#------------------------------------------------------------------------------
#$Date: 2019-11-23 21:34:59 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235123 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/35/1553552.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1553552
loop_
_publ_author_name
'Wilbuer, J.'
'Grenz, D. C.'
'Schnakenburg, G.'
'Esser, B.'
_publ_section_title
;
 Donor- and acceptor-functionalized dibenzo[a,e]pentalenes: modulation of
 the electronic band gap
;
_journal_issue                   5
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              658
_journal_paper_doi               10.1039/C6QO00487C
_journal_volume                  4
_journal_year                    2017
_chemical_formula_moiety         '2(C25 H19)'
_chemical_formula_sum            'C50 H38'
_chemical_formula_weight         638.80
_chemical_name_systematic        jm245.3b
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-01-12
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.21 svn.r3230 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-07-26 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                114.377(4)
_cell_angle_beta                 91.316(5)
_cell_angle_gamma                95.604(4)
_cell_formula_units_Z            2
_cell_length_a                   10.8252(8)
_cell_length_b                   13.5794(10)
_cell_length_c                   14.2122(10)
_cell_measurement_reflns_used    9181
_cell_measurement_temperature    100
_cell_measurement_theta_max      70.18
_cell_measurement_theta_min      3.42
_cell_volume                     1889.2(2)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker Photon100 detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8-Venture'
_diffrn_measurement_method       'fine slicing ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1028
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            35349
_diffrn_reflns_point_group_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.700
_diffrn_reflns_theta_min         3.422
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.478
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.4290
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1615 before and 0.1109 after correction.
The Ratio of minimum to maximum transmission is 0.5695.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear reddish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.123
_exptl_crystal_description       plate
_exptl_crystal_F_000             676
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     457
_refine_ls_number_reflns         6591
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.1377
_refine_ls_R_factor_gt           0.1086
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0898P)²+6.5468P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2590
_refine_ls_wR_factor_ref         0.2735
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4647
_reflns_number_total             6591
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6qo00487c2.cif
_cod_data_source_block           cu_4418f
_cod_database_code               1553552
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C13(H13), C14(H14),
 C19(H19), C21(H21), C2'(H2'), C3'(H3'), C4'(H4'), C5'(H5'), C6'(H6'),
 C10'(H10'), C13'(H13'), C14'(H14'), C19'(H19'), C21'(H21')
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C23'(H23D,H23E,
 H23F), C24'(H24D,H24E,H24F), C25'(H25D,H25E,H25F)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.4002(4) 0.0994(4) 0.1137(4) 0.0309(10) Uani 1 1 d .
C2 C 0.4155(5) 0.1100(4) 0.0205(4) 0.0368(11) Uani 1 1 d .
H2 H 0.4844 0.1561 0.0153 0.044 Uiso 1 1 calc R
C3 C 0.3323(5) 0.0547(4) -0.0628(4) 0.0423(13) Uani 1 1 d .
H3 H 0.3432 0.0627 -0.1255 0.051 Uiso 1 1 calc R
C4 C 0.2300(6) -0.0143(4) -0.0558(4) 0.0457(14) Uani 1 1 d .
H4 H 0.1730 -0.0539 -0.1143 0.055 Uiso 1 1 calc R
C5 C 0.2132(5) -0.0240(4) 0.0347(4) 0.0430(13) Uani 1 1 d .
H5 H 0.1428 -0.0684 0.0403 0.052 Uiso 1 1 calc R
C6 C 0.3001(5) 0.0316(4) 0.1200(4) 0.0324(11) Uani 1 1 d .
H6 H 0.2899 0.0225 0.1822 0.039 Uiso 1 1 calc R
C7 C 0.4889(5) 0.1572(4) 0.1989(4) 0.0304(10) Uani 1 1 d .
C8 C 0.5664(4) 0.2081(4) 0.2683(3) 0.0298(10) Uani 1 1 d .
C9 C 0.6641(4) 0.2795(3) 0.3443(3) 0.0262(9) Uani 1 1 d .
