# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_phosphole_oxide
_database_code_depnum_ccdc_archive 'CCDC 1407916'
_audit_update_record             
;
2015-06-19 deposited with the CCDC.
2015-10-26 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            dithieno[3,2-b:2?,3?-d]phosphole
_chemical_formula_moiety         ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C26 H16 N1 O1 P1 S2'
_chemical_formula_weight         453.5
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration ad

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4

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

_cell_length_a                   8.3295(6)
_cell_length_b                   14.1464(10)
_cell_length_c                   8.8132(6)
_cell_angle_alpha                90
_cell_angle_beta                 103.1530(19)
_cell_angle_gamma                90
_cell_volume                     1011.24(12)
_cell_formula_units_Z            2

_cell_measurement_reflns_used    9934
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      32.6
_cell_measurement_temperature    100
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.4894
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             468

_exptl_absorpt_coefficient_mu    0.363
_exptl_crystal_description       fragment
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.55
_exptl_crystal_size_min          0.42
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            'translucent yellow'
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.86

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.6375(7) 1 0 0 0 1 0 0 0 1
2 0.3625(7) -0.0459 0 -1.0459 0 -1 0 -0.9541 0 0.0459

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      100
_diffrn_source                   ?
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Bruker KAPPA APEX II CCD'
_diffrn_detector                 ?
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_method       'ω- and φ-scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            82676
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         32.72
_diffrn_reflns_theta_full        32.72
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measured_fraction_theta_full 0.99
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
; ?
;

_reflns_number_total             7360
_reflns_number_gt                7293
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.0198
_refine_ls_wR_factor_gt          0.0272
_refine_ls_R_factor_all          0.0201
_refine_ls_wR_factor_ref         0.0273
_refine_ls_goodness_of_fit_ref   1.92
_refine_ls_goodness_of_fit_gt    1.92
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         7360
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_number_constraints    65
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(F)+0.0001F²)
_refine_ls_hydrogen_treatment    constr
_refine_ls_shift/su_max          0.0486
_refine_ls_shift/su_mean         0.0045
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;  3548 of Friedel pairs used in the refinement
;
_refine_ls_abs_structure_Flack   -0.019(9)
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0033 0.0016 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0061 0.0033 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.0106 0.0060 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
P 0.1023 0.0942 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
S 0.1246 0.1234 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  ?
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
? ? ? ? ? ?

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
? ? ? ? ? ?

