
H4F H 0.7943 -0.1349 0.4593 0.084 Uiso 0.245(2) 1 calc R U P C 3
C5F C 0.6626(17) -0.0363(17) 0.4089(8) 0.077(10) Uani 0.245(2) 1 d G U P C 3
H5F H 0.5761 -0.0466 0.4433 0.093 Uiso 0.245(2) 1 calc R U P C 3
C6F C 0.6594(12) 0.0311(12) 0.3492(7) 0.050(4) Uani 0.245(2) 1 d G U P C 3
H6F H 0.5708 0.0670 0.3427 0.060 Uiso 0.245(2) 1 calc R U P C 3
C11F C 0.783(2) 0.1207(14) 0.2332(5) 0.050(4) Uani 0.245(2) 1 d D . P C 3
H11F H 0.6799 0.1482 0.2360 0.059 Uiso 0.245(2) 1 calc R U P C 3
C12F C 0.7801(13) 0.0471(12) 0.1457(6) 0.045(4) Uani 0.245(2) 1 d D . P C 3
H12F H 0.8153 -0.0324 0.1453 0.054 Uiso 0.245(2) 1 calc R U P C 3
C13F C 0.6354(16) 0.0154(19) 0.0830(10) 0.023(5) Uani 0.245(2) 1 d D U P C 3
C21F C 1.1838(17) -0.0264(18) 0.2705(10) 0.065(5) Uani 0.245(2) 1 d D U P C 3
H21K H 1.1498 -0.1207 0.2706 0.078 Uiso 0.245(2) 1 calc R U P C 3
H21L H 1.2462 0.0233 0.3227 0.078 Uiso 0.245(2) 1 calc R U P C 3
C22F C 1.293(3) 0.000(3) 0.2054(12) 0.103(9) Uani 0.245(2) 1 d D U P C 3
H22P H 1.3940 -0.0256 0.2138 0.154 Uiso 0.245(2) 1 calc R U P C 3
H22Q H 1.2309 -0.0495 0.1540 0.154 Uiso 0.245(2) 1 calc R U P C 3
H22R H 1.3270 0.0940 0.2060 0.154 Uiso 0.245(2) 1 calc R U P C 3
O11F O 0.4918(12) 0.0094(13) 0.1082(7) 0.049(3) Uani 0.245(2) 1 d D . P C 3
O12F O 0.6623(19) -0.0043(17) 0.0117(8) 0.066(5) Uani 0.245(2) 1 d D U P C 3
H1F H 0.5708 -0.0266 -0.0173 0.099 Uiso 0.245(2) 1 calc R U P C 3
O21F O 1.0361(14) 0.0128(17) 0.2569(9) 0.071(6) Uani 0.245(2) 1 d D . P C 3
C1G C 0.9568(12) 0.2282(10) 0.0681(5) 0.044(4) Uani 0.245(2) 1 d DG . P C 3
C2G C 0.8414(12) 0.2885(11) 0.0483(7) 0.058(6) Uani 0.245(2) 1 d DG . P C 3
C3G C 0.8589(14) 0.3461(14) -0.0168(10) 0.073(7) Uani 0.245(2) 1 d G . P C 3
H3G H 0.7801 0.3873 -0.0304 0.088 Uiso 0.245(2) 1 calc R U P C 3
C4G C 0.9918(17) 0.3434(19) -0.0621(9) 0.072(12) Uani 0.245(2) 1 d G . P C 3
H4G H 1.0038 0.3828 -0.1066 0.086 Uiso 0.245(2) 1 calc R U P C 3
C5G C 1.1072(15) 0.2832(18) -0.0423(7) 0.086(8) Uani 0.245(2) 1 d G . P C 3
H5G H 1.1980 0.2814 -0.0733 0.103 Uiso 0.245(2) 1 calc R U P C 3
C6G C 1.0897(12) 0.2256(13) 0.0228(7) 0.070(5) Uani 0.245(2) 1 d G . P C 3
H6G H 1.1685 0.1844 0.0364 0.084 Uiso 0.245(2) 1 calc R U P C 3
C11G C 0.936(2) 0.1635(13) 0.1386(6) 0.031(5) Uani 0.245(2) 1 d D . P C 3
H11G H 1.0347 0.1310 0.1425 0.037 Uiso 0.245(2) 1 calc R U P C 3
C12G C 0.931(2) 0.241(2) 0.2240(9) 0.045(10) Uani 0.245(2) 1 d D . P C 3
H12G H 0.8908 0.3182 0.2226 0.054 Uiso 0.245(2) 1 calc R U P C 3
C13G C 1.087(3) 0.279(2) 0.2807(12) 0.030(6) Uani 0.245(2) 1 d D U P C 3
C21G C 0.5790(16) 0.3281(18) 0.0749(12) 0.067(5) Uani 0.245(2) 1 d D . P C 3
H21M H 0.5253 0.2742 0.0220 0.081 Uiso 0.245(2) 1 calc R U P C 3
H21N H 0.6191 0.4207 0.0708 0.081 Uiso 0.245(2) 1 calc R U P C 3
C22G C 0.453(3) 0.312(3) 0.1344(12) 0.056(6) Uani 0.245(2) 1 d D . P C 3
H22S H 0.3580 0.3387 0.1178 0.083 Uiso 0.245(2) 1 calc R U P C 3
H22T H 0.4130 0.2199 0.1378 0.083 Uiso 0.245(2) 1 calc R U P C 3
H22U H 0.5065 0.3660 0.1866 0.083 Uiso 0.245(2) 1 calc R U P C 3
O11G O 1.062(4) 0.283(3) 0.3539(12) 0.043(6) Uani 0.245(2) 1 d D U P C 3
H1G H 1.1548 0.3083 0.3821 0.065 Uiso 0.245(2) 1 calc R U P C 3
O12G O 1.225(2) 0.302(2) 0.2549(16) 0.051(6) Uani 0.245(2) 1 d D U P C 3
O21G O 0.7201(14) 0.2884(15) 0.0992(7) 0.065(5) Uani 0.245(2) 1 d D . P C 3


_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
C1A C6A 1.3877 . ?
C1A C2A 1.4021 . ?
C1A C11A 1.4707 . ?
C2A O21A 1.3656 . ?
C2A C3A 1.3952 . ?
C3A C4A 1.3723 . ?
C3A H3A 0.9500 . ?
C4A C5A 1.3951 . ?
C4A H4A 0.9500 . ?
C5A C6A 1.3654 . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C11A C12A 1.3300 . ?
C11A H11A 0.9500 . ?
C12A C13A 1.4608 . ?
C12A H12A 0.9500 . ?
C13A O12A 1.2611 . ?
C13A O11A 1.2665 . ?
C21A O21A 1.4492 . ?
C21A C22A 1.4973 . ?
C21A H21A 0.9900 . ?
C21A H21B 0.9900 . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
O11A H1A 0.8400 . ?
C1B C6B 1.3889 . ?
C1B C2B 1.4122 . ?
C1B C11B 1.4639 . ?
C2B O21B 1.3647 . ?
C2B C3B 1.3834 . ?
C3B C4B 1.3724 . ?
C3B H3B 0.9500 . ?
C4B C5B 1.3858 . ?
C4B H4B 0.9500 . ?
C5B C6B 1.3697 . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C11B C12B 1.3389 . ?
C11B H11B 0.9500 . ?
C12B C13B 1.4586 . ?
C12B H12B 0.9500 . ?
C13B O12B 1.2574 . ?
C13B O11B 1.2832 . ?
C21B O21B 1.4369 . ?
C21B C22B 1.4964 . ?
C21B H21C 0.9900 . ?
C21B H21D 0.9900 . ?
C22B H22D 0.9800 . ?
C22B H22E 0.9800 . ?
C22B H22F 0.9800 . ?
O11B H1B 0.8400 . ?
C1C C2C 1.396(5) . ?
C1C C6C 1.401(4) . ?
C1C C11C 1.463(5) . ?
C2C O21C 1.363(4) . ?
C2C C3C 1.393(5) . ?
C3C C4C 1.378(5) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.366(5) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.383(5) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
C11C C12C 1.320(4) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.468(5) . ?
C12C H12C 0.9500 . ?
C13C O12C 1.226(4) . ?
C13C O11C 1.312(4) . ?
C21C O21C 1.437(4) . ?
C21C C22C 1.491(5) . ?
C21C H21E 0.9900 . ?
C21C H21F 0.9900 . ?
C22C H22G 0.9800 . ?
C22C H22H 0.9800 . ?
C22C H22I 0.9800 . ?
O11C H1C 0.8400 . ?
C1D C2D 1.3900 . ?
C1D C6D 1.3900 . ?
C1D C11D 1.518(7) . ?
C2D O21D 1.342(7) . ?
C2D C3D 1.3900 . ?
C3D C4D 1.3900 . ?
C3D H3D 0.9500 . ?
C4D C5D 1.3900 . ?
C4D H4D 0.9500 . ?
C5D C6D 1.3900 . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?
C11D C12D 1.537(8) . ?
C11D C12E 1.570(10) . ?
C11D H11D 1.0000 . ?
C12D C13D 1.490(8) . ?
C12D C11E 1.602(8) . ?
C12D H12D 1.0000 . ?
C13D O12D 1.246(7) . ?
C13D O11D 1.309(7) . ?
C21D C22D 1.411(13) . ?
C21D O21D 1.446(10) . ?
C21D H21G 0.9900 . ?
C21D H21H 0.9900 . ?
C22D H22J 0.9800 . ?
C22D H22K 0.9800 . ?
C22D H22L 0.9800 . ?
O11D H1D 0.8400 . ?
C1E C2E 1.3900 . ?
C1E C6E 1.3900 . ?
C1E C11E 1.526(6) . ?
C2E O21E 1.355(5) . ?
C2E C3E 1.3900 . ?
C3E C4E 1.3900 . ?
C3E H3E 0.9500 . ?
C4E C5E 1.3900 . ?
C4E H4E 0.9500 . ?
C5E C6E 1.3900 . ?
C5E H5E 0.9500 . ?
C6E H6E 0.9500 . ?
C11E C12E 1.540(10) . ?
C11E H11E 1.0000 . ?
C12E C13E 1.492(8) . ?
C12E H12E 1.0000 . ?
C13E O12E 1.237(8) . ?
C13E O11E 1.313(7) . ?
C21E O21E 1.427(8) . ?
C21E C22E 1.492(11) . ?
C21E H21I 0.9900 . ?
C21E H21J 0.9900 . ?
C22E H22M 0.9800 . ?
C22E H22N 0.9800 . ?
C22E H22O 0.9800 . ?
O11E H1E 0.8400 . ?
C1F C2F 1.3900 . ?
C1F C6F 1.3900 . ?
C1F C11F 1.530(15) . ?
C2F O21F 1.3702(11) . ?
C2F C3F 1.3900 . ?
C3F C4F 1.3900 . ?
C3F H3F 0.9500 . ?
C4F C5F 1.3900 . ?
C4F H4F 0.9500 . ?
C5F C6F 1.3900 . ?
C5F H5F 0.9500 . ?
C6F H6F 0.9500 . ?
C11F C12F 1.5600(11) . ?
C11F C12G 1.5600(11) . ?
C11F H11F 1.0000 . ?
C12F C13F 1.501(13) . ?
C12F C11G 1.5601(11) . ?
C12F H12F 1.0000 . ?
C13F O12F 1.249(19) . ?
C13F O11F 1.283(10) . ?
C21F O21F 1.4501(11) . ?
C21F C22F 1.5001(11) . ?
C21F H21K 0.9900 . ?
C21F H21L 0.9900 . ?
C22F H22P 0.9800 . ?
C22F H22Q 0.9800 . ?
C22F H22R 0.9800 . ?
O12F H1F 0.8400 . ?
C1G C2G 1.3900 . ?
C1G C6G 1.3900 . ?
C1G C11G 1.5199(11) . ?
C2G O21G 1.3702(11) . ?
C2G C3G 1.3900 . ?
C3G C4G 1.3900 . ?
C3G H3G 0.9500 . ?
C4G C5G 1.3900 . ?
C4G H4G 0.9500 . ?
C5G C6G 1.3900 . ?
C5G H5G 0.9500 . ?
C6G H6G 0.9500 . ?
C11G C12G 1.5600(11) . ?
C11G H11G 1.0000 . ?
C12G C13G 1.505(12) . ?
C12G H12G 1.0000 . ?
C13G O12G 1.228(19) . ?
C13G O11G 1.285(9) . ?
C21G O21G 1.4501(11) . ?
C21G C22G 1.5000(11) . ?
C21G H21M 0.9900 . ?
C21G H21N 0.9900 . ?
C22G H22S 0.9800 . ?
C22G H22T 0.9800 . ?
C22G H22U 0.9800 . ?
O11G H1G 0.8400 . ?