C10 C 0.7710(4) 0.3162(3) 0.3092(3) 0.0266(10) Uani 1 1 d .
H10 H 0.7800 0.2931 0.2372 0.032 Uiso 1 1 calc R
C11 C 0.8629(4) 0.3863(3) 0.3804(3) 0.0235(9) Uani 1 1 d .
C12 C 0.8492(4) 0.4232(3) 0.4887(3) 0.0243(9) Uani 1 1 d .
C13 C 0.7431(4) 0.3866(4) 0.5224(3) 0.0273(10) Uani 1 1 d .
H13 H 0.7331 0.4103 0.5944 0.033 Uiso 1 1 calc R
C14 C 0.6508(4) 0.3144(3) 0.4499(3) 0.0265(9) Uani 1 1 d .
H14 H 0.5780 0.2887 0.4730 0.032 Uiso 1 1 calc R
C15 C 0.9610(4) 0.4977(3) 0.5405(3) 0.0249(9) Uani 1 1 d .
C16 C 1.0159(4) 0.5634(3) 0.6359(3) 0.0241(9) Uani 1 1 d .
C17 C 0.9697(4) 0.5844(3) 0.7394(3) 0.0245(9) Uani 1 1 d .
C18 C 0.9651(4) 0.5023(4) 0.7759(3) 0.0274(10) Uani 1 1 d .
C19 C 0.9228(4) 0.5240(4) 0.8734(3) 0.0295(10) Uani 1 1 d .
H19 H 0.9187 0.4686 0.8981 0.035 Uiso 1 1 calc R
C20 C 0.8863(4) 0.6253(4) 0.9359(3) 0.0302(10) Uani 1 1 d .
C21 C 0.8944(4) 0.7056(4) 0.8986(3) 0.0314(10) Uani 1 1 d .
H21 H 0.8716 0.7754 0.9412 0.038 Uiso 1 1 calc R
C22 C 0.9344(4) 0.6871(3) 0.8015(3) 0.0247(9) Uani 1 1 d .
C23 C 1.0053(5) 0.3919(4) 0.7125(4) 0.0358(12) Uani 1 1 d .
H23A H 0.9527 0.3561 0.6477 0.054 Uiso 1 1 calc GR
H23B H 0.9971 0.3471 0.7518 0.054 Uiso 1 1 calc GR
H23C H 1.0923 0.4006 0.6968 0.054 Uiso 1 1 calc GR
C24 C 0.8411(6) 0.6486(5) 1.0418(4) 0.0469(14) Uani 1 1 d .
H24A H 0.8575 0.5896 1.0614 0.070 Uiso 1 1 calc GR
H24B H 0.7515 0.6537 1.0404 0.070 Uiso 1 1 calc GR
H24C H 0.8849 0.7175 1.0925 0.070 Uiso 1 1 calc GR
C25 C 0.9364(5) 0.7762(4) 0.7650(4) 0.0319(11) Uani 1 1 d .
H25A H 1.0046 0.7708 0.7196 0.048 Uiso 1 1 calc GR
H25B H 0.9486 0.8470 0.8249 0.048 Uiso 1 1 calc GR
H25C H 0.8571 0.7690 0.7267 0.048 Uiso 1 1 calc GR
C1' C 0.9695(4) 0.0292(3) -0.3062(3) 0.0276(10) Uani 1 1 d .
C2' C 0.9183(5) -0.0433(4) -0.4038(4) 0.0418(13) Uani 1 1 d .
H2' H 0.8377 -0.0373 -0.4273 0.050 Uiso 1 1 calc R
C3' C 0.9869(5) -0.1254(4) -0.4672(4) 0.0450(13) Uani 1 1 d .
H3' H 0.9528 -0.1754 -0.5341 0.054 Uiso 1 1 calc R
C4' C 1.1011(5) -0.1336(4) -0.4334(4) 0.0401(12) Uani 1 1 d .