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.35412(3) 0.210970(17) 0.70091(2) Uani 0.01218(5) 2 1 d . . .
S2 S 0.65313(3) 0.231412(17) 0.43692(3) Uani 0.01352(6) 2 1 d . . .
P1 P 0.19719(3) 0.103846(17) 0.24752(2) Uani 0.00858(5) 2 1 d . . .
O1 O 0.17822(9) 0.00190(5) 0.20640(8) Uani 0.01425(17) 2 1 d . . .
N1 N 0.16483(9) 0.33131(6) 0.19212(9) Uani 0.01010(18) 2 1 d . . .
C1 C 0.19607(11) 0.13566(6) 0.44575(10) Uani 0.0098(2) 2 1 d . . .
C2 C 0.09139(11) 0.12598(7) 0.55174(11) Uani 0.0126(2) 2 1 d . . .
C3 C 0.16186(12) 0.16351(7) 0.69441(11) Uani 0.0138(2) 2 1 d . . .
C4 C 0.34292(11) 0.18018(6) 0.51242(10) Uani 0.0101(2) 2 1 d . . .
C5 C 0.45693(10) 0.18986(6) 0.41078(10) Uani 0.0099(2) 2 1 d . . .
C6 C 0.65967(12) 0.20145(7) 0.24870(11) Uani 0.0156(2) 2 1 d . . .
C7 C 0.51635(11) 0.16047(7) 0.16887(11) Uani 0.0132(2) 2 1 d . . .
C8 C 0.39878(10) 0.15370(6) 0.26272(10) Uani 0.0101(2) 2 1 d . . .
C9 C 0.04685(10) 0.17353(6) 0.11109(10) Uani 0.0094(2) 2 1 d . . .
C10 C 0.04459(10) 0.27302(6) 0.09487(10) Uani 0.0095(2) 2 1 d . . .
C11 C -0.07383(11) 0.31577(7) -0.02208(10) Uani 0.0134(2) 2 1 d . . .
C12 C -0.19205(11) 0.26168(7) -0.12280(11) Uani 0.0153(2) 2 1 d . . .
C13 C -0.19319(11) 0.16408(8) -0.10668(11) Uani 0.0150(2) 2 1 d . . .
C14 C -0.07424(10) 0.12022(6) 0.00966(10) Uani 0.0117(2) 2 1 d . . .
C15 C 0.30161(11) 0.37050(6) 0.14872(10) Uani 0.0105(2) 2 1 d . . .
C16 C 0.34637(12) 0.36387(7) 0.00618(11) Uani 0.0135(2) 2 1 d . . .
C17 C 0.49221(13) 0.40838(7) -0.00611(12) Uani 0.0160(2) 2 1 d . . .
C18 C 0.59031(12) 0.45642(8) 0.11989(12) Uani 0.0171(3) 2 1 d . . .
C19 C 0.54275(12) 0.46478(7) 0.26083(12) Uani 0.0153(2) 2 1 d . . .
C20 C 0.39421(11) 0.42329(6) 0.27417(10) Uani 0.0112(2) 2 1 d . . .
C21 C 0.30276(11) 0.42143(6) 0.39633(10) Uani 0.0113(2) 2 1 d . . .
C22 C 0.32505(12) 0.46395(7) 0.54279(11) Uani 0.0146(2) 2 1 d . . .
C23 C 0.20367(13) 0.45259(7) 0.62677(11) Uani 0.0162(2) 2 1 d . . .
C24 C 0.06131(13) 0.39954(7) 0.56676(11) Uani 0.0158(2) 2 1 d . . .
C25 C 0.03754(12) 0.35530(7) 0.42241(11) Uani 0.0132(2) 2 1 d . . .
C26 C 0.16064(11) 0.36635(6) 0.33936(10) Uani 0.0103(2) 2 1 d . . .
H1c2 H -0.015396 0.09678 0.526341 Uiso 0.0151 2 1 d . . .
H1c3 H 0.1101 0.163464 0.781241 Uiso 0.0166 2 1 d . . .
H1c6 H 0.753468 0.212331 0.204772 Uiso 0.0188 2 1 d . . .
H1c7 H 0.49761 0.139039 0.062948 Uiso 0.0159 2 1 d . . .
H1c11 H -0.074122 0.383284 -0.033522 Uiso 0.0161 2 1 d . . .
H1c12 H -0.272703 0.291986 -0.203333 Uiso 0.0183 2 1 d . . .
H1c13 H -0.275304 0.126854 -0.175139 Uiso 0.018 2 1 d . . .
H1c14 H -0.075327 0.052725 0.020394 Uiso 0.0141 2 1 d . . .
H1c16 H 0.279644 0.330103 -0.079964 Uiso 0.0162 2 1 d . . .
H1c17 H 0.525884 0.405971 -0.103217 Uiso 0.0192 2 1 d . . .
H1c18 H 0.692321 0.484177 0.109136 Uiso 0.0206 2 1 d . . .
H1c19 H 0.610334 0.498273 0.346842 Uiso 0.0183 2 1 d . . .
H1c22 H 0.422326 0.500361 0.584687 Uiso 0.0175 2 1 d . . .
H1c23 H 0.217686 0.481573 0.727439 Uiso 0.0195 2 1 d . . .
H1c24 H -0.021337 0.393647 0.626371 Uiso 0.019 2 1 d . . .
H1c25 H -0.059615 0.318634 0.381433 Uiso 0.0158 2 1 d . . .