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
C6A C1A C2A 117.8 . . ?
C6A C1A C11A 122.5 . . ?
C2A C1A C11A 119.7 . . ?
O21A C2A C3A 123.3 . . ?
O21A C2A C1A 116.3 . . ?
C3A C2A C1A 120.4 . . ?
C4A C3A C2A 120.1 . . ?
C4A C3A H3A 119.9 . . ?
C2A C3A H3A 119.9 . . ?
C3A C4A C5A 119.9 . . ?
C3A C4A H4A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C6A C5A C4A 119.6 . . ?
C6A C5A H5A 120.2 . . ?
C4A C5A H5A 120.2 . . ?
C5A C6A C1A 122.1 . . ?
C5A C6A H6A 118.9 . . ?
C1A C6A H6A 118.9 . . ?
C12A C11A C1A 127.0 . . ?
C12A C11A H11A 116.5 . . ?
C1A C11A H11A 116.5 . . ?
C11A C12A C13A 122.4 . . ?
C11A C12A H12A 118.8 . . ?
C13A C12A H12A 118.8 . . ?
O12A C13A O11A 125.0 . . ?
O12A C13A C12A 119.5 . . ?
O11A C13A C12A 115.5 . . ?
O21A C21A C22A 106.3 . . ?
O21A C21A H21A 110.5 . . ?
C22A C21A H21A 110.5 . . ?
O21A C21A H21B 110.5 . . ?
C22A C21A H21B 110.5 . . ?
H21A C21A H21B 108.7 . . ?
C21A C22A H22A 109.5 . . ?
C21A C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
C21A C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C13A O11A H1A 109.5 . . ?
C2A O21A C21A 118.9 . . ?
C6B C1B C2B 117.8 . . ?
C6B C1B C11B 121.9 . . ?
C2B C1B C11B 120.3 . . ?
O21B C2B C3B 123.6 . . ?
O21B C2B C1B 116.1 . . ?
C3B C2B C1B 120.4 . . ?
C4B C3B C2B 119.9 . . ?
C4B C3B H3B 120.0 . . ?
C2B C3B H3B 120.0 . . ?
C3B C4B C5B 120.7 . . ?
C3B C4B H4B 119.6 . . ?
C5B C4B H4B 119.6 . . ?
C6B C5B C4B 119.4 . . ?
C6B C5B H5B 120.3 . . ?
C4B C5B H5B 120.3 . . ?
C5B C6B C1B 121.7 . . ?
C5B C6B H6B 119.1 . . ?
C1B C6B H6B 119.1 . . ?
C12B C11B C1B 126.5 . . ?
C12B C11B H11B 116.7 . . ?
C1B C11B H11B 116.7 . . ?
C11B C12B C13B 121.9 . . ?
C11B C12B H12B 119.1 . . ?
C13B C12B H12B 119.1 . . ?
O12B C13B O11B 124.2 . . ?
O12B C13B C12B 121.4 . . ?
O11B C13B C12B 114.3 . . ?
O21B C21B C22B 107.0 . . ?
O21B C21B H21C 110.3 . . ?
C22B C21B H21C 110.3 . . ?
O21B C21B H21D 110.3 . . ?
C22B C21B H21D 110.3 . . ?
H21C C21B H21D 108.6 . . ?
C21B C22B H22D 109.5 . . ?
C21B C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
C21B C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C13B O11B H1B 109.5 . . ?
C2B O21B C21B 118.1 . . ?
C2C C1C C6C 118.0(3) . . ?
C2C C1C C11C 120.2(3) . . ?
C6C C1C C11C 121.8(3) . . ?
O21C C2C C3C 123.3(3) . . ?
O21C C2C C1C 116.1(3) . . ?
C3C C2C C1C 120.6(3) . . ?
C4C C3C C2C 119.1(4) . . ?
C4C C3C H3C 120.4 . . ?
C2C C3C H3C 120.4 . . ?
C5C C4C C3C 121.7(4) . . ?
C5C C4C H4C 119.2 . . ?
C3C C4C H4C 119.2 . . ?
C4C C5C C6C 119.2(4) . . ?
C4C C5C H5C 120.4 . . ?
C6C C5C H5C 120.4 . . ?
C5C C6C C1C 121.2(3) . . ?
C5C C6C H6C 119.4 . . ?
C1C C6C H6C 119.4 . . ?
C12C C11C C1C 126.2(3) . . ?
C12C C11C H11C 116.9 . . ?
C1C C11C H11C 116.9 . . ?
C11C C12C C13C 122.1(3) . . ?
C11C C12C H12C 119.0 . . ?
C13C C12C H12C 119.0 . . ?
O12C C13C O11C 123.7(3) . . ?
O12C C13C C12C 123.5(3) . . ?
O11C C13C C12C 112.8(3) . . ?
O21C C21C C22C 107.5(3) . . ?
O21C C21C H21E 110.2 . . ?
C22C C21C H21E 110.2 . . ?
O21C C21C H21F 110.2 . . ?
C22C C21C H21F 110.2 . . ?
H21E C21C H21F 108.5 . . ?
C21C C22C H22G 109.5 . . ?
C21C C22C H22H 109.5 . . ?
H22G C22C H22H 109.5 . . ?
C21C C22C H22I 109.5 . . ?
H22G C22C H22I 109.5 . . ?
H22H C22C H22I 109.5 . . ?
C13C O11C H1C 109.5 . . ?
C2C O21C C21C 117.8(3) . . ?
C2D C1D C6D 120.0 . . ?
C2D C1D C11D 118.4(4) . . ?
C6D C1D C11D 121.4(4) . . ?
O21D C2D C3D 124.5(5) . . ?
O21D C2D C1D 115.5(5) . . ?
C3D C2D C1D 120.0 . . ?
C2D C3D C4D 120.0 . . ?
C2D C3D H3D 120.0 . . ?
C4D C3D H3D 120.0 . . ?
C3D C4D C5D 120.0 . . ?
C3D C4D H4D 120.0 . . ?
C5D C4D H4D 120.0 . . ?
C6D C5D C4D 120.0 . . ?
C6D C5D H5D 120.0 . . ?
C4D C5D H5D 120.0 . . ?
C5D C6D C1D 120.0 . . ?
C5D C6D H6D 120.0 . . ?
C1D C6D H6D 120.0 . . ?
C1D C11D C12D 119.7(5) . . ?
C1D C11D C12E 116.0(5) . . ?
C12D C11D C12E 91.5(5) . . ?
C1D C11D H11D 109.4 . . ?
C12D C11D H11D 109.4 . . ?
C12E C11D H11D 109.4 . . ?
C13D C12D C11D 117.5(6) . . ?
C13D C12D C11E 111.5(5) . . ?
C11D C12D C11E 88.6(4) . . ?
C13D C12D H12D 112.4 . . ?
C11D C12D H12D 112.4 . . ?
C11E C12D H12D 112.4 . . ?
O12D C13D O11D 123.9(8) . . ?
O12D C13D C12D 122.0(7) . . ?
O11D C13D C12D 113.8(6) . . ?
C22D C21D O21D 108.2(10) . . ?
C22D C21D H21G 110.1 . . ?
O21D C21D H21G 110.1 . . ?
C22D C21D H21H 110.1 . . ?
O21D C21D H21H 110.1 . . ?
H21G C21D H21H 108.4 . . ?
C21D C22D H22J 109.5 . . ?
C21D C22D H22K 109.5 . . ?
H22J C22D H22K 109.5 . . ?
C21D C22D H22L 109.5 . . ?
H22J C22D H22L 109.5 . . ?
H22K C22D H22L 109.5 . . ?
C13D O11D H1D 109.5 . . ?
C2D O21D C21D 117.3(7) . . ?
C2E C1E C6E 120.0 . . ?
C2E C1E C11E 116.7(3) . . ?
C6E C1E C11E 123.1(3) . . ?
O21E C2E C1E 116.4(3) . . ?
O21E C2E C3E 123.6(3) . . ?
C1E C2E C3E 120.0 . . ?
C4E C3E C2E 120.0 . . ?
C4E C3E H3E 120.0 . . ?
C2E C3E H3E 120.0 . . ?
C5E C4E C3E 120.0 . . ?
C5E C4E H4E 120.0 . . ?
C3E C4E H4E 120.0 . . ?
C4E C5E C6E 120.0 . . ?
C4E C5E H5E 120.0 . . ?
C6E C5E H5E 120.0 . . ?
C5E C6E C1E 120.0 . . ?
C5E C6E H6E 120.0 . . ?
C1E C6E H6E 120.0 . . ?
C1E C11E C12E 119.6(6) . . ?
C1E C11E C12D 115.1(5) . . ?
C12E C11E C12D 90.2(5) . . ?
C1E C11E H11E 110.1 . . ?
C12E C11E H11E 110.1 . . ?
C12D C11E H11E 110.1 . . ?
C13E C12E C11E 114.5(8) . . ?
C13E C12E C11D 112.1(7) . . ?
C11E C12E C11D 89.7(6) . . ?
C13E C12E H12E 112.8 . . ?
C11E C12E H12E 112.8 . . ?
C11D C12E H12E 112.8 . . ?
O12E C13E O11E 123.5(7) . . ?
O12E C13E C12E 122.2(7) . . ?
O11E C13E C12E 114.0(8) . . ?
O21E C21E C22E 107.0(7) . . ?
O21E C21E H21I 110.3 . . ?
C22E C21E H21I 110.3 . . ?
O21E C21E H21J 110.3 . . ?
C22E C21E H21J 110.3 . . ?
H21I C21E H21J 108.6 . . ?
C21E C22E H22M 109.5 . . ?
C21E C22E H22N 109.5 . . ?
H22M C22E H22N 109.5 . . ?
C21E C22E H22O 109.5 . . ?
H22M C22E H22O 109.5 . . ?
H22N C22E H22O 109.5 . . ?
C13E O11E H1E 109.5 . . ?
C2E O21E C21E 116.4(6) . . ?
C2F C1F C6F 120.0 . . ?
C2F C1F C11F 119.8(9) . . ?
C6F C1F C11F 120.2(9) . . ?
O21F C2F C1F 116.6(9) . . ?
O21F C2F C3F 123.4(9) . . ?
C1F C2F C3F 120.0 . . ?
C2F C3F C4F 120.0 . . ?
C2F C3F H3F 120.0 . . ?
C4F C3F H3F 120.0 . . ?
C5F C4F C3F 120.0 . . ?
C5F C4F H4F 120.0 . . ?
C3F C4F H4F 120.0 . . ?
C6F C5F C4F 120.0 . . ?
C6F C5F H5F 120.0 . . ?
C4F C5F H5F 120.0 . . ?
C5F C6F C1F 120.0 . . ?
C5F C6F H6F 120.0 . . ?
C1F C6F H6F 120.0 . . ?
C1F C11F C12F 117.9(11) . . ?
C1F C11F C12G 124.1(14) . . ?
C12F C11F C12G 92.6(9) . . ?
C1F C11F H11F 106.9 . . ?
C12F C11F H11F 106.9 . . ?
C12G C11F H11F 106.9 . . ?
C13F C12F C11F 123.8(11) . . ?
C13F C12F C11G 114.6(12) . . ?
C11F C12F C11G 87.3(9) . . ?
C13F C12F H12F 109.7 . . ?
C11F C12F H12F 109.7 . . ?
C11G C12F H12F 109.7 . . ?
O12F C13F O11F 125.4(13) . . ?
O12F C13F C12F 118.6(10) . . ?
O11F C13F C12F 116.0(13) . . ?
O21F C21F C22F 108.5(14) . . ?
O21F C21F H21K 110.0 . . ?
C22F C21F H21K 110.0 . . ?
O21F C21F H21L 110.0 . . ?
C22F C21F H21L 110.0 . . ?
H21K C21F H21L 108.4 . . ?
C21F C22F H22P 109.5 . . ?
C21F C22F H22Q 109.5 . . ?
H22P C22F H22Q 109.5 . . ?
C21F C22F H22R 109.5 . . ?
H22P C22F H22R 109.5 . . ?
H22Q C22F H22R 109.5 . . ?
C13F O12F H1F 109.5 . . ?
C2F O21F C21F 118.4(12) . . ?
C2G C1G C6G 120.0 . . ?
C2G C1G C11G 119.8(10) . . ?
C6G C1G C11G 120.2(10) . . ?
O21G C2G C1G 114.2(9) . . ?
O21G C2G C3G 125.7(9) . . ?
C1G C2G C3G 120.0 . . ?
C4G C3G C2G 120.0 . . ?
C4G C3G H3G 120.0 . . ?
C2G C3G H3G 120.0 . . ?
C5G C4G C3G 120.0 . . ?
C5G C4G H4G 120.0 . . ?
C3G C4G H4G 120.0 . . ?
C4G C5G C6G 120.0 . . ?
C4G C5G H5G 120.0 . . ?
C6G C5G H5G 120.0 . . ?
C5G C6G C1G 120.0 . . ?
C5G C6G H6G 120.0 . . ?
C1G C6G H6G 120.0 . . ?
C1G C11G C12G 121.7(13) . . ?
C1G C11G C12F 124.6(11) . . ?
C12G C11G C12F 92.6(9) . . ?
C1G C11G H11G 105.3 . . ?
C12G C11G H11G 105.3 . . ?
C12F C11G H11G 105.3 . . ?
C13G C12G C11G 116.5(16) . . ?
C13G C12G C11F 116.7(17) . . ?
C11G C12G C11F 87.3(9) . . ?
C13G C12G H12G 111.4 . . ?
C11G C12G H12G 111.4 . . ?
C11F C12G H12G 111.4 . . ?
O12G C13G O11G 125.8(14) . . ?
O12G C13G C12G 119.3(12) . . ?
O11G C13G C12G 114.8(14) . . ?
O21G C21G C22G 109.7(14) . . ?
O21G C21G H21M 109.7 . . ?
C22G C21G H21M 109.7 . . ?
O21G C21G H21N 109.7 . . ?
C22G C21G H21N 109.7 . . ?
H21M C21G H21N 108.2 . . ?
C21G C22G H22S 109.5 . . ?
C21G C22G H22T 109.5 . . ?
H22S C22G H22T 109.5 . . ?
C21G C22G H22U 109.5 . . ?
H22S C22G H22U 109.5 . . ?
H22T C22G H22U 109.5 . . ?
C13G O11G H1G 109.5 . . ?
C2G O21G C21G 117.2(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A C1A C2A O21A 179.9 . . . . ?
C11A C1A C2A O21A 0.0 . . . . ?
C6A C1A C2A C3A 0.0 . . . . ?
C11A C1A C2A C3A -179.8 . . . . ?
O21A C2A C3A C4A 179.1 . . . . ?
C1A C2A C3A C4A -1.0 . . . . ?
C2A C3A C4A C5A 1.7 . . . . ?
C3A C4A C5A C6A -1.4 . . . . ?
C4A C5A C6A C1A 0.4 . . . . ?
C2A C1A C6A C5A 0.3 . . . . ?
C11A C1A C6A C5A -179.8 . . . . ?
C6A C1A C11A C12A 1.7 . . . . ?
C2A C1A C11A C12A -178.5 . . . . ?
C1A C11A C12A C13A 179.4 . . . . ?
C11A C12A C13A O12A -1.2 . . . . ?
C11A C12A C13A O11A 179.0 . . . . ?
C3A C2A O21A C21A 0.6 . . . . ?
C1A C2A O21A C21A -179.2 . . . . ?
C22A C21A O21A C2A 175.1 . . . . ?
C6B C1B C2B O21B 179.5 . . . . ?
C11B C1B C2B O21B 1.6 . . . . ?
C6B C1B C2B C3B -0.8 . . . . ?
C11B C1B C2B C3B -178.8 . . . . ?
O21B C2B C3B C4B -179.7 . . . . ?
C1B C2B C3B C4B 0.6 . . . . ?
C2B C3B C4B C5B -0.7 . . . . ?
C3B C4B C5B C6B 1.0 . . . . ?
C4B C5B C6B C1B -1.2 . . . . ?
C2B C1B C6B C5B 1.1 . . . . ?
C11B C1B C6B C5B 179.1 . . . . ?
C6B C1B C11B C12B 8.6 . . . . ?
C2B C1B C11B C12B -173.5 . . . . ?
C1B C11B C12B C13B -179.1 . . . . ?
C11B C12B C13B O12B 5.7 . . . . ?
C11B C12B C13B O11B -173.1 . . . . ?
C3B C2B O21B C21B -1.6 . . . . ?
C1B C2B O21B C21B 178.0 . . . . ?
C22B C21B O21B C2B -176.4 . . . . ?
C6C C1C C2C O21C 176.5(3) . . . . ?
C11C C1C C2C O21C -5.7(5) . . . . ?
C6C C1C C2C C3C -5.6(5) . . . . ?
C11C C1C C2C C3C 172.2(4) . . . . ?
O21C C2C C3C C4C -178.0(4) . . . . ?
C1C C2C C3C C4C 4.3(6) . . . . ?
C2C C3C C4C C5C -0.2(7) . . . . ?
C3C C4C C5C C6C -2.4(7) . . . . ?
C4C C5C C6C C1C 1.0(6) . . . . ?
C2C C1C C6C C5C 3.0(5) . . . . ?
C11C C1C C6C C5C -174.7(4) . . . . ?
C2C C1C C11C C12C -175.8(3) . . . . ?
C6C C1C C11C C12C 1.9(6) . . . . ?
C1C C11C C12C C13C 174.8(3) . . . . ?
C11C C12C C13C O12C 6.9(6) . . . . ?
C11C C12C C13C O11C -173.0(3) . . . . ?
C3C C2C O21C C21C 8.3(5) . . . . ?
C1C C2C O21C C21C -173.9(3) . . . . ?
C22C C21C O21C C2C 171.3(3) . . . . ?
C6D C1D C2D O21D 177.7(7) . . . . ?
C11D C1D C2D O21D 3.3(6) . . . . ?
C6D C1D C2D C3D 0.0 . . . . ?
C11D C1D C2D C3D -174.5(6) . . . . ?
O21D C2D C3D C4D -177.5(8) . . . . ?
C1D C2D C3D C4D 0.0 . . . . ?
C2D C3D C4D C5D 0.0 . . . . ?
C3D C4D C5D C6D 0.0 . . . . ?
C4D C5D C6D C1D 0.0 . . . . ?
C2D C1D C6D C5D 0.0 . . . . ?
C11D C1D C6D C5D 174.3(6) . . . . ?
C2D C1D C11D C12D -166.9(5) . . . . ?
C6D C1D C11D C12D 18.7(8) . . . . ?
C2D C1D C11D C12E 84.8(7) . . . . ?
C6D C1D C11D C12E -89.6(7) . . . . ?
C1D C11D C12D C13D 124.7(7) . . . . ?
C12E C11D C12D C13D -113.9(7) . . . . ?
C1D C11D C12D C11E -121.7(5) . . . . ?
C12E C11D C12D C11E -0.3(5) . . . . ?
C11D C12D C13D O12D 21.4(11) . . . . ?
C11E C12D C13D O12D -78.7(10) . . . . ?
C11D C12D C13D O11D -164.2(6) . . . . ?
C11E C12D C13D O11D 95.7(7) . . . . ?
C3D C2D O21D C21D 9.2(11) . . . . ?
C1D C2D O21D C21D -168.4(7) . . . . ?
C22D C21D O21D C2D 176.0(9) . . . . ?
C6E C1E C2E O21E 179.4(5) . . . . ?
C11E C1E C2E O21E -6.0(5) . . . . ?
C6E C1E C2E C3E 0.0 . . . . ?
C11E C1E C2E C3E 174.6(5) . . . . ?
O21E C2E C3E C4E -179.3(5) . . . . ?
C1E C2E C3E C4E 0.0 . . . . ?
C2E C3E C4E C5E 0.0 . . . . ?
C3E C4E C5E C6E 0.0 . . . . ?
C4E C5E C6E C1E 0.0 . . . . ?
C2E C1E C6E C5E 0.0 . . . . ?
C11E C1E C6E C5E -174.2(5) . . . . ?
C2E C1E C11E C12E 174.1(5) . . . . ?
C6E C1E C11E C12E -11.5(8) . . . . ?
C2E C1E C11E C12D -80.2(5) . . . . ?
C6E C1E C11E C12D 94.2(6) . . . . ?
C13D C12D C11E C1E -3.7(8) . . . . ?
C11D C12D C11E C1E -122.8(5) . . . . ?
C13D C12D C11E C12E 119.5(6) . . . . ?
C11D C12D C11E C12E 0.3(5) . . . . ?
C1E C11E C12E C13E -126.8(8) . . . . ?
C12D C11E C12E C13E 113.9(7) . . . . ?
C1E C11E C12E C11D 119.0(6) . . . . ?
C12D C11E C12E C11D -0.3(5) . . . . ?
C1D C11D C12E C13E 8.3(10) . . . . ?
C12D C11D C12E C13E -116.1(8) . . . . ?
C1D C11D C12E C11E 124.7(5) . . . . ?
C12D C11D C12E C11E 0.3(6) . . . . ?
C11E C12E C13E O12E -17.8(13) . . . . ?
C11D C12E C13E O12E 82.5(12) . . . . ?
C11E C12E C13E O11E 168.2(10) . . . . ?
C11D C12E C13E O11E -91.5(11) . . . . ?
C1E C2E O21E C21E 157.7(5) . . . . ?
C3E C2E O21E C21E -23.0(7) . . . . ?
C22E C21E O21E C2E -167.2(6) . . . . ?
C6F C1F C2F O21F -179.7(14) . . . . ?
C11F C1F C2F O21F 0.0(13) . . . . ?
C6F C1F C2F C3F 0.0 . . . . ?
C11F C1F C2F C3F 179.8(12) . . . . ?
O21F C2F C3F C4F 179.7(15) . . . . ?
C1F C2F C3F C4F 0.0 . . . . ?
C2F C3F C4F C5F 0.0 . . . . ?
C3F C4F C5F C6F 0.0 . . . . ?
C4F C5F C6F C1F 0.0 . . . . ?
C2F C1F C6F C5F 0.0 . . . . ?
C11F C1F C6F C5F -179.8(12) . . . . ?
C2F C1F C11F C12F 58.6(15) . . . . ?
C6F C1F C11F C12F -121.6(12) . . . . ?
C2F C1F C11F C12G -56.2(15) . . . . ?
C6F C1F C11F C12G 123.6(15) . . . . ?
C1F C11F C12F C13F 114.7(15) . . . . ?
C12G C11F C12F C13F -114.2(17) . . . . ?
C1F C11F C12F C11G -127.3(14) . . . . ?
C12G C11F C12F C11G 3.8(14) . . . . ?
C11F C12F C13F O12F 157.3(16) . . . . ?
C11G C12F C13F O12F 53.2(19) . . . . ?
C11F C12F C13F O11F -23(2) . . . . ?
C11G C12F C13F O11F -127.6(16) . . . . ?
C1F C2F O21F C21F 172.7(13) . . . . ?
C3F C2F O21F C21F -7(2) . . . . ?
C22F C21F O21F C2F 178.3(18) . . . . ?
C6G C1G C2G O21G -177.8(12) . . . . ?
C11G C1G C2G O21G 3.1(13) . . . . ?
C6G C1G C2G C3G 0.0 . . . . ?
C11G C1G C2G C3G -179.0(11) . . . . ?
O21G C2G C3G C4G 177.6(14) . . . . ?
C1G C2G C3G C4G 0.0 . . . . ?
C2G C3G C4G C5G 0.0 . . . . ?
C3G C4G C5G C6G 0.0 . . . . ?
C4G C5G C6G C1G 0.0 . . . . ?
C2G C1G C6G C5G 0.0 . . . . ?
C11G C1G C6G C5G 179.0(11) . . . . ?
C2G C1G C11G C12G -58.2(17) . . . . ?
C6G C1G C11G C12G 122.8(15) . . . . ?
C2G C1G C11G C12F 61.0(17) . . . . ?
C6G C1G C11G C12F -118.0(15) . . . . ?
C13F C12F C11G C1G -10(2) . . . . ?
C11F C12F C11G C1G -135.8(15) . . . . ?
C13F C12F C11G C12G 122.4(14) . . . . ?
C11F C12F C11G C12G -3.8(14) . . . . ?
C1G C11G C12G C13G -104(2) . . . . ?
C12F C11G C12G C13G 122.4(17) . . . . ?
C1G C11G C12G C11F 137.8(15) . . . . ?
C12F C11G C12G C11F 3.8(14) . . . . ?
C1F C11F C12G C13G 4(2) . . . . ?
C12F C11F C12G C13G -122.3(15) . . . . ?
C1F C11F C12G C11G 122.7(14) . . . . ?
C12F C11F C12G C11G -3.8(14) . . . . ?
C11G C12G C13G O12G 32(2) . . . . ?
C11F C12G C13G O12G 133.1(19) . . . . ?
C11G C12G C13G O11G -148(2) . . . . ?
C11F C12G C13G O11G -47(2) . . . . ?
C1G C2G O21G C21G -169.3(13) . . . . ?
C3G C2G O21G C21G 13(2) . . . . ?
C22G C21G O21G C2G 175.5(16) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O11C H1C O12E 0.84 1.86 2.703(10) 176 2_766
O11E H1E O12C 0.84 1.89 2.655(12) 152 2_766
O11D H1D O12D 0.84 2.23 2.978(10) 148 2_655
O11G H1G O12C 0.84 1.86 2.69(3) 166 2_766
O11C H1C O12G 0.84 1.73 2.53(2) 161 2_766
O11B H1B O12C 0.84 1.66 2.49(3) 177 2_766
O11C H1C O12B 0.84 1.61 2.45(8) 178 2_766
O11A H1A O12A 0.84 1.48 2.27(4) 155 2_655
O11A H1A O11A 0.84 2.30 2.96(6) 136 2_655
O11A H1A O12A 0.84 1.48 2.27(4) 155 2_655
O11B H1B O12C 0.84 1.66 2.49(3) 177 2_766
O11C H1C O12B 0.84 1.61 2.45(8) 178 2_766
O11C H1C O12E 0.84 1.86 2.703(10) 176 2_766
O11C H1C O12G 0.84 1.73 2.53(2) 161 2_766
O11D H1D O12D 0.84 2.23 2.978(10) 148 2_655
O11E H1E O12C 0.84 1.89 2.655(12) 152 2_766
O12F H1F O11F 0.84 1.70 2.377(18) 136 2_655
O12F H1F O12F 0.84 2.08 2.76(3) 138 2_655
C12G H12G O21G 1.00 2.43 2.95(3) 112 .
C22G H22T O11F 0.98 2.55 3.38(3) 142 .
O11G H1G O12C 0.84 1.86 2.69(3) 166 2_766
O11A H1A O11A 0.84 2.30 2.96(6) 136 2_655
O11A H1A O12A 0.84 1.48 2.27(4) 155 2_655
O11B H1B O12C 0.84 1.66 2.49(3) 177 2_766
O11E H1E O12C 0.84 1.89 2.655(12) 152 2_766
O12F H1F O11F 0.84 1.70 2.377(18) 136 2_655
O12F H1F O12F 0.84 2.08 2.76(3) 138 2_655
C12G H12G O21G 1.00 2.43 2.95(3) 112 .
C22G H22T O11F 0.98 2.55 3.38(3) 142 .
O11G H1G O12C 0.84 1.86 2.69(3) 166 2_766
O11D H1D O12D 0.84 2.23 2.978(10) 148 2_655
O11C H1C O12B 0.84 1.61 2.45(8) 178 2_766
O11C H1C O12E 0.84 1.86 2.703(10) 176 2_766
O11C H1C O12G 0.84 1.73 2.53(2) 161 2_766

_refine_diff_density_max         0.200
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.049


_exptl_crystal_recrystallization_method 
'Crystallised from ethyl acetate followed by photoreaction at 343 K.'
####################################################################### 
# 
# 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_60h_343K
_database_code_depnum_ccdc_archive 'CCDC 1472994'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'(E)-3-(2-Ethoxyphenyl)propenoic acid and trans-2,4-bis(2-ethoxyphenyl)-trans-1,3-cyclobutane-dicarboxylic acid'
_chemical_name_common            
;
ortho-ethoxy-trans-cinnamic acid and 2,2'-diethoxy alpha-truxillic acid 
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 O6, C11 H12 O3'
_chemical_formula_sum            'C33 H36 O9'
_chemical_formula_weight         576.62

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.3738(14)
_cell_length_b                   11.2351(19)
_cell_length_c                   17.064(3)
_cell_angle_alpha                106.059(3)
_cell_angle_beta                 92.617(4)
_cell_angle_gamma                104.502(3)
_cell_volume                     1482.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    932
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      28.13