H4' H 1.1466 -0.1896 -0.4768 0.048 Uiso 1 1 calc R
C5' C 1.1530(5) -0.0616(4) -0.3367(4) 0.0391(12) Uani 1 1 d .
H5' H 1.2339 -0.0681 -0.3143 0.047 Uiso 1 1 calc R
C6' C 1.0867(4) 0.0205(4) -0.2721(4) 0.0311(10) Uani 1 1 d .
H6' H 1.1218 0.0699 -0.2054 0.037 Uiso 1 1 calc R
C7' C 0.8985(4) 0.1127(4) -0.2396(4) 0.0304(10) Uani 1 1 d .
C8' C 0.8398(5) 0.1808(3) -0.1835(3) 0.0298(10) Uani 1 1 d .
C9' C 0.7649(4) 0.2619(3) -0.1189(3) 0.0274(10) Uani 1 1 d .
C10' C 0.6733(4) 0.2962(3) -0.1665(3) 0.0256(10) Uani 1 1 d .
H10' H 0.6612 0.2666 -0.2398 0.031 Uiso 1 1 calc R
C11' C 0.6013(4) 0.3736(3) -0.1048(3) 0.0223(9) Uani 1 1 d .
C12' C 0.6222(4) 0.4184(3) 0.0055(3) 0.0252(9) Uani 1 1 d .
C13' C 0.7130(4) 0.3852(4) 0.0515(3) 0.0273(10) Uani 1 1 d .
H13' H 0.7263 0.4152 0.1248 0.033 Uiso 1 1 calc R
C14' C 0.7846(4) 0.3072(3) -0.0108(3) 0.0279(10) Uani 1 1 d .
H14' H 0.8479 0.2843 0.0203 0.033 Uiso 1 1 calc R
C15' C 0.5346(4) 0.4998(3) 0.0448(3) 0.0242(9) Uani 1 1 d .
C16' C 0.4982(4) 0.5754(3) 0.1345(3) 0.0236(9) Uani 1 1 d .
C17' C 0.5456(4) 0.6014(3) 0.2416(3) 0.0226(9) Uani 1 1 d .
C18' C 0.6169(4) 0.7016(4) 0.2990(3) 0.0278(10) Uani 1 1 d .
C19' C 0.6651(4) 0.7222(4) 0.3975(3) 0.0311(10) Uani 1 1 d .
H19' H 0.7124 0.7905 0.4373 0.037 Uiso 1 1 calc R
C20' C 0.6467(4) 0.6468(4) 0.4403(3) 0.0317(11) Uani 1 1 d .
C21' C 0.5722(4) 0.5487(4) 0.3811(3) 0.0300(10) Uani 1 1 d .
H21' H 0.5574 0.4965 0.4092 0.036 Uiso 1 1 calc R
C22' C 0.5194(4) 0.5250(3) 0.2835(3) 0.0262(9) Uani 1 1 d .
C23' C 0.6429(5) 0.7849(4) 0.2561(4) 0.0415(13) Uani 1 1 d .
H23D H 0.6619 0.7487 0.1835 0.062 Uiso 1 1 calc GR
H23E H 0.7141 0.8372 0.2960 0.062 Uiso 1 1 calc GR
H23F H 0.5697 0.8234 0.2608 0.062 Uiso 1 1 calc GR
C24' C 0.7013(5) 0.6715(5) 0.5459(4) 0.0463(14) Uani 1 1 d .
H24D H 0.6824 0.7435 0.5942 0.069 Uiso 1 1 calc GR
H24E H 0.7917 0.6709 0.5444 0.069 Uiso 1 1 calc GR
H24F H 0.6656 0.6164 0.5684 0.069 Uiso 1 1 calc GR
C25' C 0.4348(6) 0.4207(4) 0.2241(4) 0.0409(13) Uani 1 1 d .
H25D H 0.3600 0.4371 0.1958 0.061 Uiso 1 1 calc GR
H25E H 0.4110 0.3864 0.2706 0.061 Uiso 1 1 calc GR
H25F H 0.4785 0.3711 0.1672 0.061 Uiso 1 1 calc GR
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C2 C1 C7 119.3(5) . .