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C3 . . 1.7254(11) ?
S1 C4 . . 1.6993(10) ?
S2 C5 . . 1.7024(9) ?
S2 C6 . . 1.7250(10) ?
P1 O1 . . 1.4866(8) ?
P1 C1 . . 1.8061(10) ?
P1 C8 . . 1.7979(9) ?
P1 C9 . . 1.8167(8) ?
N1 C10 . . 1.4237(11) ?
N1 C15 . . 1.3965(13) ?
N1 C26 . . 1.3969(12) ?
C1 C2 . . 1.4220(14) ?
C1 C4 . . 1.3824(12) ?
C2 C3 . . 1.3680(13) ?
C2 H1c2 . . 0.9599 ?
C3 H1c3 . . 0.96 ?
C4 C5 . . 1.4526(14) ?
C5 C8 . . 1.3825(12) ?
C6 C7 . . 1.3689(13) ?
C6 H1c6 . . 0.96 ?
C7 C8 . . 1.4216(14) ?
C7 H1c7 . . 0.9599 ?
C9 C10 . . 1.4143(12) ?
C9 C14 . . 1.4053(11) ?
C10 C11 . . 1.3923(11) ?
C11 C12 . . 1.3948(12) ?
C11 H1c11 . . 0.9603 ?
C12 C13 . . 1.3883(15) ?
C12 H1c12 . . 0.9601 ?
C13 C14 . . 1.3984(12) ?
C13 H1c13 . . 0.9599 ?
C14 H1c14 . . 0.9597 ?
C15 C16 . . 1.3925(14) ?
C15 C20 . . 1.4096(12) ?
C16 C17 . . 1.3942(15) ?
C16 H1c16 . . 0.9599 ?
C17 C18 . . 1.3963(14) ?
C17 H1c17 . . 0.96 ?
C18 C19 . . 1.3920(16) ?
C18 H1c18 . . 0.9601 ?
C19 C20 . . 1.3983(14) ?
C19 H1c19 . . 0.9601 ?
C20 C21 . . 1.4537(14) ?
C21 C22 . . 1.3977(13) ?
C21 C26 . . 1.4107(12) ?
C22 C23 . . 1.3916(16) ?
C22 H1c22 . . 0.9602 ?
C23 C24 . . 1.4012(14) ?
C23 H1c23 . . 0.9601 ?
C24 C25 . . 1.3910(14) ?
C24 H1c24 . . 0.96 ?
C25 C26 . . 1.3975(15) ?
C25 H1c25 . . 0.9598 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 S1 C4 . . . 91.36(5) ?
C5 S2 C6 . . . 91.40(4) ?
O1 P1 C1 . . . 116.99(4) ?
O1 P1 C8 . . . 116.38(4) ?
O1 P1 C9 . . . 110.24(4) ?
C1 P1 C8 . . . 92.32(4) ?
C1 P1 C9 . . . 110.52(4) ?
C8 P1 C9 . . . 109.14(4) ?
C10 N1 C15 . . . 124.82(8) ?
C10 N1 C26 . . . 127.01(8) ?
C15 N1 C26 . . . 107.94(7) ?
P1 C1 C2 . . . 138.61(7) ?
P1 C1 C4 . . . 109.02(7) ?
C2 C1 C4 . . . 112.34(8) ?
C1 C2 C3 . . . 111.56(8) ?
C1 C2 H1c2 . . . 124.22 ?
C3 C2 H1c2 . . . 124.22 ?
S1 C3 C2 . . . 112.48(8) ?
S1 C3 H1c3 . . . 123.75 ?
C2 C3 H1c3 . . . 123.77 ?
S1 C4 C1 . . . 112.25(7) ?
S1 C4 C5 . . . 132.89(6) ?
C1 C4 C5 . . . 114.85(8) ?
S2 C5 C4 . . . 133.73(6) ?
S2 C5 C8 . . . 112.02(7) ?
C4 C5 C8 . . . 114.16(8) ?
S2 C6 C7 . . . 112.56(8) ?
S2 C6 H1c6 . . . 123.71 ?
C7 C6 H1c6 . . . 123.73 ?
C6 C7 C8 . . . 111.42(8) ?
C6 C7 H1c7 . . . 124.29 ?
C8 C7 H1c7 . . . 124.3 ?
P1 C8 C5 . . . 109.64(7) ?
P1 C8 C7 . . . 137.60(7) ?
C5 C8 C7 . . . 112.61(8) ?
P1 C9 C10 . . . 126.74(6) ?
P1 C9 C14 . . . 114.63(6) ?
C10 C9 C14 . . . 118.59(7) ?
N1 C10 C9 . . . 121.61(7) ?
N1 C10 C11 . . . 118.48(8) ?
C9 C10 C11 . . . 119.87(7) ?
C10 C11 C12 . . . 120.76(9) ?