_exptl_crystal_description       irregular
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7951
_diffrn_reflns_av_unetI/netI     0.1032
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.251
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             5392
_reflns_number_gt                2646
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0774P)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_number_reflns         5392
_refine_ls_number_parameters     587
_refine_ls_number_restraints     62
_refine_ls_R_factor_all          0.1333
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1771
_refine_ls_wR_factor_gt          0.1459
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      0.978
_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
C1C C 0.1841(3) 0.6226(3) 0.39379(17) 0.0373(7) Uani 1 1 d . . . . .
C2C C 0.1832(3) 0.6105(3) 0.30974(17) 0.0365(7) Uani 1 1 d . . . . .
C3C C 0.0340(3) 0.5807(3) 0.26018(19) 0.0477(8) Uani 1 1 d . . . . .
H3C H 0.0337 0.5694 0.2029 0.057 Uiso 1 1 calc R U . . .
C4C C -0.1135(4) 0.5676(3) 0.2936(2) 0.0524(9) Uani 1 1 d . . . . .
H4C H -0.2149 0.5468 0.2590 0.063 Uiso 1 1 calc R U . . .
C5C C -0.1162(4) 0.5840(3) 0.3766(2) 0.0539(9) Uani 1 1 d . . . . .
H5C H -0.2181 0.5774 0.3996 0.065 Uiso 1 1 calc R U . . .
C6C C 0.0317(3) 0.6104(3) 0.42563(19) 0.0473(8) Uani 1 1 d . . . . .
H6C H 0.0299 0.6206 0.4827 0.057 Uiso 1 1 calc R U . . .
C11C C 0.3383(3) 0.6435(3) 0.44459(17) 0.0392(7) Uani 1 1 d . . . . .
H11C H 0.4363 0.6509 0.4183 0.047 Uiso 1 1 calc R U . . .
C12C C 0.3564(3) 0.6534(3) 0.52404(17) 0.0440(8) Uani 1 1 d . . . . .
H12C H 0.2618 0.6514 0.5528 0.053 Uiso 1 1 calc R U . . .
C13C C 0.5149(4) 0.6670(3) 0.56864(17) 0.0427(8) Uani 1 1 d . . . . .
C21C C 0.3431(3) 0.6366(3) 0.19990(17) 0.0455(8) Uani 1 1 d . . . . .
H21A H 0.2802 0.6956 0.1896 0.055 Uiso 1 1 calc R U . . .
H21B H 0.2941 0.5503 0.1602 0.055 Uiso 1 1 calc R U . . .
C22C C 0.5228(4) 0.6854(3) 0.1900(2) 0.0596(9) Uani 1 1 d . . . . .
H22A H 0.5717 0.7685 0.2316 0.089 Uiso 1 1 calc R U . . .
H22B H 0.5315 0.6959 0.1351 0.089 Uiso 1 1 calc R U . . .
H22C H 0.5825 0.6235 0.1968 0.089 Uiso 1 1 calc R U . . .
O11C O 0.5060(3) 0.6668(2) 0.64484(12) 0.0713(8) Uani 1 1 d . . . . .
H1C H 0.6009 0.6749 0.6675 0.107 Uiso 1 1 calc R U . . .
O12C O 0.6467(2) 0.6763(2) 0.53800(11) 0.0501(6) Uani 1 1 d . . . . .
O21C O 0.3349(2) 0.62977(19) 0.28197(11) 0.0458(6) Uani 1 1 d . . . . .
C1D C 0.9914(7) 0.0137(6) 0.2489(4) 0.038(3) Uani 0.553(2) 1 d G . P A 1
C2D C 0.9497(6) -0.0321(6) 0.3151(4) 0.052(3) Uani 0.553(2) 1 d DG . P A 1
C3D C 1.0603(7) -0.0795(5) 0.3526(3) 0.069(2) Uani 0.553(2) 1 d G . P A 1
H3D H 1.0318 -0.1109 0.3978 0.082 Uiso 0.553(2) 1 calc R U P A 1
C4D C 1.2127(6) -0.0810(5) 0.3239(3) 0.0621(18) Uani 0.553(2) 1 d G . P A 1
H4D H 1.2883 -0.1134 0.3495 0.075 Uiso 0.553(2) 1 calc R U P A 1
C5D C 1.2544(5) -0.0352(5) 0.2577(3) 0.062(3) Uani 0.553(2) 1 d G . P A 1
H5D H 1.3585 -0.0362 0.2380 0.074 Uiso 0.553(2) 1 calc R U P A 1
C6D C 1.1438(7) 0.0122(5) 0.2202(3) 0.0533(17) Uani 0.553(2) 1 d G . P A 1
H6D H 1.1723 0.0436 0.1749 0.064 Uiso 0.553(2) 1 calc R U P A 1
C11D C 0.8747(7) 0.0727(5) 0.2126(3) 0.0376(13) Uani 0.553(2) 1 d D . P A 1
H11D H 0.7572 0.0258 0.2145 0.045 Uiso 0.553(2) 1 calc R U P A 1
C12D C 0.8924(10) 0.0934(8) 0.1264(5) 0.037(2) Uani 0.553(2) 1 d D . P A 1
H12D H 0.9973 0.0782 0.1053 0.044 Uiso 0.553(2) 1 calc R U P A 1
C13D C 0.7465(7) 0.0314(5) 0.0626(3) 0.0424(14) Uani 0.553(2) 1 d D . P A 1
C21D C 0.7680(12) -0.0643(14) 0.4123(6) 0.131(3) Uani 0.553(2) 1 d D U P A 1
H21C H 0.8531 -0.0095 0.4590 0.158 Uiso 0.553(2) 1 calc R U P A 1
H21D H 0.7663 -0.1555 0.4035 0.158 Uiso 0.553(2) 1 calc R U P A 1
C22D C 0.6002(11) -0.0445(11) 0.4273(7) 0.131(3) Uani 0.553(2) 1 d D U P A 1
H22D H 0.6104 0.0478 0.4483 0.197 Uiso 0.553(2) 1 calc R U P A 1
H22E H 0.5555 -0.0870 0.4677 0.197 Uiso 0.553(2) 1 calc R U P A 1
H22F H 0.5250 -0.0816 0.3757 0.197 Uiso 0.553(2) 1 calc R U P A 1
O11D O 0.7796(5) 0.0333(4) -0.0115(2) 0.0538(11) Uani 0.553(2) 1 d D . P A 1
H1D H 0.6926 -0.0031 -0.0448 0.081 Uiso 0.553(2) 1 calc R U P A 1
O12D O 0.6071(7) -0.0087(10) 0.0808(4) 0.046(2) Uani 0.553(2) 1 d D . P A 1
O21D O 0.8004(6) -0.0267(4) 0.3385(3) 0.0712(14) Uani 0.553(2) 1 d D . P A 1
C1E C 0.7785(10) 0.2950(10) 0.1341(6) 0.031(2) Uani 0.553(2) 1 d . . P A 1
C2E C 0.8068(12) 0.3367(8) 0.0644(6) 0.037(2) Uani 0.553(2) 1 d D . P A 1
C3E C 0.6889(6) 0.3753(5) 0.0275(3) 0.0369(13) Uani 0.553(2) 1 d . . P A 1
H3E H 0.7101 0.4033 -0.0196 0.044 Uiso 0.553(2) 1 calc R U P A 1
C4E C 0.5397(7) 0.3738(6) 0.0584(4) 0.0449(16) Uani 0.553(2) 1 d . . P A 1
H4E H 0.4579 0.4008 0.0328 0.054 Uiso 0.553(2) 1 calc R U P A 1
C5E C 0.5096(11) 0.3325(9) 0.1272(6) 0.038(2) Uani 0.553(2) 1 d . . P A 1
H5E H 0.4068 0.3314 0.1488 0.046 Uiso 0.553(2) 1 calc R U P A 1
C6E C 0.6277(6) 0.2933(5) 0.1641(3) 0.0354(13) Uani 0.553(2) 1 d . . P A 1
H6E H 0.6055 0.2646 0.2109 0.042 Uiso 0.553(2) 1 calc R U P A 1
C11E C 0.9090(6) 0.2443(5) 0.1673(3) 0.0313(12) Uani 0.553(2) 1 d D . P A 1
H11E H 1.0225 0.2970 0.1638 0.038 Uiso 0.553(2) 1 calc R U P A 1
C12E C 0.9013(15) 0.2233(13) 0.2516(7) 0.032(3) Uani 0.553(2) 1 d D . P A 1
H12E H 0.8058 0.2460 0.2794 0.039 Uiso 0.553(2) 1 calc R U P A 1
C13E C 1.0637(14) 0.2773(16) 0.3054(8) 0.040(2) Uani 0.553(2) 1 d D . P A 1
C21E C 0.967(2) 0.317(3) -0.0464(11) 0.040(5) Uani 0.553(2) 1 d D . P A 1
H21E H 0.9661 0.3985 -0.0585 0.048 Uiso 0.553(2) 1 calc R U P A 1
H21F H 0.8696 0.2487 -0.0791 0.048 Uiso 0.553(2) 1 calc R U P A 1
C22E C 1.1253(11) 0.2819(9) -0.0699(5) 0.061(2) Uani 0.553(2) 1 d D . P A 1
H22G H 1.2218 0.3537 -0.0414 0.092 Uiso 0.553(2) 1 calc R U P A 1
H22H H 1.1263 0.2638 -0.1294 0.092 Uiso 0.553(2) 1 calc R U P A 1
H22I H 1.1300 0.2053 -0.0540 0.092 Uiso 0.553(2) 1 calc R U P A 1
O11E O 1.055(2) 0.271(2) 0.3814(9) 0.051(4) Uani 0.553(2) 1 d D . P A 1
H1E H 1.1485 0.3062 0.4091 0.076 Uiso 0.553(2) 1 calc R U P A 1
O12E O 1.1948(14) 0.3182(14) 0.2792(10) 0.044(2) Uani 0.553(2) 1 d D . P A 1
O21E O 0.9587(4) 0.3328(3) 0.0360(2) 0.0368(9) Uani 0.553(2) 1 d D . P A 1
C1F C 0.7915(5) 0.0397(5) 0.3015(2) 0.0332(15) Uani 0.447(2) 1 d G . P A 2
C2F C 0.9174(5) -0.0200(6) 0.3042(3) 0.037(3) Uani 0.447(2) 1 d G . P A 2
C3F C 0.9233(6) -0.0885(5) 0.3602(3) 0.0495(19) Uani 0.447(2) 1 d G . P A 2
H3F H 1.0094 -0.1293 0.3621 0.059 Uiso 0.447(2) 1 calc R U P A 2
C4F C 0.8033(7) -0.0973(5) 0.4136(3) 0.058(3) Uani 0.447(2) 1 d G . P A 2
H4F H 0.8074 -0.1441 0.4519 0.069 Uiso 0.447(2) 1 calc R U P A 2
C5F C 0.6774(6) -0.0375(5) 0.4109(3) 0.0455(14) Uani 0.447(2) 1 d G . P A 2
H5F H 0.5954 -0.0435 0.4473 0.055 Uiso 0.447(2) 1 calc R U P A 2
C6F C 0.6714(5) 0.0310(4) 0.3548(3) 0.0455(14) Uani 0.447(2) 1 d G . P A 2
H6F H 0.5854 0.0718 0.3530 0.055 Uiso 0.447(2) 1 calc R U P A 2
C11F C 0.7778(8) 0.1130(6) 0.2389(3) 0.0310(15) Uani 0.447(2) 1 d D . P A 2
H11F H 0.6779 0.1467 0.2456 0.037 Uiso 0.447(2) 1 calc R U P A 2
C12F C 0.7792(8) 0.0419(6) 0.1456(3) 0.0326(15) Uani 0.447(2) 1 d D . P A 2
H12F H 0.8083 -0.0409 0.1400 0.039 Uiso 0.447(2) 1 calc R U P A 2
C13F C 0.6257(13) 0.018(2) 0.0890(7) 0.0424(14) Uani 0.447(2) 1 d D . P A 2
C21F C 1.1816(14) -0.0458(12) 0.2611(8) 0.059(3) Uani 0.447(2) 1 d . . P A 2
H21G H 1.1509 -0.1390 0.2554 0.071 Uiso 0.447(2) 1 calc R U P A 2
H21H H 1.2444 0.0016 0.3161 0.071 Uiso 0.447(2) 1 calc R U P A 2
C22F C 1.2849(8) -0.0185(7) 0.1957(5) 0.055(2) Uani 0.447(2) 1 d . . P A 2
H22J H 1.2225 -0.0675 0.1415 0.083 Uiso 0.447(2) 1 calc R U P A 2
H22K H 1.3876 -0.0439 0.2013 0.083 Uiso 0.447(2) 1 calc R U P A 2
H22L H 1.3124 0.0738 0.2012 0.083 Uiso 0.447(2) 1 calc R U P A 2
O11F O 0.6514(5) -0.0011(4) 0.0113(3) 0.0391(12) Uani 0.447(2) 1 d D . P A 2
H1F H 0.5609 -0.0165 -0.0180 0.059 Uiso 0.447(2) 1 calc R U P A 2
O12F O 0.4882(5) 0.0123(4) 0.1118(2) 0.0355(11) Uani 0.447(2) 1 d D . P A 2
O21F O 1.0326(10) -0.0035(8) 0.2509(4) 0.0423(18) Uani 0.447(2) 1 d . . P A 2
C1G C 0.9524(7) 0.2155(6) 0.0775(3) 0.0310(14) Uani 0.447(2) 1 d . . P A 2
C2G C 0.8353(13) 0.2825(10) 0.0616(6) 0.032(2) Uani 0.447(2) 1 d . . P A 2
C3G C 0.8580(10) 0.3424(6) 0.0016(4) 0.0391(16) Uani 0.447(2) 1 d . . P A 2
H3G H 0.7847 0.3916 -0.0061 0.047 Uiso 0.447(2) 1 calc R U P A 2
C4G C 0.987(4) 0.334(3) -0.0503(17) 0.054(7) Uani 0.447(2) 1 d . . P A 2
H4G H 0.9947 0.3706 -0.0945 0.064 Uiso 0.447(2) 1 calc R U P A 2
C5G C 1.1029(14) 0.2706(11) -0.0330(6) 0.044(2) Uani 0.447(2) 1 d . . P A 2
H5G H 1.1946 0.2679 -0.0635 0.053 Uiso 0.447(2) 1 calc R U P A 2
C6G C 1.0828(7) 0.2115(6) 0.0290(4) 0.0379(16) Uani 0.447(2) 1 d . . P A 2
H6G H 1.1604 0.1668 0.0388 0.045 Uiso 0.447(2) 1 calc R U P A 2
C11G C 0.9392(13) 0.1504(9) 0.1435(5) 0.025(2) Uani 0.447(2) 1 d D . P A 2
H11G H 1.0353 0.1123 0.1427 0.030 Uiso 0.447(2) 1 calc R U P A 2
C12G C 0.9332(18) 0.2234(17) 0.2349(9) 0.036(4) Uani 0.447(2) 1 d D . P A 2
H12G H 0.8924 0.2998 0.2349 0.043 Uiso 0.447(2) 1 calc R U P A 2
C13G C 1.0900(19) 0.272(2) 0.2925(10) 0.040(2) Uani 0.447(2) 1 d D . P A 2
C21G C 0.5755(10) 0.3258(8) 0.0886(6) 0.043(2) Uani 0.447(2) 1 d . . P A 2
H21I H 0.5208 0.2733 0.0327 0.052 Uiso 0.447(2) 1 calc R U P A 2
H21J H 0.6164 0.4165 0.0887 0.052 Uiso 0.447(2) 1 calc R U P A 2
C22G C 0.4542(14) 0.3156(13) 0.1494(8) 0.047(3) Uani 0.447(2) 1 d . . P A 2
H22M H 0.4229 0.2274 0.1531 0.071 Uiso 0.447(2) 1 calc R U P A 2
H22N H 0.3549 0.3373 0.1318 0.071 Uiso 0.447(2) 1 calc R U P A 2
H22O H 0.5052 0.3754 0.2034 0.071 Uiso 0.447(2) 1 calc R U P A 2
O11G O 1.069(2) 0.290(3) 0.3707(10) 0.034(3) Uani 0.447(2) 1 d D . P A 2
H1G H 1.1618 0.3140 0.3994 0.051 Uiso 0.447(2) 1 calc R U P A 2
O12G O 1.2262(18) 0.2902(18) 0.2670(13) 0.044(2) Uani 0.447(2) 1 d D . P A 2
O21G O 0.7138(8) 0.2800(8) 0.1109(4) 0.0320(16) Uani 0.447(2) 1 d . . P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1C C6C 1.400(4) . ?
C1C C2C 1.402(4) . ?
C1C C11C 1.451(4) . ?
C2C O21C 1.363(3) . ?
C2C C3C 1.388(4) . ?
C3C C4C 1.376(4) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.379(4) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.381(4) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
C11C C12C 1.328(4) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.451(4) . ?
C12C H12C 0.9500 . ?
C13C O12C 1.236(3) . ?
C13C O11C 1.307(3) . ?
C21C O21C 1.427(3) . ?
C21C C22C 1.502(4) . ?
C21C H21A 0.9900 . ?
C21C H21B 0.9900 . ?
C22C H22A 0.9800 . ?
C22C H22B 0.9800 . ?
C22C H22C 0.9800 . ?
O11C H1C 0.8400 . ?
C1D C2D 1.3900 . ?
C1D C6D 1.3900 . ?
C1D C11D 1.508(6) . ?
C2D O21D 1.340(6) . ?
C2D C3D 1.3900 . ?
C3D C4D 1.3900 . ?
C3D H3D 0.9500 . ?
C4D C5D 1.3900 . ?
C4D H4D 0.9500 . ?
C5D C6D 1.3900 . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?
C11D C12D 1.560(9) . ?
C11D C12E 1.591(14) . ?
C11D H11D 1.0000 . ?
C12D C13D 1.481(8) . ?
C12D C11E 1.612(9) . ?
C12D H12D 1.0000 . ?
C13D O12D 1.229(7) . ?
C13D O11D 1.311(6) . ?
C21D O21D 1.4503(11) . ?
C21D C22D 1.4992(11) . ?
C21D H21C 0.9900 . ?
C21D H21D 0.9900 . ?
C22D H22D 0.9800 . ?
C22D H22E 0.9800 . ?
C22D H22F 0.9800 . ?
O11D H1D 0.8400 . ?
C1E C6E 1.382(11) . ?
C1E C2E 1.403(14) . ?
C1E C11E 1.507(10) . ?
C2E C3E 1.367(10) . ?
C2E O21E 1.389(10) . ?
C3E C4E 1.376(7) . ?
C3E H3E 0.9500 . ?
C4E C5E 1.388(9) . ?
C4E H4E 0.9500 . ?
C5E C6E 1.373(10) . ?
C5E H5E 0.9500 . ?
C6E H6E 0.9500 . ?
C11E C12E 1.522(15) . ?
C11E H11E 1.0000 . ?
C12E C13E 1.492(7) . ?
C12E H12E 1.0000 . ?
C13E O12E 1.234(7) . ?
C13E O11E 1.323(7) . ?
C21E O21E 1.376(17) . ?
C21E C22E 1.51(2) . ?
C21E H21E 0.9900 . ?
C21E H21F 0.9900 . ?
C22E H22G 0.9800 . ?
C22E H22H 0.9800 . ?
C22E H22I 0.9800 . ?
O11E H1E 0.8400 . ?
C1F C2F 1.3900 . ?
C1F C6F 1.3900 . ?
C1F C11F 1.533(6) . ?
C2F O21F 1.368(7) . ?
C2F C3F 1.3900 . ?
C3F C4F 1.3900 . ?
C3F H3F 0.9500 . ?
C4F C5F 1.3900 . ?
C4F H4F 0.9500 . ?
C5F C6F 1.3900 . ?
C5F H5F 0.9500 . ?
C6F H6F 0.9500 . ?
C11F C12F 1.574(8) . ?
C11F C12G 1.576(17) . ?
C11F H11F 1.0000 . ?
C12F C13F 1.494(11) . ?
C12F C11G 1.579(9) . ?
C12F H12F 1.0000 . ?
C13F O12F 1.223(10) . ?
C13F O11F 1.320(10) . ?
C21F O21F 1.462(13) . ?
C21F C22F 1.494(11) . ?
C21F H21G 0.9900 . ?
C21F H21H 0.9900 . ?
C22F H22J 0.9800 . ?
C22F H22K 0.9800 . ?
C22F H22L 0.9800 . ?
O11F H1F 0.8400 . ?
C1G C6G 1.402(8) . ?
C1G C2G 1.436(12) . ?
C1G C11G 1.497(10) . ?
C2G O21G 1.349(13) . ?
C2G C3G 1.368(12) . ?
C3G C4G 1.43(3) . ?
C3G H3G 0.9500 . ?
C4G C5G 1.40(3) . ?
C4G H4G 0.9500 . ?
C5G C6G 1.392(9) . ?
C5G H5G 0.9500 . ?
C6G H6G 0.9500 . ?
C11G C12G 1.559(15) . ?
C11G H11G 1.0000 . ?
C12G C13G 1.488(9) . ?
C12G H12G 1.0000 . ?
C13G O12G 1.229(8) . ?
C13G O11G 1.321(8) . ?
C21G O21G 1.456(11) . ?
C21G C22G 1.491(10) . ?
C21G H21I 0.9900 . ?
C21G H21J 0.9900 . ?
C22G H22M 0.9800 . ?
C22G H22N 0.9800 . ?
C22G H22O 0.9800 . ?
O11G H1G 0.8400 . ?

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
C6C C1C C2C 117.7(2) . . ?
C6C C1C C11C 121.9(3) . . ?
C2C C1C C11C 120.4(2) . . ?
O21C C2C C3C 123.9(2) . . ?
O21C C2C C1C 115.9(2) . . ?
C3C C2C C1C 120.2(3) . . ?
C4C C3C C2C 120.3(3) . . ?
C4C C3C H3C 119.8 . . ?
C2C C3C H3C 119.8 . . ?
C3C C4C C5C 120.9(3) . . ?
C3C C4C H4C 119.6 . . ?
C5C C4C H4C 119.6 . . ?
C4C C5C C6C 118.9(3) . . ?
C4C C5C H5C 120.6 . . ?
C6C C5C H5C 120.6 . . ?
C5C C6C C1C 122.0(3) . . ?
C5C C6C H6C 119.0 . . ?
C1C C6C H6C 119.0 . . ?
C12C C11C C1C 126.7(3) . . ?
C12C C11C H11C 116.6 . . ?
C1C C11C H11C 116.6 . . ?
C11C C12C C13C 122.6(3) . . ?
C11C C12C H12C 118.7 . . ?
C13C C12C H12C 118.7 . . ?
O12C C13C O11C 122.4(3) . . ?
O12C C13C C12C 123.8(2) . . ?
O11C C13C C12C 113.7(3) . . ?
O21C C21C C22C 107.9(2) . . ?
O21C C21C H21A 110.1 . . ?
C22C C21C H21A 110.1 . . ?
O21C C21C H21B 110.1 . . ?
C22C C21C H21B 110.1 . . ?
H21A C21C H21B 108.4 . . ?
C21C C22C H22A 109.5 . . ?
C21C C22C H22B 109.5 . . ?
H22A C22C H22B 109.5 . . ?
C21C C22C H22C 109.5 . . ?
H22A C22C H22C 109.5 . . ?
H22B C22C H22C 109.5 . . ?
C13C O11C H1C 109.5 . . ?
C2C O21C C21C 118.1(2) . . ?
C2D C1D C6D 120.0 . . ?
C2D C1D C11D 119.2(4) . . ?
C6D C1D C11D 120.7(4) . . ?
O21D C2D C3D 124.2(4) . . ?
O21D C2D C1D 115.8(4) . . ?
C3D C2D C1D 120.0 . . ?
C2D C3D C4D 120.0 . . ?
C2D C3D H3D 120.0 . . ?
C4D C3D H3D 120.0 . . ?
C5D C4D C3D 120.0 . . ?
C5D C4D H4D 120.0 . . ?
C3D C4D H4D 120.0 . . ?
C4D C5D C6D 120.0 . . ?
C4D C5D H5D 120.0 . . ?
C6D C5D H5D 120.0 . . ?
C5D C6D C1D 120.0 . . ?
C5D C6D H6D 120.0 . . ?
C1D C6D H6D 120.0 . . ?
C1D C11D C12D 120.7(6) . . ?
C1D C11D C12E 116.6(6) . . ?
C12D C11D C12E 89.3(6) . . ?
C1D C11D H11D 109.5 . . ?
C12D C11D H11D 109.5 . . ?
C12E C11D H11D 109.5 . . ?
C13D C12D C11D 117.5(6) . . ?
C13D C12D C11E 111.5(6) . . ?
C11D C12D C11E 89.2(5) . . ?
C13D C12D H12D 112.2 . . ?
C11D C12D H12D 112.2 . . ?
C11E C12D H12D 112.2 . . ?
O12D C13D O11D 124.7(6) . . ?
O12D C13D C12D 121.3(6) . . ?
O11D C13D C12D 113.8(5) . . ?
O21D C21D C22D 103.6(5) . . ?
O21D C21D H21C 111.0 . . ?
C22D C21D H21C 111.0 . . ?
O21D C21D H21D 111.0 . . ?
C22D C21D H21D 111.0 . . ?
H21C C21D H21D 109.0 . . ?
C21D C22D H22D 109.5 . . ?
C21D C22D H22E 109.5 . . ?
H22D C22D H22E 109.5 . . ?
C21D C22D H22F 109.5 . . ?
H22D C22D H22F 109.5 . . ?
H22E C22D H22F 109.5 . . ?
C13D O11D H1D 109.5 . . ?
C2D O21D C21D 114.0(5) . . ?
C6E C1E C2E 118.1(7) . . ?
C6E C1E C11E 124.0(7) . . ?
C2E C1E C11E 117.7(8) . . ?
C3E C2E O21E 123.7(7) . . ?
C3E C2E C1E 120.9(8) . . ?
O21E C2E C1E 115.4(7) . . ?
C2E C3E C4E 120.2(6) . . ?
C2E C3E H3E 119.9 . . ?
C4E C3E H3E 119.9 . . ?
C3E C4E C5E 119.6(7) . . ?
C3E C4E H4E 120.2 . . ?
C5E C4E H4E 120.2 . . ?
C6E C5E C4E 120.2(7) . . ?
C6E C5E H5E 119.9 . . ?
C4E C5E H5E 119.9 . . ?
C5E C6E C1E 120.9(6) . . ?
C5E C6E H6E 119.5 . . ?
C1E C6E H6E 119.5 . . ?
C1E C11E C12E 119.4(7) . . ?
C1E C11E C12D 115.8(6) . . ?
C12E C11E C12D 89.9(6) . . ?
C1E C11E H11E 110.1 . . ?
C12E C11E H11E 110.1 . . ?
C12D C11E H11E 110.1 . . ?
C13E C12E C11E 113.7(9) . . ?
C13E C12E C11D 108.1(11) . . ?
C11E C12E C11D 91.4(6) . . ?
C13E C12E H12E 113.8 . . ?
C11E C12E H12E 113.8 . . ?
C11D C12E H12E 113.8 . . ?
O12E C13E O11E 123.8(8) . . ?
O12E C13E C12E 122.1(8) . . ?
O11E C13E C12E 114.0(8) . . ?
O21E C21E C22E 109.8(12) . . ?
O21E C21E H21E 109.7 . . ?
C22E C21E H21E 109.7 . . ?
O21E C21E H21F 109.7 . . ?
C22E C21E H21F 109.7 . . ?
H21E C21E H21F 108.2 . . ?
C21E C22E H22G 109.5 . . ?
C21E C22E H22H 109.5 . . ?
H22G C22E H22H 109.5 . . ?
C21E C22E H22I 109.5 . . ?
H22G C22E H22I 109.5 . . ?
H22H C22E H22I 109.5 . . ?
C13E O11E H1E 109.5 . . ?
C21E O21E C2E 117.5(9) . . ?
C2F C1F C6F 120.0 . . ?
C2F C1F C11F 121.6(4) . . ?
C6F C1F C11F 118.4(4) . . ?
O21F C2F C3F 124.0(5) . . ?
O21F C2F C1F 116.0(5) . . ?
C3F C2F C1F 120.0 . . ?
C2F C3F C4F 120.0 . . ?
C2F C3F H3F 120.0 . . ?
C4F C3F H3F 120.0 . . ?
C3F C4F C5F 120.0 . . ?
C3F C4F H4F 120.0 . . ?
C5F C4F H4F 120.0 . . ?
C6F C5F C4F 120.0 . . ?
C6F C5F H5F 120.0 . . ?
C4F C5F H5F 120.0 . . ?
C5F C6F C1F 120.0 . . ?
C5F C6F H6F 120.0 . . ?
C1F C6F H6F 120.0 . . ?
C1F C11F C12F 118.1(5) . . ?
C1F C11F C12G 118.6(8) . . ?
C12F C11F C12G 89.6(6) . . ?
C1F C11F H11F 109.7 . . ?
C12F C11F H11F 109.7 . . ?
C12G C11F H11F 109.7 . . ?
C13F C12F C11F 116.6(7) . . ?
C13F C12F C11G 119.1(10) . . ?
C11F C12F C11G 89.8(5) . . ?
C13F C12F H12F 109.9 . . ?
C11F C12F H12F 109.9 . . ?
C11G C12F H12F 109.9 . . ?
O12F C13F O11F 123.2(9) . . ?
O12F C13F C12F 123.4(9) . . ?
O11F C13F C12F 113.3(8) . . ?
O21F C21F C22F 107.1(7) . . ?
O21F C21F H21G 110.3 . . ?
C22F C21F H21G 110.3 . . ?
O21F C21F H21H 110.3 . . ?
C22F C21F H21H 110.3 . . ?
H21G C21F H21H 108.5 . . ?
C21F C22F H22J 109.5 . . ?
C21F C22F H22K 109.5 . . ?
H22J C22F H22K 109.5 . . ?
C21F C22F H22L 109.5 . . ?
H22J C22F H22L 109.5 . . ?
H22K C22F H22L 109.5 . . ?
C13F O11F H1F 109.5 . . ?
C2F O21F C21F 117.7(7) . . ?
C6G C1G C2G 118.2(6) . . ?
C6G C1G C11G 119.5(6) . . ?
C2G C1G C11G 122.2(7) . . ?
O21G C2G C3G 127.5(10) . . ?
O21G C2G C1G 113.7(8) . . ?
C3G C2G C1G 118.8(9) . . ?
C2G C3G C4G 123.1(16) . . ?
C2G C3G H3G 118.5 . . ?
C4G C3G H3G 118.5 . . ?
C5G C4G C3G 117(2) . . ?
C5G C4G H4G 121.3 . . ?
C3G C4G H4G 121.3 . . ?
C6G C5G C4G 119.9(15) . . ?
C6G C5G H5G 120.0 . . ?
C4G C5G H5G 120.0 . . ?
C5G C6G C1G 122.4(7) . . ?
C5G C6G H6G 118.8 . . ?
C1G C6G H6G 118.8 . . ?
C1G C11G C12G 122.3(10) . . ?
C1G C11G C12F 122.1(7) . . ?
C12G C11G C12F 90.0(7) . . ?
C1G C11G H11G 106.8 . . ?
C12G C11G H11G 106.8 . . ?
C12F C11G H11G 106.8 . . ?
C13G C12G C11G 118.3(12) . . ?
C13G C12G C11F 125.1(14) . . ?
C11G C12G C11F 90.5(7) . . ?
C13G C12G H12G 107.0 . . ?
C11G C12G H12G 107.0 . . ?
C11F C12G H12G 107.0 . . ?
O12G C13G O11G 124.3(10) . . ?
O12G C13G C12G 121.1(10) . . ?
O11G C13G C12G 114.6(9) . . ?
O21G C21G C22G 108.7(10) . . ?
O21G C21G H21I 109.9 . . ?
C22G C21G H21I 109.9 . . ?
O21G C21G H21J 109.9 . . ?
C22G C21G H21J 109.9 . . ?
H21I C21G H21J 108.3 . . ?
C21G C22G H22M 109.5 . . ?
C21G C22G H22N 109.5 . . ?
H22M C22G H22N 109.5 . . ?
C21G C22G H22O 109.5 . . ?
H22M C22G H22O 109.5 . . ?
H22N C22G H22O 109.5 . . ?
C13G O11G H1G 109.5 . . ?
C2G O21G C21G 116.3(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6C C1C C2C O21C 176.6(2) . . . . ?
C11C C1C C2C O21C -5.0(4) . . . . ?
C6C C1C C2C C3C -3.3(4) . . . . ?
C11C C1C C2C C3C 175.1(3) . . . . ?
O21C C2C C3C C4C -177.5(3) . . . . ?
C1C C2C C3C C4C 2.4(4) . . . . ?
C2C C3C C4C C5C 0.2(4) . . . . ?
C3C C4C C5C C6C -1.9(5) . . . . ?
C4C C5C C6C C1C 0.9(5) . . . . ?
C2C C1C C6C C5C 1.7(4) . . . . ?
C11C C1C C6C C5C -176.6(3) . . . . ?
C6C C1C C11C C12C 0.1(5) . . . . ?
C2C C1C C11C C12C -178.2(3) . . . . ?
C1C C11C C12C C13C 176.4(3) . . . . ?
C11C C12C C13C O12C 3.4(5) . . . . ?
C11C C12C C13C O11C -175.8(3) . . . . ?
C3C C2C O21C C21C 8.6(4) . . . . ?
C1C C2C O21C C21C -171.3(2) . . . . ?
C22C C21C O21C C2C 168.2(2) . . . . ?
C6D C1D C2D O21D 179.9(6) . . . . ?
C11D C1D C2D O21D 3.9(5) . . . . ?
C6D C1D C2D C3D 0.0 . . . . ?
C11D C1D C2D C3D -176.0(6) . . . . ?
O21D C2D C3D C4D -179.9(6) . . . . ?
C1D C2D C3D C4D 0.0 . . . . ?
C2D C3D C4D C5D 0.0 . . . . ?
C3D C4D C5D C6D 0.0 . . . . ?
C4D C5D C6D C1D 0.0 . . . . ?
C2D C1D C6D C5D 0.0 . . . . ?
C11D C1D C6D C5D 176.0(6) . . . . ?
C2D C1D C11D C12D -164.5(4) . . . . ?
C6D C1D C11D C12D 19.5(7) . . . . ?
C2D C1D C11D C12E 89.1(7) . . . . ?
C6D C1D C11D C12E -86.9(8) . . . . ?
C1D C11D C12D C13D 122.2(7) . . . . ?
C12E C11D C12D C13D -116.9(8) . . . . ?
C1D C11D C12D C11E -123.8(6) . . . . ?
C12E C11D C12D C11E -2.9(6) . . . . ?
C11D C12D C13D O12D 16.6(11) . . . . ?
C11E C12D C13D O12D -84.3(9) . . . . ?
C11D C12D C13D O11D -168.3(6) . . . . ?
C11E C12D C13D O11D 90.8(7) . . . . ?
C3D C2D O21D C21D 5.2(9) . . . . ?
C1D C2D O21D C21D -174.7(7) . . . . ?
C22D C21D O21D C2D 177.6(8) . . . . ?
C6E C1E C2E C3E 0.4(13) . . . . ?
C11E C1E C2E C3E 175.3(7) . . . . ?
C6E C1E C2E O21E -178.3(7) . . . . ?
C11E C1E C2E O21E -3.4(12) . . . . ?
O21E C2E C3E C4E 178.6(6) . . . . ?
C1E C2E C3E C4E 0.0(12) . . . . ?
C2E C3E C4E C5E -0.1(10) . . . . ?
C3E C4E C5E C6E -0.1(11) . . . . ?
C4E C5E C6E C1E 0.5(12) . . . . ?
C2E C1E C6E C5E -0.7(12) . . . . ?
C11E C1E C6E C5E -175.2(7) . . . . ?
C6E C1E C11E C12E -17.5(12) . . . . ?
C2E C1E C11E C12E 167.9(8) . . . . ?
C6E C1E C11E C12D 88.1(10) . . . . ?
C2E C1E C11E C12D -86.5(9) . . . . ?
C13D C12D C11E C1E -0.5(9) . . . . ?
C11D C12D C11E C1E -120.0(6) . . . . ?
C13D C12D C11E C12E 122.4(7) . . . . ?
C11D C12D C11E C12E 3.0(6) . . . . ?
C1E C11E C12E C13E -132.6(10) . . . . ?
C12D C11E C12E C13E 107.6(10) . . . . ?
C1E C11E C12E C11D 116.9(8) . . . . ?
C12D C11E C12E C11D -2.9(6) . . . . ?
C1D C11D C12E C13E 11.9(11) . . . . ?
C12D C11D C12E C13E -112.5(8) . . . . ?
C1D C11D C12E C11E 127.4(6) . . . . ?
C12D C11D C12E C11E 3.0(7) . . . . ?
C11E C12E C13E O12E -9.7(18) . . . . ?
C11D C12E C13E O12E 90.2(15) . . . . ?
C11E C12E C13E O11E 173.4(13) . . . . ?
C11D C12E C13E O11E -86.7(14) . . . . ?
C22E C21E O21E C2E -165.8(11) . . . . ?
C3E C2E O21E C21E -26.1(16) . . . . ?
C1E C2E O21E C21E 152.5(14) . . . . ?
C6F C1F C2F O21F -178.4(5) . . . . ?
C11F C1F C2F O21F 3.4(6) . . . . ?
C6F C1F C2F C3F 0.0 . . . . ?
C11F C1F C2F C3F -178.3(5) . . . . ?
O21F C2F C3F C4F 178.2(5) . . . . ?
C1F C2F C3F C4F 0.0 . . . . ?
C2F C3F C4F C5F 0.0 . . . . ?
C3F C4F C5F C6F 0.0 . . . . ?
C4F C5F C6F C1F 0.0 . . . . ?
C2F C1F C6F C5F 0.0 . . . . ?
C11F C1F C6F C5F 178.3(5) . . . . ?
C2F C1F C11F C12F 51.8(6) . . . . ?
C6F C1F C11F C12F -126.5(5) . . . . ?
C2F C1F C11F C12G -54.6(9) . . . . ?
C6F C1F C11F C12G 127.1(8) . . . . ?
C1F C11F C12F C13F 116.6(11) . . . . ?
C12G C11F C12F C13F -120.8(13) . . . . ?
C1F C11F C12F C11G -120.5(6) . . . . ?
C12G C11F C12F C11G 2.1(9) . . . . ?
C11F C12F C13F O12F -24(3) . . . . ?
C11G C12F C13F O12F -130.0(18) . . . . ?
C11F C12F C13F O11F 159.0(12) . . . . ?
C11G C12F C13F O11F 53(2) . . . . ?
C3F C2F O21F C21F -8.4(10) . . . . ?
C1F C2F O21F C21F 169.9(8) . . . . ?
C22F C21F O21F C2F 179.5(7) . . . . ?
C6G C1G C2G O21G 179.5(7) . . . . ?
C11G C1G C2G O21G -0.5(12) . . . . ?
C6G C1G C2G C3G -1.7(11) . . . . ?
C11G C1G C2G C3G 178.4(7) . . . . ?
O21G C2G C3G C4G -177.0(17) . . . . ?
C1G C2G C3G C4G 4.3(19) . . . . ?
C2G C3G C4G C5G -5(3) . . . . ?
C3G C4G C5G C6G 4(3) . . . . ?
C4G C5G C6G C1G -1.7(19) . . . . ?
C2G C1G C6G C5G 0.4(10) . . . . ?
C11G C1G C6G C5G -179.6(7) . . . . ?
C6G C1G C11G C12G 124.2(10) . . . . ?
C2G C1G C11G C12G -55.8(12) . . . . ?
C6G C1G C11G C12F -122.3(8) . . . . ?
C2G C1G C11G C12F 57.7(11) . . . . ?
C13F C12F C11G C1G -10.5(13) . . . . ?
C11F C12F C11G C1G -131.3(8) . . . . ?
C13F C12F C11G C12G 118.6(12) . . . . ?
C11F C12F C11G C12G -2.1(9) . . . . ?
C1G C11G C12G C13G -97.7(17) . . . . ?
C12F C11G C12G C13G 133.2(15) . . . . ?
C1G C11G C12G C11F 131.2(10) . . . . ?
C12F C11G C12G C11F 2.1(9) . . . . ?
C1F C11F C12G C13G -5.9(17) . . . . ?
C12F C11F C12G C13G -128.0(13) . . . . ?
C1F C11F C12G C11G 120.0(9) . . . . ?
C12F C11F C12G C11G -2.1(9) . . . . ?
C11G C12G C13G O12G 22(2) . . . . ?
C11F C12G C13G O12G 135.0(17) . . . . ?
C11G C12G C13G O11G -157.0(18) . . . . ?
C11F C12G C13G O11G -44(2) . . . . ?
C3G C2G O21G C21G 11.9(14) . . . . ?
C1G C2G O21G C21G -169.4(7) . . . . ?
C22G C21G O21G C2G 179.8(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O11C H1C O12E 0.84 1.87 2.712(13) 176 2_766
O11E H1E O12C 0.84 1.84 2.645(16) 160 2_766
O11D H1D O12D 0.84 2.60 3.314(8) 144 2_655
O11F H1F O12F 0.84 1.65 2.313(6) 134 2_655
O11G H1G O12C 0.84 1.85 2.670(16) 165 2_766
O11C H1C O12G 0.84 1.68 2.504(18) 166 2_766
O11C H1C O12E 0.84 1.87 2.712(13) 176 2_766
O11C H1C O12G 0.84 1.68 2.504(18) 166 2_766
O11D H1D O12D 0.84 2.60 3.314(8) 144 2_655
O11E H1E O12C 0.84 1.84 2.645(16) 160 2_766
O11F H1F O11F 0.84 1.84 2.555(9) 142 2_655
O11F H1F O12F 0.84 1.65 2.313(6) 134 2_655
C12G H12G O21G 1.00 2.46 3.04(2) 116 .
C22G H22M O12F 0.98 2.53 3.375(15) 145 .
O11G H1G O12C 0.84 1.85 2.670(16) 165 2_766
O11C H1C O12E 0.84 1.87 2.712(13) 176 2_766
O11C H1C O12G 0.84 1.68 2.504(18) 166 2_766
O11D H1D O12D 0.84 2.60 3.314(8) 144 2_655
O11E H1E O12C 0.84 1.84 2.645(16) 160 2_766
O11F H1F O11F 0.84 1.84 2.555(9) 142 2_655
O11F H1F O12F 0.84 1.65 2.313(6) 134 2_655
C12G H12G O21G 1.00 2.46 3.04(2) 116 .
C22G H22M O12F 0.98 2.53 3.375(15) 145 .
O11G H1G O12C 0.84 1.85 2.670(16) 165 2_766