C10 C11 H1c11 . . . 119.62 ?
C12 C11 H1c11 . . . 119.62 ?
C11 C12 C13 . . . 120.05(8) ?
C11 C12 H1c12 . . . 119.96 ?
C13 C12 H1c12 . . . 119.99 ?
C12 C13 C14 . . . 119.74(8) ?
C12 C13 H1c13 . . . 120.11 ?
C14 C13 H1c13 . . . 120.14 ?
C9 C14 C13 . . . 120.97(8) ?
C9 C14 H1c14 . . . 119.52 ?
C13 C14 H1c14 . . . 119.52 ?
N1 C15 C16 . . . 128.53(8) ?
N1 C15 C20 . . . 109.29(8) ?
C16 C15 C20 . . . 122.16(9) ?
C15 C16 C17 . . . 117.16(8) ?
C15 C16 H1c16 . . . 121.42 ?
C17 C16 H1c16 . . . 121.42 ?
C16 C17 C18 . . . 121.38(10) ?
C16 C17 H1c17 . . . 119.32 ?
C18 C17 H1c17 . . . 119.3 ?
C17 C18 C19 . . . 121.14(10) ?
C17 C18 H1c18 . . . 119.44 ?
C19 C18 H1c18 . . . 119.43 ?
C18 C19 C20 . . . 118.44(8) ?
C18 C19 H1c19 . . . 120.77 ?
C20 C19 H1c19 . . . 120.78 ?
C15 C20 C19 . . . 119.54(9) ?
C15 C20 C21 . . . 106.61(8) ?
C19 C20 C21 . . . 133.84(8) ?
C20 C21 C22 . . . 133.97(8) ?
C20 C21 C26 . . . 106.57(8) ?
C22 C21 C26 . . . 119.39(9) ?
C21 C22 C23 . . . 118.78(9) ?
C21 C22 H1c22 . . . 120.61 ?
C23 C22 H1c22 . . . 120.61 ?
C22 C23 C24 . . . 121.06(9) ?
C22 C23 H1c23 . . . 119.46 ?
C24 C23 H1c23 . . . 119.47 ?
C23 C24 C25 . . . 121.22(10) ?
C23 C24 H1c24 . . . 119.38 ?
C25 C24 H1c24 . . . 119.4 ?
C24 C25 C26 . . . 117.38(8) ?
C24 C25 H1c25 . . . 121.31 ?
C26 C25 H1c25 . . . 121.31 ?
N1 C26 C21 . . . 109.28(8) ?
N1 C26 C25 . . . 128.55(8) ?
C21 C26 C25 . . . 122.12(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C11 H1c11 O1 . . 2_555 0.96 2.30 3.1120(12) 141.90 ?
C14 H1c14 O1 . . . 0.96 2.47 2.9276(11) 109.24 ?
loop_
_jana_refln_twin_domain
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-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
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1
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1
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1
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1
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1
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1
-2
1
-2
1
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1
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1
-2
1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
-2
1
-2
1
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1
-2
1
-2
1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
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1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
-2
1
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CD2Cl2'