_refine_diff_density_max         0.311
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.043


_exptl_crystal_recrystallization_method 
'Crystallised from ethyl acetate followed by photoreaction at 343 K.'
####################################################################### 
# 
# 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_6h_343K
_database_code_depnum_ccdc_archive 'CCDC 1472995'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'(E)-3-(2-Ethoxyphenyl)propenoic acid and trans-2,4-bis(2-ethoxyphenyl)-trans-1,3-cyclobutane-dicarboxylic acid'
_chemical_name_common            
;
ortho-ethoxy-trans-cinnamic acid and 2,2'-diethoxy alpha-truxillic acid 
;
_chemical_melting_point          ?
_chemical_formula_moiety         '0.124(C22 H24 O6), 2.752(C11 H12 O3)'
_chemical_formula_sum            'C33 H36 O9'
_chemical_formula_weight         576.62

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.6452(13)
_cell_length_b                   10.8577(17)
_cell_length_c                   17.262(3)
_cell_angle_alpha                92.470(3)
_cell_angle_beta                 92.102(3)
_cell_angle_gamma                112.563(3)
_cell_volume                     1492.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    728
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      26.28

_exptl_crystal_description       irregular
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.965
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8177
_diffrn_reflns_av_unetI/netI     0.0525
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.183
_diffrn_reflns_theta_max         25.493
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5500
_reflns_number_gt                3116
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0586P)²+0.0861P] 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_number_reflns         5500
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0516
_refine_ls_wR_factor_ref         0.1371
_refine_ls_wR_factor_gt          0.1169
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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
C1A C 1.0162(3) 0.0296(2) 0.22157(15) 0.0409(7) Uani 0.876(2) 1 d . . P A 2
C2A C 1.0094(4) 0.0241(3) 0.30238(15) 0.0419(7) Uani 0.876(2) 1 d . . P A 2
C3A C 1.1499(4) 0.0338(3) 0.34793(17) 0.0495(8) Uani 0.876(2) 1 d . . P A 2
H3A H 1.1454 0.0318 0.4028 0.059 Uiso 0.876(2) 1 calc R U P A 2
C4A C 1.2960(4) 0.0462(3) 0.31332(19) 0.0562(8) Uani 0.876(2) 1 d . . P A 2
H4A H 1.3916 0.0519 0.3445 0.067 Uiso 0.876(2) 1 calc R U P A 2
C5A C 1.3042(4) 0.0504(3) 0.2336(2) 0.0578(8) Uani 0.876(2) 1 d . . P A 2
H5A H 1.4053 0.0595 0.2100 0.069 Uiso 0.876(2) 1 calc R U P A 2
C6A C 1.1662(4) 0.0414(3) 0.18871(17) 0.0511(8) Uani 0.876(2) 1 d . . P A 2
H6A H 1.1725 0.0432 0.1339 0.061 Uiso 0.876(2) 1 calc R U P A 2
C11A C 0.8669(3) 0.0204(2) 0.17419(14) 0.0431(7) Uani 0.876(2) 1 d . . P A 2
H11A H 0.7711 0.0141 0.2016 0.052 Uiso 0.876(2) 1 calc R U P A 2
C12A C 0.8511(4) 0.0198(2) 0.09701(15) 0.0458(7) Uani 0.876(2) 1 d . . P A 2
H12A H 0.9449 0.0269 0.0678 0.055 Uiso 0.876(2) 1 calc R U P A 2
C13A C 0.6963(4) 0.0087(2) 0.05566(15) 0.0453(7) Uani 0.876(2) 1 d . . P A 2
C21A C 0.8459(4) 0.0094(3) 0.41466(14) 0.0461(7) Uani 0.876(2) 1 d . . P A 2
H21C H 0.9338 0.0898 0.4412 0.055 Uiso 0.876(2) 1 calc R U P A 2
H21D H 0.8592 -0.0708 0.4338 0.055 Uiso 0.876(2) 1 calc R U P A 2
C22A C 0.6753(4) 0.0064(3) 0.43047(16) 0.0522(8) Uani 0.876(2) 1 d . . P A 2
H22D H 0.6661 0.0886 0.4139 0.078 Uiso 0.876(2) 1 calc R U P A 2
H22E H 0.6586 -0.0006 0.4862 0.078 Uiso 0.876(2) 1 calc R U P A 2
H22F H 0.5897 -0.0709 0.4016 0.078 Uiso 0.876(2) 1 calc R U P A 2
O11A O 0.6925(2) 0.01017(19) -0.01746(11) 0.0515(6) Uani 0.876(2) 1 d . . P A 2
O12A O 0.5693(3) -0.0032(2) 0.09562(12) 0.0585(6) Uani 0.876(2) 1 d . . P A 2
H1A H 0.4880 -0.0083 0.0657 0.088 Uiso 0.876(2) 1 calc R U P A 2
O21A O 0.8599(3) 0.0121(2) 0.33185(10) 0.0461(5) Uani 0.876(2) 1 d . . P A 2
C1B C 0.7885(3) 0.3467(2) 0.12841(14) 0.0336(6) Uani 0.876(2) 1 d . . P A 2
C2B C 0.7885(3) 0.3357(2) 0.04688(14) 0.0335(6) Uani 0.876(2) 1 d . . P A 2
C3B C 0.6507(3) 0.3319(3) 0.00137(16) 0.0429(7) Uani 0.876(2) 1 d . . P A 2
H3B H 0.6512 0.3246 -0.0537 0.051 Uiso 0.876(2) 1 calc R U P A 2
C4B C 0.5132(4) 0.3388(3) 0.03636(18) 0.0509(8) Uani 0.876(2) 1 d . . P A 2
H4B H 0.4188 0.3355 0.0051 0.061 Uiso 0.876(2) 1 calc R U P A 2
C5B C 0.5107(4) 0.3504(3) 0.11661(19) 0.0505(8) Uani 0.876(2) 1 d . . P A 2
H5B H 0.4157 0.3555 0.1403 0.061 Uiso 0.876(2) 1 calc R U P A 2
C6B C 0.6481(3) 0.3544(3) 0.16136(15) 0.0417(7) Uani 0.876(2) 1 d . . P A 2
H6B H 0.6467 0.3626 0.2163 0.050 Uiso 0.876(2) 1 calc R U P A 2
C11B C 0.9352(3) 0.3525(2) 0.17578(13) 0.0362(6) Uani 0.876(2) 1 d . . P A 2
H11B H 1.0318 0.3591 0.1490 0.043 Uiso 0.876(2) 1 calc R U P A 2
C12B C 0.9469(3) 0.3493(2) 0.25290(13) 0.0409(7) Uani 0.876(2) 1 d . . P A 2
H12B H 0.8521 0.3422 0.2814 0.049 Uiso 0.876(2) 1 calc R U P A 2
C13B C 1.1002(4) 0.3566(2) 0.29526(14) 0.0403(7) Uani 0.876(2) 1 d . . P A 2
C21B C 0.9331(3) 0.3141(3) -0.06611(13) 0.0354(6) Uani 0.876(2) 1 d . . P A 2
H21E H 0.9263 0.3928 -0.0906 0.043 Uiso 0.876(2) 1 calc R U P A 2
H21F H 0.8372 0.2333 -0.0871 0.043 Uiso 0.876(2) 1 calc R U P A 2
C22B C 1.0954(4) 0.3014(3) -0.08263(15) 0.0448(7) Uani 0.876(2) 1 d . . P A 2
H22G H 1.1891 0.3847 -0.0653 0.067 Uiso 0.876(2) 1 calc R U P A 2
H22H H 1.0987 0.2837 -0.1386 0.067 Uiso 0.876(2) 1 calc R U P A 2
H22I H 1.1045 0.2275 -0.0548 0.067 Uiso 0.876(2) 1 calc R U P A 2
O11B O 1.0898(2) 0.34100(19) 0.36854(10) 0.0481(5) Uani 0.876(2) 1 d . . P A 2
H1B H 1.1827 0.3460 0.3880 0.072 Uiso 0.876(2) 1 calc R U P A 2
O12B O 1.2329(3) 0.3776(2) 0.26033(11) 0.0467(5) Uani 0.876(2) 1 d . . P A 2
O21B O 0.9293(2) 0.32928(19) 0.01674(10) 0.0383(5) Uani 0.876(2) 1 d . . P A 2
C1C C 0.2212(3) 0.6717(2) 0.42539(12) 0.0383(5) Uani 1 1 d . . . . .
C2C C 0.2336(3) 0.6865(2) 0.34524(12) 0.0387(5) Uani 1 1 d . . . . .
C3C C 0.1000(3) 0.6899(2) 0.29954(14) 0.0519(6) Uani 1 1 d . . . . .
H3C H 0.1096 0.7004 0.2454 0.062 Uiso 1 1 calc R U . . .
C4C C -0.0476(3) 0.6779(3) 0.33352(15) 0.0573(7) Uani 1 1 d . . . . .
H4C H -0.1396 0.6791 0.3022 0.069 Uiso 1 1 calc R U . . .
C5C C -0.0623(3) 0.6642(2) 0.41231(15) 0.0536(7) Uani 1 1 d . . . . .
H5C H -0.1636 0.6567 0.4352 0.064 Uiso 1 1 calc R U . . .
C6C C 0.0706(3) 0.6614(2) 0.45758(13) 0.0467(6) Uani 1 1 d . . . . .
H6C H 0.0600 0.6522 0.5118 0.056 Uiso 1 1 calc R U . . .
C11C C 0.3617(3) 0.66488(19) 0.47176(12) 0.0386(5) Uani 1 1 d . . . . .
H11C H 0.4601 0.6754 0.4454 0.046 Uiso 1 1 calc R U . . .
C12C C 0.3664(3) 0.6453(2) 0.54770(12) 0.0444(6) Uani 1 1 d . . . . .
H12C H 0.2711 0.6359 0.5762 0.053 Uiso 1 1 calc R U . . .
C13C C 0.5136(3) 0.6378(2) 0.58787(12) 0.0430(6) Uani 1 1 d . . . . .
C21C C 0.3994(3) 0.7040(2) 0.23407(11) 0.0406(6) Uani 1 1 d . . . . .
H21A H 0.3936 0.7882 0.2171 0.049 Uiso 1 1 calc R U . . .
H21B H 0.3084 0.6279 0.2057 0.049 Uiso 1 1 calc R U . . .
C22C C 0.5668(3) 0.6999(2) 0.21845(12) 0.0457(6) Uani 1 1 d . . . . .
H22A H 0.6551 0.7730 0.2490 0.068 Uiso 1 1 calc R U . . .
H22B H 0.5862 0.7099 0.1631 0.068 Uiso 1 1 calc R U . . .
H22C H 0.5686 0.6142 0.2330 0.068 Uiso 1 1 calc R U . . .
O11C O 0.49716(19) 0.61046(16) 0.65985(8) 0.0557(5) Uani 1 1 d . . . . .
H1C H 0.5869 0.6081 0.6787 0.084 Uiso 1 1 calc R U . . .
O12C O 0.6474(2) 0.65866(16) 0.55414(8) 0.0515(4) Uani 1 1 d . . . . .
O21C O 0.38280(17) 0.69618(15) 0.31622(8) 0.0435(4) Uani 1 1 d . . . . .
C1D C 1.0225(10) 0.0482(7) 0.2390(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
C2D C 1.0064(12) 0.0102(8) 0.3149(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
C3D C 1.1339(14) -0.0175(10) 0.3547(5) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H3D H 1.1208 -0.0458 0.4062 0.046 Uiso 0.124(2) 1 calc R U P A 1
C4D C 1.2788(14) -0.0024(12) 0.3171(6) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H4D H 1.3662 -0.0188 0.3440 0.046 Uiso 0.124(2) 1 calc R U P A 1
C5D C 1.2986(13) 0.0354(12) 0.2424(6) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H5D H 1.3976 0.0438 0.2170 0.046 Uiso 0.124(2) 1 calc R U P A 1
C6D C 1.1710(11) 0.0613(9) 0.2043(5) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H6D H 1.1853 0.0890 0.1527 0.046 Uiso 0.124(2) 1 calc R U P A 1
C11D C 0.8902(8) 0.0913(6) 0.2057(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H11D H 0.7763 0.0248 0.2159 0.046 Uiso 0.124(2) 1 calc R U P A 1
C12D C 0.8949(8) 0.1272(6) 0.1203(3) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H12D H 0.9967 0.1256 0.0952 0.046 Uiso 0.124(2) 1 calc R U P A 1
C13D C 0.7324(10) 0.0496(7) 0.0709(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
C21D C 0.8447(16) -0.0160(12) 0.4273(5) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H21G H 0.9382 0.0569 0.4566 0.046 Uiso 0.124(2) 1 calc R U P A 1
H21H H 0.8496 -0.1024 0.4404 0.046 Uiso 0.124(2) 1 calc R U P A 1
C22D C 0.6783(16) -0.0116(15) 0.4483(5) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H22J H 0.6655 -0.0219 0.5041 0.058 Uiso 0.124(2) 1 calc R U P A 1
H22K H 0.6750 0.0744 0.4353 0.058 Uiso 0.124(2) 1 calc R U P A 1
H22L H 0.5867 -0.0843 0.4191 0.058 Uiso 0.124(2) 1 calc R U P A 1
O11D O 0.7562(13) 0.0444(9) -0.0043(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H11E H 0.6640 0.0011 -0.0289 0.058 Uiso 0.124(2) 1 calc R U P A 1
O12D O 0.5934(9) 0.0113(8) 0.0960(5) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
O21D O 0.8584(12) -0.0007(9) 0.3461(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
C1E C 0.7828(11) 0.3225(7) 0.1120(5) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
C2E C 0.7925(13) 0.3444(8) 0.0336(5) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
C3E C 0.6643(15) 0.3668(11) -0.0075(6) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H3E H 0.6712 0.3816 -0.0613 0.046 Uiso 0.124(2) 1 calc R U P A 1
C4E C 0.5263(15) 0.3669(13) 0.0317(7) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H4E H 0.4388 0.3820 0.0041 0.046 Uiso 0.124(2) 1 calc R U P A 1
C5E C 0.5146(14) 0.3457(13) 0.1091(7) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H5E H 0.4203 0.3468 0.1353 0.046 Uiso 0.124(2) 1 calc R U P A 1
C6E C 0.6423(12) 0.3227(10) 0.1488(5) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H6E H 0.6338 0.3068 0.2024 0.046 Uiso 0.124(2) 1 calc R U P A 1
C11E C 0.9126(9) 0.2760(6) 0.1467(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H11F H 1.0276 0.3412 0.1370 0.046 Uiso 0.124(2) 1 calc R U P A 1
C12E C 0.9055(9) 0.2403(6) 0.2322(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H12E H 0.8022 0.2408 0.2562 0.046 Uiso 0.124(2) 1 calc R U P A 1
C13E C 1.0644(11) 0.3168(7) 0.2831(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
C21E C 0.9379(16) 0.3354(12) -0.0822(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H21I H 0.9374 0.4184 -0.1035 0.046 Uiso 0.124(2) 1 calc R U P A 1
H21J H 0.8374 0.2593 -0.1042 0.046 Uiso 0.124(2) 1 calc R U P A 1
C22E C 1.0964(16) 0.3150(15) -0.1027(5) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H22M H 1.1011 0.3084 -0.1593 0.058 Uiso 0.124(2) 1 calc R U P A 1
H22N H 1.1950 0.3909 -0.0806 0.058 Uiso 0.124(2) 1 calc R U P A 1
H22O H 1.0954 0.2325 -0.0813 0.058 Uiso 0.124(2) 1 calc R U P A 1
O11E O 1.0395(14) 0.3063(9) 0.3571(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
H11G H 1.1298 0.3498 0.3830 0.058 Uiso 0.124(2) 1 calc R U P A 1
O12E O 1.2033(10) 0.3675(7) 0.2571(5) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1
O21E O 0.9371(13) 0.3444(9) 0.0012(4) 0.0387(17) Uiso 0.124(2) 1 d G U P A 1


_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
C1A C6A 1.398(4) . ?
C1A C2A 1.401(3) . ?
C1A C11A 1.470(4) . ?
C2A O21A 1.368(3) . ?
C2A C3A 1.389(4) . ?
C3A C4A 1.379(4) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.383(4) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.366(4) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C11A C12A 1.334(3) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.454(4) . ?
C12A H12A 0.9500 . ?
C13A O11A 1.262(3) . ?
C13A O12A 1.285(3) . ?
C21A O21A 1.440(3) . ?
C21A C22A 1.497(3) . ?
C21A H21C 0.9900 . ?
C21A H21D 0.9900 . ?
C22A H22D 0.9800 . ?
C22A H22E 0.9800 . ?
C22A H22F 0.9800 . ?
O12A H1A 0.8400 . ?
C1B C6B 1.389(3) . ?
C1B C2B 1.407(3) . ?
C1B C11B 1.462(3) . ?
C2B O21B 1.366(3) . ?
C2B C3B 1.389(3) . ?
C3B C4B 1.379(3) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.387(4) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.378(4) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C11B C12B 1.334(3) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.464(4) . ?
C12B H12B 0.9500 . ?
C13B O12B 1.262(3) . ?
C13B O11B 1.285(3) . ?
C21B O21B 1.436(3) . ?
C21B C22B 1.497(3) . ?
C21B H21E 0.9900 . ?
C21B H21F 0.9900 . ?
C22B H22G 0.9800 . ?
C22B H22H 0.9800 . ?
C22B H22I 0.9800 . ?
O11B H1B 0.8400 . ?
C1C C6C 1.401(3) . ?
C1C C2C 1.403(3) . ?
C1C C11C 1.458(3) . ?
C2C O21C 1.369(2) . ?
C2C C3C 1.388(3) . ?
C3C C4C 1.387(3) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.380(3) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.377(3) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
C11C C12C 1.339(3) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.458(3) . ?
C12C H12C 0.9500 . ?
C13C O12C 1.260(3) . ?
C13C O11C 1.290(2) . ?
C21C O21C 1.433(2) . ?
C21C C22C 1.499(3) . ?
C21C H21A 0.9900 . ?
C21C H21B 0.9900 . ?
C22C H22A 0.9800 . ?
C22C H22B 0.9800 . ?
C22C H22C 0.9800 . ?
O11C H1C 0.8400 . ?
C1D C2D 1.3866 . ?
C1D C6D 1.3961 . ?
C1D C11D 1.4979 . ?
C2D O21D 1.3716 . ?
C2D C3D 1.4116 . ?
C3D C4D 1.3885 . ?
C3D H3D 0.9500 . ?
C4D C5D 1.3674 . ?
C4D H4D 0.9500 . ?
C5D C6D 1.3890 . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?
C11D C12D 1.5394 . ?
C11D C12E 1.6166 . ?
C11D H11D 1.0000 . ?
C12D C13D 1.5337 . ?
C12D C11E 1.6084 . ?
C12D H12D 1.0000 . ?
C13D O12D 1.2148 . ?
C13D O11D 1.3234 . ?
C21D O21D 1.4229 . ?
C21D C22D 1.5150 . ?
C21D H21G 0.9900 . ?
C21D H21H 0.9900 . ?
C22D H22J 0.9800 . ?
C22D H22K 0.9800 . ?
C22D H22L 0.9800 . ?
O11D H11E 0.8400 . ?
C1E C2E 1.3829 . ?
C1E C6E 1.3919 . ?
C1E C11E 1.5118 . ?
C2E O21E 1.3878 . ?
C2E C3E 1.3985 . ?
C3E C4E 1.3933 . ?
C3E H3E 0.9500 . ?
C4E C5E 1.3664 . ?
C4E H4E 0.9500 . ?
C5E C6E 1.3866 . ?
C5E H5E 0.9500 . ?
C6E H6E 0.9500 . ?
C11E C12E 1.5393 . ?
C11E H11F 1.0000 . ?
C12E C13E 1.5245 . ?
C12E H12E 1.0000 . ?
C13E O12E 1.2245 . ?
C13E O11E 1.3047 . ?
C21E O21E 1.4390 . ?
C21E C22E 1.5213 . ?
C21E H21I 0.9900 . ?
C21E H21J 0.9900 . ?
C22E H22M 0.9800 . ?
C22E H22N 0.9800 . ?
C22E H22O 0.9800 . ?
O11E H11G 0.8400 . ?

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
C6A C1A C2A 118.0(3) . . ?
C6A C1A C11A 122.2(2) . . ?
C2A C1A C11A 119.7(2) . . ?
O21A C2A C3A 123.7(2) . . ?
O21A C2A C1A 115.9(2) . . ?
C3A C2A C1A 120.4(3) . . ?
C4A C3A C2A 119.8(3) . . ?
C4A C3A H3A 120.1 . . ?
C2A C3A H3A 120.1 . . ?
C3A C4A C5A 120.5(3) . . ?
C3A C4A H4A 119.8 . . ?
C5A C4A H4A 119.8 . . ?
C6A C5A C4A 119.8(3) . . ?
C6A C5A H5A 120.1 . . ?
C4A C5A H5A 120.1 . . ?
C5A C6A C1A 121.5(3) . . ?
C5A C6A H6A 119.2 . . ?
C1A C6A H6A 119.2 . . ?
C12A C11A C1A 127.2(3) . . ?
C12A C11A H11A 116.4 . . ?
C1A C11A H11A 116.4 . . ?
C11A C12A C13A 122.7(3) . . ?
C11A C12A H12A 118.6 . . ?
C13A C12A H12A 118.6 . . ?
O11A C13A O12A 123.2(3) . . ?
O11A C13A C12A 118.7(3) . . ?
O12A C13A C12A 118.1(2) . . ?
O21A C21A C22A 107.1(2) . . ?
O21A C21A H21C 110.3 . . ?
C22A C21A H21C 110.3 . . ?
O21A C21A H21D 110.3 . . ?
C22A C21A H21D 110.3 . . ?
H21C C21A H21D 108.6 . . ?
C21A C22A H22D 109.5 . . ?
C21A C22A H22E 109.5 . . ?
H22D C22A H22E 109.5 . . ?
C21A C22A H22F 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C13A O12A H1A 109.5 . . ?
C2A O21A C21A 118.73(19) . . ?
C6B C1B C2B 118.1(2) . . ?
C6B C1B C11B 122.0(2) . . ?
C2B C1B C11B 119.9(2) . . ?
O21B C2B C3B 123.3(2) . . ?
O21B C2B C1B 116.3(2) . . ?
C3B C2B C1B 120.4(2) . . ?
C4B C3B C2B 119.7(2) . . ?
C4B C3B H3B 120.1 . . ?
C2B C3B H3B 120.1 . . ?
C3B C4B C5B 120.9(2) . . ?
C3B C4B H4B 119.5 . . ?
C5B C4B H4B 119.5 . . ?
C6B C5B C4B 119.0(2) . . ?
C6B C5B H5B 120.5 . . ?
C4B C5B H5B 120.5 . . ?
C5B C6B C1B 121.9(2) . . ?
C5B C6B H6B 119.1 . . ?
C1B C6B H6B 119.1 . . ?
C12B C11B C1B 126.5(2) . . ?
C12B C11B H11B 116.7 . . ?
C1B C11B H11B 116.7 . . ?
C11B C12B C13B 122.5(2) . . ?
C11B C12B H12B 118.8 . . ?
C13B C12B H12B 118.8 . . ?
O12B C13B O11B 123.4(2) . . ?
O12B C13B C12B 120.6(2) . . ?
O11B C13B C12B 116.0(2) . . ?
O21B C21B C22B 107.09(18) . . ?
O21B C21B H21E 110.3 . . ?
C22B C21B H21E 110.3 . . ?
O21B C21B H21F 110.3 . . ?
C22B C21B H21F 110.3 . . ?
H21E C21B H21F 108.6 . . ?
C21B C22B H22G 109.5 . . ?
C21B C22B H22H 109.5 . . ?
H22G C22B H22H 109.5 . . ?
C21B C22B H22I 109.5 . . ?
H22G C22B H22I 109.5 . . ?
H22H C22B H22I 109.5 . . ?
C13B O11B H1B 109.5 . . ?
C2B O21B C21B 118.34(17) . . ?
C6C C1C C2C 117.9(2) . . ?
C6C C1C C11C 122.4(2) . . ?
C2C C1C C11C 119.68(19) . . ?
O21C C2C C3C 123.3(2) . . ?
O21C C2C C1C 115.99(18) . . ?
C3C C2C C1C 120.8(2) . . ?
C4C C3C C2C 119.6(2) . . ?
C4C C3C H3C 120.2 . . ?
C2C C3C H3C 120.2 . . ?
C5C C4C C3C 120.7(2) . . ?
C5C C4C H4C 119.6 . . ?
C3C C4C H4C 119.6 . . ?
C6C C5C C4C 119.6(2) . . ?
C6C C5C H5C 120.2 . . ?
C4C C5C H5C 120.2 . . ?
C5C C6C C1C 121.4(2) . . ?
C5C C6C H6C 119.3 . . ?
C1C C6C H6C 119.3 . . ?
C12C C11C C1C 126.7(2) . . ?
C12C C11C H11C 116.6 . . ?
C1C C11C H11C 116.6 . . ?
C11C C12C C13C 121.9(2) . . ?
C11C C12C H12C 119.0 . . ?
C13C C12C H12C 119.0 . . ?
O12C C13C O11C 123.0(2) . . ?
O12C C13C C12C 121.7(2) . . ?
O11C C13C C12C 115.3(2) . . ?
O21C C21C C22C 106.67(16) . . ?
O21C C21C H21A 110.4 . . ?
C22C C21C H21A 110.4 . . ?
O21C C21C H21B 110.4 . . ?
C22C C21C H21B 110.4 . . ?
H21A C21C H21B 108.6 . . ?
C21C C22C H22A 109.5 . . ?
C21C C22C H22B 109.5 . . ?
H22A C22C H22B 109.5 . . ?
C21C C22C H22C 109.5 . . ?
H22A C22C H22C 109.5 . . ?
H22B C22C H22C 109.5 . . ?
C13C O11C H1C 109.5 . . ?
C2C O21C C21C 118.44(15) . . ?
C2D C1D C6D 117.6 . . ?
C2D C1D C11D 116.5 . . ?
C6D C1D C11D 125.3 . . ?
O21D C2D C1D 115.0 . . ?
O21D C2D C3D 124.0 . . ?
C1D C2D C3D 121.0 . . ?
C4D C3D C2D 118.8 . . ?
C4D C3D H3D 120.6 . . ?
C2D C3D H3D 120.6 . . ?
C5D C4D C3D 121.6 . . ?
C5D C4D H4D 119.2 . . ?
C3D C4D H4D 119.2 . . ?
C4D C5D C6D 118.6 . . ?
C4D C5D H5D 120.7 . . ?
C6D C5D H5D 120.7 . . ?
C5D C6D C1D 122.5 . . ?
C5D C6D H6D 118.7 . . ?
C1D C6D H6D 118.7 . . ?
C1D C11D C12D 119.2 . . ?
C1D C11D C12E 116.5 . . ?
C12D C11D C12E 89.6 . . ?
C1D C11D H11D 110.0 . . ?
C12D C11D H11D 110.0 . . ?
C12E C11D H11D 110.0 . . ?
C13D C12D C11D 114.6 . . ?
C13D C12D C11E 112.4 . . ?
C11D C12D C11E 90.4 . . ?
C13D C12D H12D 112.6 . . ?
C11D C12D H12D 112.6 . . ?
C11E C12D H12D 112.6 . . ?
O12D C13D O11D 122.4 . . ?
O12D C13D C12D 124.0 . . ?
O11D C13D C12D 113.0 . . ?
O21D C21D C22D 107.7 . . ?
O21D C21D H21G 110.2 . . ?
C22D C21D H21G 110.2 . . ?
O21D C21D H21H 110.2 . . ?
C22D C21D H21H 110.2 . . ?
H21G C21D H21H 108.5 . . ?
C21D C22D H22J 109.5 . . ?
C21D C22D H22K 109.5 . . ?
H22J C22D H22K 109.5 . . ?
C21D C22D H22L 109.5 . . ?
H22J C22D H22L 109.5 . . ?
H22K C22D H22L 109.5 . . ?
C13D O11D H11E 109.5 . . ?
C2D O21D C21D 118.0 . . ?
C2E C1E C6E 118.5 . . ?
C2E C1E C11E 115.6 . . ?
C6E C1E C11E 124.9 . . ?
C1E C2E O21E 115.2 . . ?
C1E C2E C3E 120.7 . . ?
O21E C2E C3E 124.1 . . ?
C4E C3E C2E 119.0 . . ?
C4E C3E H3E 120.5 . . ?
C2E C3E H3E 120.5 . . ?
C5E C4E C3E 121.3 . . ?
C5E C4E H4E 119.4 . . ?
C3E C4E H4E 119.4 . . ?
C4E C5E C6E 119.0 . . ?
C4E C5E H5E 120.5 . . ?
C6E C5E H5E 120.5 . . ?
C5E C6E C1E 121.6 . . ?
C5E C6E H6E 119.2 . . ?
C1E C6E H6E 119.2 . . ?
C1E C11E C12E 119.6 . . ?
C1E C11E C12D 116.7 . . ?
C12E C11E C12D 89.9 . . ?
C1E C11E H11F 109.7 . . ?
C12E C11E H11F 109.7 . . ?
C12D C11E H11F 109.7 . . ?
C13E C12E C11E 115.4 . . ?
C13E C12E C11D 112.1 . . ?
C11E C12E C11D 90.1 . . ?
C13E C12E H12E 112.5 . . ?
C11E C12E H12E 112.5 . . ?
C11D C12E H12E 112.5 . . ?
O12E C13E O11E 123.8 . . ?
O12E C13E C12E 123.0 . . ?
O11E C13E C12E 112.5 . . ?
O21E C21E C22E 107.3 . . ?
O21E C21E H21I 110.3 . . ?
C22E C21E H21I 110.3 . . ?
O21E C21E H21J 110.3 . . ?
C22E C21E H21J 110.3 . . ?
H21I C21E H21J 108.5 . . ?
C21E C22E H22M 109.5 . . ?
C21E C22E H22N 109.5 . . ?
H22M C22E H22N 109.5 . . ?
C21E C22E H22O 109.5 . . ?
H22M C22E H22O 109.5 . . ?
H22N C22E H22O 109.5 . . ?
C13E O11E H11G 109.5 . . ?
C2E O21E C21E 117.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A C1A C2A O21A -179.7(2) . . . . ?
C11A C1A C2A O21A -1.0(3) . . . . ?
C6A C1A C2A C3A 1.7(4) . . . . ?
C11A C1A C2A C3A -179.5(2) . . . . ?
O21A C2A C3A C4A -179.7(2) . . . . ?
C1A C2A C3A C4A -1.3(4) . . . . ?
C2A C3A C4A C5A 0.6(4) . . . . ?
C3A C4A C5A C6A -0.4(4) . . . . ?
C4A C5A C6A C1A 0.8(4) . . . . ?
C2A C1A C6A C5A -1.5(4) . . . . ?
C11A C1A C6A C5A 179.8(2) . . . . ?
C6A C1A C11A C12A 1.0(4) . . . . ?
C2A C1A C11A C12A -177.8(2) . . . . ?
C1A C11A C12A C13A 179.3(2) . . . . ?
C11A C12A C13A O11A 179.4(2) . . . . ?
C11A C12A C13A O12A -1.2(4) . . . . ?
C3A C2A O21A C21A 0.1(4) . . . . ?
C1A C2A O21A C21A -178.4(2) . . . . ?
C22A C21A O21A C2A 175.7(2) . . . . ?
C6B C1B C2B O21B 179.6(2) . . . . ?
C11B C1B C2B O21B 0.8(3) . . . . ?
C6B C1B C2B C3B -0.4(3) . . . . ?
C11B C1B C2B C3B -179.2(2) . . . . ?
O21B C2B C3B C4B 179.9(2) . . . . ?
C1B C2B C3B C4B -0.1(4) . . . . ?
C2B C3B C4B C5B 0.4(4) . . . . ?
C3B C4B C5B C6B -0.3(4) . . . . ?
C4B C5B C6B C1B -0.2(4) . . . . ?
C2B C1B C6B C5B 0.6(4) . . . . ?
C11B C1B C6B C5B 179.3(2) . . . . ?
C6B C1B C11B C12B 8.5(4) . . . . ?
C2B C1B C11B C12B -172.8(2) . . . . ?
C1B C11B C12B C13B -179.6(2) . . . . ?
C11B C12B C13B O12B 6.0(4) . . . . ?
C11B C12B C13B O11B -174.2(2) . . . . ?
C3B C2B O21B C21B -1.8(3) . . . . ?
C1B C2B O21B C21B 178.21(19) . . . . ?
C22B C21B O21B C2B -176.56(19) . . . . ?
C6C C1C C2C O21C -179.96(19) . . . . ?
C11C C1C C2C O21C -1.2(3) . . . . ?
C6C C1C C2C C3C -0.4(3) . . . . ?
C11C C1C C2C C3C 178.4(2) . . . . ?
O21C C2C C3C C4C 179.3(2) . . . . ?
C1C C2C C3C C4C -0.3(3) . . . . ?
C2C C3C C4C C5C 0.7(4) . . . . ?
C3C C4C C5C C6C -0.5(4) . . . . ?
C4C C5C C6C C1C -0.2(4) . . . . ?
C2C C1C C6C C5C 0.6(3) . . . . ?
C11C C1C C6C C5C -178.1(2) . . . . ?
C6C C1C C11C C12C 1.7(3) . . . . ?
C2C C1C C11C C12C -176.9(2) . . . . ?
C1C C11C C12C C13C 178.9(2) . . . . ?
C11C C12C C13C O12C 4.9(3) . . . . ?
C11C C12C C13C O11C -175.92(19) . . . . ?
C3C C2C O21C C21C -3.0(3) . . . . ?
C1C C2C O21C C21C 176.63(17) . . . . ?
C22C C21C O21C C2C -174.50(18) . . . . ?
C6D C1D C2D O21D 179.8 . . . . ?
C11D C1D C2D O21D 8.7 . . . . ?
C6D C1D C2D C3D -1.6 . . . . ?
C11D C1D C2D C3D -172.7 . . . . ?
O21D C2D C3D C4D -179.8 . . . . ?
C1D C2D C3D C4D 1.7 . . . . ?
C2D C3D C4D C5D -1.5 . . . . ?
C3D C4D C5D C6D 1.1 . . . . ?
C4D C5D C6D C1D -1.0 . . . . ?
C2D C1D C6D C5D 1.3 . . . . ?
C11D C1D C6D C5D 171.5 . . . . ?
C2D C1D C11D C12D -176.6 . . . . ?
C6D C1D C11D C12D 13.1 . . . . ?
C2D C1D C11D C12E 77.7 . . . . ?
C6D C1D C11D C12E -92.6 . . . . ?
C1D C11D C12D C13D 125.2 . . . . ?
C12E C11D C12D C13D -114.3 . . . . ?
C1D C11D C12D C11E -119.8 . . . . ?
C12E C11D C12D C11E 0.7 . . . . ?
C11D C12D C13D O12D 31.8 . . . . ?
C11E C12D C13D O12D -69.5 . . . . ?
C11D C12D C13D O11D -157.0 . . . . ?
C11E C12D C13D O11D 101.6 . . . . ?
C1D C2D O21D C21D -169.1 . . . . ?
C3D C2D O21D C21D 12.3 . . . . ?
C22D C21D O21D C2D 174.3 . . . . ?
C6E C1E C2E O21E 179.2 . . . . ?
C11E C1E C2E O21E -11.3 . . . . ?
C6E C1E C2E C3E 0.3 . . . . ?
C11E C1E C2E C3E 169.8 . . . . ?
C1E C2E C3E C4E 0.1 . . . . ?
O21E C2E C3E C4E -178.7 . . . . ?
C2E C3E C4E C5E 0.0 . . . . ?
C3E C4E C5E C6E -0.5 . . . . ?
C4E C5E C6E C1E 0.9 . . . . ?
C2E C1E C6E C5E -0.8 . . . . ?
C11E C1E C6E C5E -169.2 . . . . ?
C2E C1E C11E C12E -176.1 . . . . ?
C6E C1E C11E C12E -7.4 . . . . ?
C2E C1E C11E C12D -69.7 . . . . ?
C6E C1E C11E C12D 99.1 . . . . ?
C13D C12D C11E C1E -7.3 . . . . ?
C11D C12D C11E C1E -124.2 . . . . ?
C13D C12D C11E C12E 116.2 . . . . ?
C11D C12D C11E C12E -0.7 . . . . ?
C1E C11E C12E C13E -123.6 . . . . ?
C12D C11E C12E C13E 115.4 . . . . ?
C1E C11E C12E C11D 121.7 . . . . ?
C12D C11E C12E C11D 0.7 . . . . ?
C1D C11D C12E C13E 4.5 . . . . ?
C12D C11D C12E C13E -118.3 . . . . ?
C1D C11D C12E C11E 122.1 . . . . ?
C12D C11D C12E C11E -0.7 . . . . ?
C11E C12E C13E O12E -23.8 . . . . ?
C11D C12E C13E O12E 77.5 . . . . ?
C11E C12E C13E O11E 165.0 . . . . ?
C11D C12E C13E O11E -93.7 . . . . ?
C1E C2E O21E C21E 165.9 . . . . ?
C3E C2E O21E C21E -15.2 . . . . ?
C22E C21E O21E C2E -171.1 . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O12A H1A O11A 0.84 1.73 2.566(3) 170 2_655
O11B H1B O12C 0.84 1.76 2.591(2) 168 2_766
O11C H1C O12B 0.84 1.80 2.622(3) 166 2_766
O12A H1A O11A 0.84 1.73 2.566(3) 170 2_655
C21B H21F O11A 0.99 2.63 3.320(3) 127 .
O11B H1B O12C 0.84 1.76 2.591(2) 168 2_766
O11C H1C O12B 0.84 1.80 2.622(3) 166 2_766
O11C H1C O12E 0.84 2.01 2.84(3) 167 2_766
O11D H11E O12D 0.84 2.42 3.188(17) 152 2_655
O11E H11G O12C 0.84 2.21 2.945(9) 146 2_766

_refine_diff_density_max         0.139
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.041


_exptl_crystal_recrystallization_method 
'Crystallised from ethyl acetate followed by photoreaction at 343 K.'
####################################################################### 
# 
# 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_72h_343K
_database_code_depnum_ccdc_archive 'CCDC 1472996'
_audit_update_record             
;
2016-04-08 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'(E)-3-(2-Ethoxyphenyl)propenoic acid and trans-2,4-bis(2-ethoxyphenyl)-trans-1,3-cyclobutane-dicarboxylic acid'
_chemical_name_common            
;
ortho-ethoxy-trans-cinnamic acid and 2,2'-diethoxy alpha-truxillic acid 
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 O6, C11 H12 O3'
_chemical_formula_sum            'C33 H36 O9'
_chemical_formula_weight         576.62

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.3766(14)
_cell_length_b                   11.2383(18)
_cell_length_c                   17.082(3)
_cell_angle_alpha                106.072(4)
_cell_angle_beta                 92.601(3)
_cell_angle_gamma                104.599(3)
_cell_volume                     1483.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    871
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      23.11

_exptl_crystal_description       irregular
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.965
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8147
_diffrn_reflns_av_unetI/netI     0.0815
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.250
_diffrn_reflns_theta_max         25.495
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5480
_reflns_number_gt                2810
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0649P)²+0.2137P] 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_number_reflns         5480
_refine_ls_number_parameters     557
_refine_ls_number_restraints     50
_refine_ls_R_factor_all          0.1336
_refine_ls_R_factor_gt           0.0559
_refine_ls_wR_factor_ref         0.1551
_refine_ls_wR_factor_gt          0.1231
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_restrained_S_all      0.986
_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
C1C C 0.1837(3) 0.6229(2) 0.39412(16) 0.0357(6) Uani 1 1 d . . . . .
C2C C 0.1832(3) 0.6107(2) 0.31005(16) 0.0367(7) Uani 1 1 d . . . . .
C3C C 0.0333(3) 0.5815(3) 0.26024(17) 0.0454(7) Uani 1 1 d . . . . .
H3C H 0.0326 0.5705 0.2030 0.054 Uiso 1 1 calc R U . . .
C4C C -0.1138(3) 0.5687(3) 0.29442(19) 0.0503(8) Uani 1 1 d . . . . .
H4C H -0.2155 0.5484 0.2602 0.060 Uiso 1 1 calc R U . . .
C5C C -0.1161(3) 0.5847(3) 0.3771(2) 0.0523(8) Uani 1 1 d . . . . .
H5C H -0.2178 0.5777 0.4002 0.063 Uiso 1 1 calc R U . . .
C6C C 0.0321(3) 0.6114(3) 0.42582(18) 0.0458(7) Uani 1 1 d . . . . .
H6C H 0.0307 0.6221 0.4829 0.055 Uiso 1 1 calc R U . . .
C11C C 0.3387(3) 0.6433(2) 0.44479(15) 0.0360(6) Uani 1 1 d . . . . .
H11C H 0.4367 0.6499 0.4185 0.043 Uiso 1 1 calc R U . . .
C12C C 0.3558(3) 0.6534(3) 0.52409(16) 0.0437(7) Uani 1 1 d . . . . .
H12C H 0.2611 0.6517 0.5528 0.052 Uiso 1 1 calc R U . . .
C13C C 0.5151(4) 0.6670(3) 0.56877(16) 0.0418(7) Uani 1 1 d . . . . .
C21C C 0.3430(3) 0.6367(3) 0.20012(15) 0.0439(7) Uani 1 1 d . . . . .
H21A H 0.2795 0.6952 0.1895 0.053 Uiso 1 1 calc R U . . .
H21B H 0.2945 0.5501 0.1607 0.053 Uiso 1 1 calc R U . . .
C22C C 0.5228(4) 0.6863(3) 0.19035(18) 0.0580(9) Uani 1 1 d . . . . .
H22A H 0.5698 0.7717 0.2300 0.087 Uiso 1 1 calc R U . . .
H22B H 0.5319 0.6925 0.1345 0.087 Uiso 1 1 calc R U . . .
H22C H 0.5841 0.6270 0.2001 0.087 Uiso 1 1 calc R U . . .
O11C O 0.5056(2) 0.6660(2) 0.64479(12) 0.0696(7) Uani 1 1 d . . . . .
H1C H 0.6004 0.6741 0.6675 0.104 Uiso 1 1 calc R U . . .
O12C O 0.6465(2) 0.67620(19) 0.53773(11) 0.0489(5) Uani 1 1 d . . . . .
O21C O 0.3350(2) 0.63075(18) 0.28231(10) 0.0442(5) Uani 1 1 d . . . . .
C1D C 0.9907(6) 0.0129(6) 0.2482(3) 0.034(3) Uani 0.5569(19) 1 d G . P A 1
C2D C 0.9491(5) -0.0324(6) 0.3145(3) 0.046(2) Uani 0.5569(19) 1 d G . P A 1
C3D C 1.0600(6) -0.0789(4) 0.3524(2) 0.0676(18) Uani 0.5569(19) 1 d G . P A 1
H3D H 1.0316 -0.1099 0.3977 0.081 Uiso 0.5569(19) 1 calc R U P A 1
C4D C 1.2126(5) -0.0800(4) 0.3239(3) 0.0593(16) Uani 0.5569(19) 1 d G . P A 1
H4D H 1.2884 -0.1118 0.3498 0.071 Uiso 0.5569(19) 1 calc R U P A 1
C5D C 1.2543(5) -0.0347(5) 0.2575(3) 0.059(3) Uani 0.5569(19) 1 d G . P A 1
H5D H 1.3585 -0.0355 0.2381 0.071 Uiso 0.5569(19) 1 calc R U P A 1
C6D C 1.1433(6) 0.0118(4) 0.2197(2) 0.0520(15) Uani 0.5569(19) 1 d G . P A 1
H6D H 1.1718 0.0428 0.1743 0.062 Uiso 0.5569(19) 1 calc R U P A 1
C11D C 0.8752(6) 0.0737(5) 0.2125(3) 0.0390(13) Uani 0.5569(19) 1 d . . P A 1
H11D H 0.7576 0.0268 0.2143 0.047 Uiso 0.5569(19) 1 calc R U P A 1
C12D C 0.8912(10) 0.0953(9) 0.1271(5) 0.036(2) Uani 0.5569(19) 1 d D . P A 1
H12D H 0.9960 0.0801 0.1061 0.043 Uiso 0.5569(19) 1 calc R U P A 1
C13D C 0.7460(7) 0.0317(5) 0.0628(3) 0.0413(13) Uani 0.5569(19) 1 d D . P A 1
C21D C 0.7701(11) -0.0653(13) 0.4121(5) 0.113(4) Uani 0.5569(19) 1 d D U P A 1
H21C H 0.8558 -0.0109 0.4587 0.136 Uiso 0.5569(19) 1 calc R U P A 1
H21D H 0.7682 -0.1567 0.4026 0.136 Uiso 0.5569(19) 1 calc R U P A 1
C22D C 0.6026(13) -0.0456(11) 0.4277(7) 0.189(6) Uani 0.5569(19) 1 d D U P A 1
H22D H 0.6115 0.0468 0.4449 0.283 Uiso 0.5569(19) 1 calc R U P A 1
H22E H 0.5621 -0.0826 0.4711 0.283 Uiso 0.5569(19) 1 calc R U P A 1
H22F H 0.5245 -0.0881 0.3773 0.283 Uiso 0.5569(19) 1 calc R U P A 1
O11D O 0.7787(5) 0.0331(3) -0.01123(19) 0.0522(10) Uani 0.5569(19) 1 d D . P A
1
H1D H 0.6917 -0.0036 -0.0445 0.078 Uiso 0.5569(19) 1 calc R U P A 1
O12D O 0.6079(7) -0.0066(14) 0.0813(4) 0.048(2) Uani 0.5569(19) 1 d D . P A 1
O21D O 0.8007(5) -0.0265(4) 0.3387(2) 0.0725(13) Uani 0.5569(19) 1 d D . P A 1
C1E C 0.7787(4) 0.2947(4) 0.1330(2) 0.0276(16) Uani 0.5569(19) 1 d G . P A 1
C2E C 0.8085(3) 0.3354(4) 0.0639(2) 0.0304(14) Uani 0.5569(19) 1 d G . P A 1
C3E C 0.6887(4) 0.3752(3) 0.02693(17) 0.0383(12) Uani 0.5569(19) 1 d G . P A 1
H3E H 0.7091 0.4031 -0.0203 0.046 Uiso 0.5569(19) 1 calc R U P A 1
C4E C 0.5389(4) 0.3742(4) 0.0590(2) 0.0411(14) Uani 0.5569(19) 1 d G . P A 1
H4E H 0.4570 0.4014 0.0337 0.049 Uiso 0.5569(19) 1 calc R U P A 1
C5E C 0.5091(3) 0.3334(4) 0.1280(2) 0.0350(18) Uani 0.5569(19) 1 d G . P A 1
H5E H 0.4067 0.3327 0.1500 0.042 Uiso 0.5569(19) 1 calc R U P A 1
C6E C 0.6289(4) 0.2937(4) 0.16504(18) 0.0376(12) Uani 0.5569(19) 1 d G . P A 1
H6E H 0.6085 0.2658 0.2122 0.045 Uiso 0.5569(19) 1 calc R U P A 1
C11E C 0.9099(6) 0.2440(5) 0.1666(3) 0.0302(11) Uani 0.5569(19) 1 d . . P A 1
H11E H 1.0239 0.2963 0.1633 0.036 Uiso 0.5569(19) 1 calc R U P A 1
C12E C 0.8999(13) 0.2216(17) 0.2504(8) 0.031(3) Uani 0.5569(19) 1 d D . P A 1
H12E H 0.8028 0.2430 0.2772 0.037 Uiso 0.5569(19) 1 calc R U P A 1
C13E C 1.0624(13) 0.2821(15) 0.3055(7) 0.0330(19) Uani 0.5569(19) 1 d D . P A 1
C21E C 0.9667(9) 0.3134(7) -0.0503(4) 0.0468(18) Uani 0.5569(19) 1 d . . P A 1
H21E H 0.9639 0.3924 -0.0647 0.056 Uiso 0.5569(19) 1 calc R U P A 1
H21F H 0.8709 0.2422 -0.0826 0.056 Uiso 0.5569(19) 1 calc R U P A 1
C22E C 1.1253(9) 0.2809(8) -0.0689(4) 0.061(2) Uani 0.5569(19) 1 d . . P A 1
H22G H 1.2190 0.3516 -0.0361 0.092 Uiso 0.5569(19) 1 calc R U P A 1
H22H H 1.1355 0.2681 -0.1273 0.092 Uiso 0.5569(19) 1 calc R U P A 1
H22I H 1.1258 0.2018 -0.0553 0.092 Uiso 0.5569(19) 1 calc R U P A 1
O11E O 1.053(2) 0.287(3) 0.3825(7) 0.041(2) Uani 0.5569(19) 1 d D . P A 1
H1E H 1.1471 0.3223 0.4096 0.062 Uiso 0.5569(19) 1 calc R U P A 1
O12E O 1.1925(11) 0.3176(13) 0.2779(8) 0.0435(19) Uani 0.5569(19) 1 d D . P A 1
O21E O 0.9580(4) 0.3334(3) 0.03606(18) 0.0353(8) Uani 0.5569(19) 1 d . . P A 1
C1F C 0.7905(5) 0.0407(4) 0.3015(2) 0.0294(14) Uani 0.4431(19) 1 d G . P A 2
C2F C 0.9173(5) -0.0179(5) 0.3045(3) 0.033(3) Uani 0.4431(19) 1 d G . P A 2
C3F C 0.9234(6) -0.0866(5) 0.3604(4) 0.0465(18) Uani 0.4431(19) 1 d G . P A 2
H3F H 1.0100 -0.1267 0.3625 0.056 Uiso 0.4431(19) 1 calc R U P A 2
C4F C 0.8026(8) -0.0966(5) 0.4132(3) 0.069(4) Uani 0.4431(19) 1 d G . P A 2
H4F H 0.8067 -0.1435 0.4514 0.083 Uiso 0.4431(19) 1 calc R U P A 2
C5F C 0.6758(6) -0.0380(5) 0.4102(3) 0.0408(12) Uani 0.4431(19) 1 d G . P A 2
H5F H 0.5932 -0.0449 0.4463 0.049 Uiso 0.4431(19) 1 calc R U P A 2
C6F C 0.6697(5) 0.0307(4) 0.3543(2) 0.0408(12) Uani 0.4431(19) 1 d G . P A 2
H6F H 0.5831 0.0707 0.3522 0.049 Uiso 0.4431(19) 1 calc R U P A 2
C11F C 0.7777(7) 0.1129(6) 0.2387(3) 0.0297(14) Uani 0.4431(19) 1 d D . P A 2
H11F H 0.6778 0.1465 0.2451 0.036 Uiso 0.4431(19) 1 calc R U P A 2
C12F C 0.7793(7) 0.0424(6) 0.1461(3) 0.0282(14) Uani 0.4431(19) 1 d D . P A 2
H12F H 0.8085 -0.0399 0.1420 0.034 Uiso 0.4431(19) 1 calc R U P A 2
C13F C 0.6256(14) 0.013(3) 0.0877(7) 0.0413(13) Uani 0.4431(19) 1 d D . P A 2
C21F C 1.1798(12) -0.0454(11) 0.2607(7) 0.057(3) Uani 0.4431(19) 1 d . . P A 2
H21G H 1.1478 -0.1388 0.2547 0.068 Uiso 0.4431(19) 1 calc R U P A 2
H21H H 1.2426 0.0013 0.3158 0.068 Uiso 0.4431(19) 1 calc R U P A 2
C22F C 1.2841(8) -0.0180(7) 0.1954(5) 0.055(2) Uani 0.4431(19) 1 d . . P A 2
H22J H 1.2220 -0.0672 0.1412 0.082 Uiso 0.4431(19) 1 calc R U P A 2
H22K H 1.3867 -0.0431 0.2013 0.082 Uiso 0.4431(19) 1 calc R U P A 2
H22L H 1.3116 0.0743 0.2009 0.082 Uiso 0.4431(19) 1 calc R U P A 2
O11F O 0.6518(5) -0.0015(4) 0.0112(2) 0.0387(11) Uani 0.4431(19) 1 d D . P A 2
H1F H 0.5613 -0.0169 -0.0180 0.058 Uiso 0.4431(19) 1 calc R U P A 2
O12F O 0.4897(4) 0.0123(4) 0.1119(2) 0.0344(10) Uani 0.4431(19) 1 d D . P A 2
O21F O 1.0336(9) -0.0024(7) 0.2510(4) 0.0415(18) Uani 0.4431(19) 1 d . . P A 2
C1G C 0.9527(4) 0.2156(4) 0.0766(2) 0.0274(13) Uani 0.4431(19) 1 d G . P A 2
C2G C 0.8392(4) 0.2810(4) 0.0624(2) 0.0299(18) Uani 0.4431(19) 1 d G . P A 2
C3G C 0.8566(5) 0.3417(4) 0.0014(3) 0.0383(15) Uani 0.4431(19) 1 d G . P A 2
H3G H 0.7790 0.3864 -0.0083 0.046 Uiso 0.4431(19) 1 calc R U P A 2
C4G C 0.9874(7) 0.3370(6) -0.0456(3) 0.0383(15) Uani 0.4431(19) 1 d G . P A 2
H4G H 0.9992 0.3785 -0.0873 0.046 Uiso 0.4431(19) 1 calc R U P A 2
C5G C 1.1009(6) 0.2716(6) -0.0314(3) 0.045(2) Uani 0.4431(19) 1 d G . P A 2
H5G H 1.1903 0.2684 -0.0635 0.054 Uiso 0.4431(19) 1 calc R U P A 2
C6G C 1.0836(4) 0.2109(4) 0.0296(2) 0.0362(15) Uani 0.4431(19) 1 d G . P A 2
H6G H 1.1612 0.1662 0.0393 0.043 Uiso 0.4431(19) 1 calc R U P A 2
C11G C 0.9416(14) 0.1477(10) 0.1431(6) 0.030(3) Uani 0.4431(19) 1 d D . P A 2
H11G H 1.0371 0.1091 0.1422 0.036 Uiso 0.4431(19) 1 calc R U P A 2
C12G C 0.9358(16) 0.226(2) 0.2353(11) 0.036(4) Uani 0.4431(19) 1 d D . P A 2
H12G H 0.8980 0.3033 0.2354 0.044 Uiso 0.4431(19) 1 calc R U P A 2
C13G C 1.0945(17) 0.268(2) 0.2925(9) 0.0330(19) Uani 0.4431(19) 1 d D . P A 2
C21G C 0.5748(8) 0.3266(8) 0.0869(5) 0.0417(19) Uani 0.4431(19) 1 d . . P A 2
H21I H 0.5208 0.2737 0.0310 0.050 Uiso 0.4431(19) 1 calc R U P A 2
H21J H 0.6158 0.4174 0.0872 0.050 Uiso 0.4431(19) 1 calc R U P A 2
C22G C 0.4526(11) 0.3144(10) 0.1496(6) 0.050(3) Uani 0.4431(19) 1 d . . P A 2
H22M H 0.4295 0.2279 0.1561 0.075 Uiso 0.4431(19) 1 calc R U P A 2
H22N H 0.3488 0.3287 0.1306 0.075 Uiso 0.4431(19) 1 calc R U P A 2
H22O H 0.5008 0.3787 0.2025 0.075 Uiso 0.4431(19) 1 calc R U P A 2
O11G O 1.073(3) 0.274(3) 0.3690(9) 0.041(2) Uani 0.4431(19) 1 d D . P A 2
H1G H 1.1658 0.2980 0.3977 0.062 Uiso 0.4431(19) 1 calc R U P A 2
O12G O 1.2303(15) 0.2921(17) 0.2681(11) 0.0435(19) Uani 0.4431(19) 1 d D . P A
2
O21G O 0.7132(6) 0.2800(5) 0.1115(3) 0.0354(14) Uani 0.4431(19) 1 d . . P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1C C6C 1.393(3) . ?
C1C C2C 1.404(3) . ?
C1C C11C 1.458(3) . ?
C2C O21C 1.365(3) . ?
C2C C3C 1.396(3) . ?
C3C C4C 1.379(4) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.375(4) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.380(4) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
C11C C12C 1.326(3) . ?
C11C H11C 0.9500 . ?
C12C C13C 1.459(4) . ?
C12C H12C 0.9500 . ?
C13C O12C 1.237(3) . ?
C13C O11C 1.307(3) . ?
C21C O21C 1.428(3) . ?
C21C C22C 1.503(4) . ?
C21C H21A 0.9900 . ?
C21C H21B 0.9900 . ?
C22C H22A 0.9800 . ?
C22C H22B 0.9800 . ?
C22C H22C 0.9800 . ?
O11C H1C 0.8400 . ?
C1D C2D 1.3900 . ?
C1D C6D 1.3900 . ?
C1D C11D 1.511(6) . ?
C2D O21D 1.339(5) . ?
C2D C3D 1.3900 . ?
C3D C4D 1.3900 . ?
C3D H3D 0.9500 . ?
C4D C5D 1.3900 . ?
C4D H4D 0.9500 . ?
C5D C6D 1.3900 . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?
C11D C12D 1.549(10) . ?
C11D C12E 1.563(18) . ?
C11D H11D 1.0000 . ?
C12D C13D 1.484(7) . ?
C12D C11E 1.583(10) . ?
C12D H12D 1.0000 . ?
C13D O12D 1.217(7) . ?
C13D O11D 1.310(5) . ?
C21D O21D 1.4505(11) . ?
C21D C22D 1.4992(11) . ?
C21D H21C 0.9900 . ?
C21D H21D 0.9900 . ?
C22D H22D 0.9800 . ?
C22D H22E 0.9800 . ?
C22D H22F 0.9800 . ?
O11D H1D 0.8400 . ?
C1E C2E 1.3900 . ?
C1E C6E 1.3900 . ?
C1E C11E 1.517(5) . ?
C2E O21E 1.362(4) . ?
C2E C3E 1.3900 . ?
C3E C4E 1.3900 . ?
C3E H3E 0.9500 . ?
C4E C5E 1.3900 . ?
C4E H4E 0.9500 . ?
C5E C6E 1.3900 . ?
C5E H5E 0.9500 . ?
C6E H6E 0.9500 . ?
C11E C12E 1.524(14) . ?
C11E H11E 1.0000 . ?
C12E C13E 1.504(7) . ?
C12E H12E 1.0000 . ?
C13E O12E 1.225(7) . ?
C13E O11E 1.309(7) . ?
C21E O21E 1.438(6) . ?
C21E C22E 1.489(8) . ?
C21E H21E 0.9900 . ?
C21E H21F 0.9900 . ?
C22E H22G 0.9800 . ?
C22E H22H 0.9800 . ?
C22E H22I 0.9800 . ?
O11E H1E 0.8400 . ?
C1F C2F 1.3900 . ?
C1F C6F 1.3900 . ?
C1F C11F 1.528(6) . ?
C2F O21F 1.378(7) . ?
C2F C3F 1.3900 . ?
C3F C4F 1.3900 . ?
C3F H3F 0.9500 . ?
C4F C5F 1.3900 . ?
C4F H4F 0.9500 . ?
C5F C6F 1.3900 . ?
C5F H5F 0.9500 . ?
C6F H6F 0.9500 . ?
C11F C12F 1.563(8) . ?
C11F C12G 1.602(18) . ?
C11F H11F 1.0000 . ?
C12F C13F 1.501(10) . ?
C12F C11G 1.575(10) . ?
C12F H12F 1.0000 . ?
C13F O12F 1.226(10) . ?
C13F O11F 1.306(10) . ?
C21F O21F 1.444(11) . ?
C21F C22F 1.500(10) . ?
C21F H21G 0.9900 . ?
C21F H21H 0.9900 . ?
C22F H22J 0.9800 . ?
C22F H22K 0.9800 . ?
C22F H22L 0.9800 . ?
O11F H1F 0.8400 . ?
C1G C2G 1.3900 . ?
C1G C6G 1.3900 . ?
C1G C11G 1.530(12) . ?
C2G O21G 1.377(6) . ?
C2G C3G 1.3900 . ?
C3G C4G 1.3900 . ?
C3G H3G 0.9500 . ?
C4G C5G 1.3900 . ?
C4G H4G 0.9500 . ?
C5G C6G 1.3900 . ?
C5G H5G 0.9500 . ?
C6G H6G 0.9500 . ?
C11G C12G 1.59(2) . ?
C11G H11G 1.0000 . ?
C12G C13G 1.501(9) . ?
C12G H12G 1.0000 . ?
C13G O12G 1.221(8) . ?
C13G O11G 1.314(8) . ?
C21G O21G 1.476(9) . ?
C21G C22G 1.525(9) . ?
C21G H21I 0.9900 . ?
C21G H21J 0.9900 . ?
C22G H22M 0.9800 . ?
C22G H22N 0.9800 . ?
C22G H22O 0.9800 . ?
O11G H1G 0.8400 . ?

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
C6C C1C C2C 117.8(2) . . ?
C6C C1C C11C 122.1(2) . . ?
C2C C1C C11C 120.1(2) . . ?
O21C C2C C3C 123.8(2) . . ?
O21C C2C C1C 116.1(2) . . ?
C3C C2C C1C 120.1(2) . . ?
C4C C3C C2C 119.7(3) . . ?
C4C C3C H3C 120.1 . . ?
C2C C3C H3C 120.1 . . ?
C5C C4C C3C 121.3(3) . . ?
C5C C4C H4C 119.4 . . ?
C3C C4C H4C 119.4 . . ?
C4C C5C C6C 118.8(3) . . ?
C4C C5C H5C 120.6 . . ?
C6C C5C H5C 120.6 . . ?
C5C C6C C1C 122.2(3) . . ?
C5C C6C H6C 118.9 . . ?
C1C C6C H6C 118.9 . . ?
C12C C11C C1C 126.2(2) . . ?
C12C C11C H11C 116.9 . . ?
C1C C11C H11C 116.9 . . ?
C11C C12C C13C 122.2(3) . . ?
C11C C12C H12C 118.9 . . ?
C13C C12C H12C 118.9 . . ?
O12C C13C O11C 122.9(2) . . ?
O12C C13C C12C 123.6(2) . . ?
O11C C13C C12C 113.5(2) . . ?
O21C C21C C22C 107.7(2) . . ?
O21C C21C H21A 110.2 . . ?
C22C C21C H21A 110.2 . . ?
O21C C21C H21B 110.2 . . ?
C22C C21C H21B 110.2 . . ?
H21A C21C H21B 108.5 . . ?
C21C C22C H22A 109.5 . . ?
C21C C22C H22B 109.5 . . ?
H22A C22C H22B 109.5 . . ?
C21C C22C H22C 109.5 . . ?
H22A C22C H22C 109.5 . . ?
H22B C22C H22C 109.5 . . ?
C13C O11C H1C 109.5 . . ?
C2C O21C C21C 118.13(19) . . ?
C2D C1D C6D 120.0 . . ?
C2D C1D C11D 119.2(4) . . ?
C6D C1D C11D 120.6(4) . . ?
O21D C2D C1D 116.2(4) . . ?
O21D C2D C3D 123.8(4) . . ?
C1D C2D C3D 120.0 . . ?
C4D C3D C2D 120.0 . . ?
C4D C3D H3D 120.0 . . ?
C2D C3D H3D 120.0 . . ?
C5D C4D C3D 120.0 . . ?
C5D C4D H4D 120.0 . . ?
C3D C4D H4D 120.0 . . ?
C4D C5D C6D 120.0 . . ?
C4D C5D H5D 120.0 . . ?
C6D C5D H5D 120.0 . . ?
C5D C6D C1D 120.0 . . ?
C5D C6D H6D 120.0 . . ?
C1D C6D H6D 120.0 . . ?
C1D C11D C12D 121.3(6) . . ?
C1D C11D C12E 117.8(5) . . ?
C12D C11D C12E 88.7(7) . . ?
C1D C11D H11D 109.1 . . ?
C12D C11D H11D 109.1 . . ?
C12E C11D H11D 109.1 . . ?
C13D C12D C11D 117.9(6) . . ?
C13D C12D C11E 112.5(7) . . ?
C11D C12D C11E 90.3(6) . . ?
C13D C12D H12D 111.5 . . ?
C11D C12D H12D 111.5 . . ?
C11E C12D H12D 111.5 . . ?
O12D C13D O11D 124.9(6) . . ?
O12D C13D C12D 120.5(6) . . ?
O11D C13D C12D 114.2(5) . . ?
O21D C21D C22D 103.2(6) . . ?
O21D C21D H21C 111.1 . . ?
C22D C21D H21C 111.1 . . ?
O21D C21D H21D 111.1 . . ?
C22D C21D H21D 111.1 . . ?
H21C C21D H21D 109.1 . . ?
C21D C22D H22D 109.5 . . ?
C21D C22D H22E 109.5 . . ?
H22D C22D H22E 109.5 . . ?
C21D C22D H22F 109.5 . . ?
H22D C22D H22F 109.5 . . ?
H22E C22D H22F 109.5 . . ?
C13D O11D H1D 109.5 . . ?
C2D O21D C21D 113.5(5) . . ?
C2E C1E C6E 120.0 . . ?
C2E C1E C11E 117.1(3) . . ?
C6E C1E C11E 122.8(3) . . ?
O21E C2E C1E 116.5(2) . . ?
O21E C2E C3E 123.5(2) . . ?
C1E C2E C3E 120.0 . . ?
C4E C3E C2E 120.0 . . ?
C4E C3E H3E 120.0 . . ?
C2E C3E H3E 120.0 . . ?
C3E C4E C5E 120.0 . . ?
C3E C4E H4E 120.0 . . ?
C5E C4E H4E 120.0 . . ?
C4E C5E C6E 120.0 . . ?
C4E C5E H5E 120.0 . . ?
C6E C5E H5E 120.0 . . ?
C5E C6E C1E 120.0 . . ?
C5E C6E H6E 120.0 . . ?
C1E C6E H6E 120.0 . . ?
C1E C11E C12E 119.2(6) . . ?
C1E C11E C12D 115.4(4) . . ?
C12E C11E C12D 88.9(8) . . ?
C1E C11E H11E 110.6 . . ?
C12E C11E H11E 110.6 . . ?
C12D C11E H11E 110.6 . . ?
C13E C12E C11E 112.4(9) . . ?
C13E C12E C11D 110.2(9) . . ?
C11E C12E C11D 92.0(9) . . ?
C13E C12E H12E 113.5 . . ?
C11E C12E H12E 113.5 . . ?
C11D C12E H12E 113.5 . . ?
O12E C13E O11E 124.2(8) . . ?
O12E C13E C12E 121.3(8) . . ?
O11E C13E C12E 114.5(7) . . ?
O21E C21E C22E 107.6(5) . . ?
O21E C21E H21E 110.2 . . ?
C22E C21E H21E 110.2 . . ?
O21E C21E H21F 110.2 . . ?
C22E C21E H21F 110.2 . . ?
H21E C21E H21F 108.5 . . ?
C21E C22E H22G 109.5 . . ?
C21E C22E H22H 109.5 . . ?
H22G C22E H22H 109.5 . . ?
C21E C22E H22I 109.5 . . ?
H22G C22E H22I 109.5 . . ?
H22H C22E H22I 109.5 . . ?
C13E O11E H1E 109.5 . . ?
C2E O21E C21E 117.9(4) . . ?
C2F C1F C6F 120.0 . . ?
C2F C1F C11F 121.0(4) . . ?
C6F C1F C11F 118.9(4) . . ?
O21F C2F C3F 123.4(5) . . ?
O21F C2F C1F 116.6(5) . . ?
C3F C2F C1F 120.0 . . ?
C2F C3F C4F 120.0 . . ?
C2F C3F H3F 120.0 . . ?
C4F C3F H3F 120.0 . . ?
C5F C4F C3F 120.0 . . ?
C5F C4F H4F 120.0 . . ?
C3F C4F H4F 120.0 . . ?
C4F C5F C6F 120.0 . . ?
C4F C5F H5F 120.0 . . ?
C6F C5F H5F 120.0 . . ?
C5F C6F C1F 120.0 . . ?
C5F C6F H6F 120.0 . . ?
C1F C6F H6F 120.0 . . ?
C1F C11F C12F 118.5(5) . . ?
C1F C11F C12G 118.4(8) . . ?
C12F C11F C12G 89.9(8) . . ?
C1F C11F H11F 109.5 . . ?
C12F C11F H11F 109.5 . . ?
C12G C11F H11F 109.5 . . ?
C13F C12F C11F 118.3(7) . . ?
C13F C12F C11G 120.8(11) . . ?
C11F C12F C11G 90.8(5) . . ?
C13F C12F H12F 108.5 . . ?
C11F C12F H12F 108.5 . . ?
C11G C12F H12F 108.5 . . ?
O12F C13F O11F 123.8(9) . . ?
O12F C13F C12F 121.7(8) . . ?
O11F C13F C12F 114.4(7) . . ?
O21F C21F C22F 107.1(7) . . ?
O21F C21F H21G 110.3 . . ?
C22F C21F H21G 110.3 . . ?
O21F C21F H21H 110.3 . . ?
C22F C21F H21H 110.3 . . ?
H21G C21F H21H 108.5 . . ?
C21F C22F H22J 109.5 . . ?
C21F C22F H22K 109.5 . . ?
H22J C22F H22K 109.5 . . ?
C21F C22F H22L 109.5 . . ?
H22J C22F H22L 109.5 . . ?
H22K C22F H22L 109.5 . . ?
C13F O11F H1F 109.5 . . ?
C2F O21F C21F 118.0(6) . . ?
C2G C1G C6G 120.0 . . ?
C2G C1G C11G 122.7(5) . . ?
C6G C1G C11G 117.3(5) . . ?
O21G C2G C3G 124.0(3) . . ?
O21G C2G C1G 116.0(3) . . ?
C3G C2G C1G 120.0 . . ?
C4G C3G C2G 120.0 . . ?
C4G C3G H3G 120.0 . . ?
C2G C3G H3G 120.0 . . ?
C3G C4G C5G 120.0 . . ?
C3G C4G H4G 120.0 . . ?
C5G C4G H4G 120.0 . . ?
C6G C5G C4G 120.0 . . ?
C6G C5G H5G 120.0 . . ?
C4G C5G H5G 120.0 . . ?
C5G C6G C1G 120.0 . . ?
C5G C6G H6G 120.0 . . ?
C1G C6G H6G 120.0 . . ?
C1G C11G C12F 121.3(8) . . ?
C1G C11G C12G 119.7(11) . . ?
C12F C11G C12G 90.1(9) . . ?
C1G C11G H11G 108.0 . . ?
C12F C11G H11G 108.0 . . ?
C12G C11G H11G 108.0 . . ?
C13G C12G C11G 116.6(11) . . ?
C13G C12G C11F 123.7(14) . . ?
C11G C12G C11F 89.0(11) . . ?
C13G C12G H12G 108.6 . . ?
C11G C12G H12G 108.6 . . ?
C11F C12G H12G 108.6 . . ?
O12G C13G O11G 124.2(10) . . ?
O12G C13G C12G 121.7(10) . . ?
O11G C13G C12G 114.1(9) . . ?
O21G C21G C22G 106.2(7) . . ?
O21G C21G H21I 110.5 . . ?
C22G C21G H21I 110.5 . . ?
O21G C21G H21J 110.5 . . ?
C22G C21G H21J 110.5 . . ?
H21I C21G H21J 108.7 . . ?
C21G C22G H22M 109.5 . . ?
C21G C22G H22N 109.5 . . ?
H22M C22G H22N 109.5 . . ?
C21G C22G H22O 109.5 . . ?
H22M C22G H22O 109.5 . . ?
H22N C22G H22O 109.5 . . ?
C13G O11G H1G 109.5 . . ?
C2G O21G C21G 116.4(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6C C1C C2C O21C 176.0(2) . . . . ?
C11C C1C C2C O21C -5.8(4) . . . . ?
C6C C1C C2C C3C -3.1(4) . . . . ?
C11C C1C C2C C3C 175.1(2) . . . . ?
O21C C2C C3C C4C -177.0(2) . . . . ?
C1C C2C C3C C4C 2.1(4) . . . . ?
C2C C3C C4C C5C 0.3(4) . . . . ?
C3C C4C C5C C6C -1.4(4) . . . . ?
C4C C5C C6C C1C 0.3(4) . . . . ?
C2C C1C C6C C5C 2.0(4) . . . . ?
C11C C1C C6C C5C -176.2(3) . . . . ?
C6C C1C C11C C12C -0.2(4) . . . . ?
C2C C1C C11C C12C -178.4(3) . . . . ?
C1C C11C C12C C13C 176.7(2) . . . . ?
C11C C12C C13C O12C 3.5(4) . . . . ?
C11C C12C C13C O11C -175.2(3) . . . . ?
C3C C2C O21C C21C 7.4(4) . . . . ?
C1C C2C O21C C21C -171.7(2) . . . . ?
C22C C21C O21C C2C 168.4(2) . . . . ?
C6D C1D C2D O21D 179.2(5) . . . . ?
C11D C1D C2D O21D 4.5(4) . . . . ?
C6D C1D C2D C3D 0.0 . . . . ?
C11D C1D C2D C3D -174.7(5) . . . . ?
O21D C2D C3D C4D -179.2(6) . . . . ?
C1D C2D C3D C4D 0.0 . . . . ?
C2D C3D C4D C5D 0.0 . . . . ?
C3D C4D C5D C6D 0.0 . . . . ?
C4D C5D C6D C1D 0.0 . . . . ?
C2D C1D C6D C5D 0.0 . . . . ?
C11D C1D C6D C5D 174.6(5) . . . . ?
C2D C1D C11D C12D -164.9(4) . . . . ?
C6D C1D C11D C12D 20.5(7) . . . . ?
C2D C1D C11D C12E 88.2(7) . . . . ?
C6D C1D C11D C12E -86.5(8) . . . . ?
C1D C11D C12D C13D 120.2(8) . . . . ?
C12E C11D C12D C13D -117.6(9) . . . . ?
C1D C11D C12D C11E -124.0(6) . . . . ?
C12E C11D C12D C11E -1.7(5) . . . . ?
C11D C12D C13D O12D 19.0(14) . . . . ?
C11E C12D C13D O12D -84.1(11) . . . . ?
C11D C12D C13D O11D -167.2(6) . . . . ?
C11E C12D C13D O11D 89.7(7) . . . . ?
C1D C2D O21D C21D -175.3(6) . . . . ?
C3D C2D O21D C21D 3.9(9) . . . . ?
C22D C21D O21D C2D 177.9(7) . . . . ?
C6E C1E C2E O21E -179.8(4) . . . . ?
C11E C1E C2E O21E -3.9(4) . . . . ?
C6E C1E C2E C3E 0.0 . . . . ?
C11E C1E C2E C3E 175.9(4) . . . . ?
O21E C2E C3E C4E 179.8(4) . . . . ?
C1E C2E C3E C4E 0.0 . . . . ?
C2E C3E C4E C5E 0.0 . . . . ?
C3E C4E C5E C6E 0.0 . . . . ?
C4E C5E C6E C1E 0.0 . . . . ?
C2E C1E C6E C5E 0.0 . . . . ?
C11E C1E C6E C5E -175.7(4) . . . . ?
C2E C1E C11E C12E 168.7(7) . . . . ?
C6E C1E C11E C12E -15.5(9) . . . . ?
C2E C1E C11E C12D -87.3(5) . . . . ?
C6E C1E C11E C12D 88.5(6) . . . . ?
C13D C12D C11E C1E 0.3(9) . . . . ?
C11D C12D C11E C1E -120.3(5) . . . . ?
C13D C12D C11E C12E 122.4(7) . . . . ?
C11D C12D C11E C12E 1.8(6) . . . . ?
C1E C11E C12E C13E -130.2(9) . . . . ?
C12D C11E C12E C13E 111.1(11) . . . . ?
C1E C11E C12E C11D 116.9(7) . . . . ?
C12D C11E C12E C11D -1.8(6) . . . . ?
C1D C11D C12E C13E 12.3(11) . . . . ?
C12D C11D C12E C13E -112.9(9) . . . . ?
C1D C11D C12E C11E 127.0(5) . . . . ?
C12D C11D C12E C11E 1.8(6) . . . . ?
C11E C12E C13E O12E -15.5(17) . . . . ?
C11D C12E C13E O12E 85.5(14) . . . . ?
C11E C12E C13E O11E 167.5(15) . . . . ?
C11D C12E C13E O11E -91.4(14) . . . . ?
C1E C2E O21E C21E 150.7(4) . . . . ?
C3E C2E O21E C21E -29.1(5) . . . . ?
C22E C21E O21E C2E -165.5(5) . . . . ?
C6F C1F C2F O21F -179.2(5) . . . . ?
C11F C1F C2F O21F 2.9(5) . . . . ?
C6F C1F C2F C3F 0.0 . . . . ?
C11F C1F C2F C3F -177.9(5) . . . . ?
O21F C2F C3F C4F 179.1(5) . . . . ?
C1F C2F C3F C4F 0.0 . . . . ?
C2F C3F C4F C5F 0.0 . . . . ?
C3F C4F C5F C6F 0.0 . . . . ?
C4F C5F C6F C1F 0.0 . . . . ?
C2F C1F C6F C5F 0.0 . . . . ?
C11F C1F C6F C5F 178.0(5) . . . . ?
C2F C1F C11F C12F 52.2(6) . . . . ?
C6F C1F C11F C12F -125.8(5) . . . . ?
C2F C1F C11F C12G -54.8(10) . . . . ?
C6F C1F C11F C12G 127.2(9) . . . . ?
C1F C11F C12F C13F 114.6(14) . . . . ?
C12G C11F C12F C13F -122.6(15) . . . . ?
C1F C11F C12F C11G -119.3(7) . . . . ?
C12G C11F C12F C11G 3.5(9) . . . . ?
C11F C12F C13F O12F -19(3) . . . . ?
C11G C12F C13F O12F -129(2) . . . . ?
C11F C12F C13F O11F 156.6(15) . . . . ?
C11G C12F C13F O11F 47(3) . . . . ?
C3F C2F O21F C21F -8.2(9) . . . . ?
C1F C2F O21F C21F 171.0(7) . . . . ?
C22F C21F O21F C2F 179.8(7) . . . . ?
C6G C1G C2G O21G 179.6(5) . . . . ?
C11G C1G C2G O21G -0.8(6) . . . . ?
C6G C1G C2G C3G 0.0 . . . . ?
C11G C1G C2G C3G 179.5(5) . . . . ?
O21G C2G C3G C4G -179.6(5) . . . . ?
C1G C2G C3G C4G 0.0 . . . . ?
C2G C3G C4G C5G 0.0 . . . . ?
C3G C4G C5G C6G 0.0 . . . . ?
C4G C5G C6G C1G 0.0 . . . . ?
C2G C1G C6G C5G 0.0 . . . . ?
C11G C1G C6G C5G -179.6(5) . . . . ?
C2G C1G C11G C12F 55.5(10) . . . . ?
C6G C1G C11G C12F -124.9(8) . . . . ?
C2G C1G C11G C12G -54.9(10) . . . . ?
C6G C1G C11G C12G 124.6(9) . . . . ?
C13F C12F C11G C1G -5.0(16) . . . . ?
C11F C12F C11G C1G -129.0(9) . . . . ?
C13F C12F C11G C12G 120.5(13) . . . . ?
C11F C12F C11G C12G -3.5(9) . . . . ?
C1G C11G C12G C13G -102.0(16) . . . . ?
C12F C11G C12G C13G 131.2(15) . . . . ?
C1G C11G C12G C11F 130.2(10) . . . . ?
C12F C11G C12G C11F 3.4(9) . . . . ?
C1F C11F C12G C13G -2.4(18) . . . . ?
C12F C11F C12G C13G -125.2(14) . . . . ?
C1F C11F C12G C11G 119.4(9) . . . . ?
C12F C11F C12G C11G -3.4(9) . . . . ?
C11G C12G C13G O12G 30(2) . . . . ?
C11F C12G C13G O12G 137.8(17) . . . . ?
C11G C12G C13G O11G -149(2) . . . . ?
C11F C12G C13G O11G -40(2) . . . . ?
C3G C2G O21G C21G 11.1(7) . . . . ?
C1G C2G O21G C21G -168.5(4) . . . . ?
C22G C21G O21G C2G 179.4(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O11C H1C O12E 0.84 1.90 2.739(10) 176 2_766
O11C H1C O12G 0.84 1.65 2.474(15) 166 2_766
O11D H1D O12D 0.84 2.60 3.312(7) 144 2_655
O11E H1E O12C 0.84 1.91 2.690(18) 155 2_766
O11F H1F O11F 0.84 1.85 2.565(8) 142 2_655
O11F H1F O12F 0.84 1.66 2.324(5) 134 2_655
C12G H12G O21G 1.00 2.48 3.042(19) 115 .
C22G H22M O12F 0.98 2.52 3.373(11) 146 .
O11G H1G O12C 0.84 1.79 2.62(2) 170 2_766
O11C H1C O12E 0.84 1.90 2.739(10) 176 2_766
O11C H1C O12G 0.84 1.65 2.474(15) 166 2_766
O11D H1D O12D 0.84 2.60 3.312(7) 144 2_655
O11E H1E O12C 0.84 1.91 2.690(18) 155 2_766
O11F H1F O11F 0.84 1.85 2.565(8) 142 2_655
O11F H1F O12F 0.84 1.66 2.324(5) 134 2_655
C12G H12G O21G 1.00 2.48 3.042(19) 115 .
C22G H22M O12F 0.98 2.52 3.373(11) 146 .
O11G H1G O12C 0.84 1.79 2.62(2) 170 2_766

_refine_diff_density_max         0.283
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.041


_exptl_crystal_recrystallization_method 
'Crystallised from ethyl acetate followed by photoreaction at 343 K.'