C6 C1 C2 119.1(5) . .
C6 C1 C7 121.5(4) . .
C1 C2 H2 119.7 . .
C3 C2 C1 120.5(5) . .
C3 C2 H2 119.7 . .
C2 C3 H3 120.0 . .
C2 C3 C4 120.1(5) . .
C4 C3 H3 120.0 . .
C3 C4 H4 120.0 . .
C5 C4 C3 119.9(5) . .
C5 C4 H4 120.0 . .
C4 C5 H5 120.0 . .
C4 C5 C6 120.0(5) . .
C6 C5 H5 120.0 . .
C1 C6 C5 120.4(5) . .
C1 C6 H6 119.8 . .
C5 C6 H6 119.8 . .
C8 C7 C1 177.1(5) . .
C7 C8 C9 171.8(5) . .
C10 C9 C8 118.5(4) . .
C14 C9 C8 121.3(4) . .
C14 C9 C10 120.2(4) . .
C9 C10 H10 120.4 . .
C11 C10 C9 119.2(4) . .
C11 C10 H10 120.4 . .
C10 C11 C12 120.8(4) . .
C10 C11 C16 130.0(4) . 2_766
C12 C11 C16 109.2(4) . 2_766
C11 C12 C15 106.2(4) . .
C13 C12 C11 119.4(4) . .
C13 C12 C15 134.4(4) . .
C12 C13 H13 120.2 . .
C12 C13 C14 119.5(4) . .
C14 C13 H13 120.2 . .
C9 C14 C13 120.8(4) . .
C9 C14 H14 119.6 . .
C13 C14 H14 119.6 . .
C15 C15 C12 107.1(4) 2_766 .
C16 C15 C12 142.2(4) . .
C16 C15 C15 110.7(5) . 2_766
C11 C16 C17 124.1(4) 2_766 .
C15 C16 C11 106.8(4) . 2_766
C15 C16 C17 129.0(4) . .
C18 C17 C16 119.8(4) . .
C22 C17 C16 119.8(4) . .
C22 C17 C18 120.4(4) . .
C17 C18 C23 121.9(4) . .
C19 C18 C17 118.9(4) . .
C19 C18 C23 119.2(4) . .
C18 C19 H19 119.2 . .
C18 C19 C20 121.5(4) . .
C20 C19 H19 119.2 . .
C19 C20 C24 121.3(4) . .
C21 C20 C19 118.3(4) . .
C21 C20 C24 120.4(4) . .
C20 C21 H21 119.0 . .
C22 C21 C20 122.1(4) . .
C22 C21 H21 119.0 . .
C17 C22 C25 122.1(4) . .
C21 C22 C17 118.8(4) . .
C21 C22 C25 119.1(4) . .
C18 C23 H23A 109.5 . .
C18 C23 H23B 109.5 . .
C18 C23 H23C 109.5 . .
H23A C23 H23B 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C20 C24 H24A 109.5 . .
C20 C24 H24B 109.5 . .
C20 C24 H24C 109.5 . .
H24A C24 H24B 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C22 C25 H25A 109.5 . .
C22 C25 H25B 109.5 . .
C22 C25 H25C 109.5 . .
H25A C25 H25B 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C2' C1' C7' 119.6(4) . .
C6' C1' C2' 120.3(4) . .
C6' C1' C7' 120.1(4) . .
C1' C2' H2' 120.4 . .
C1' C2' C3' 119.3(5) . .
C3' C2' H2' 120.4 . .
C2' C3' H3' 119.9 . .
C4' C3' C2' 120.1(5) . .
C4' C3' H3' 119.9 . .
C3' C4' H4' 119.5 . .
C3' C4' C5' 121.0(5) . .
C5' C4' H4' 119.5 . .
C4' C5' H5' 120.0 . .
C4' C5' C6' 120.0(5) . .
C6' C5' H5' 120.0 . .
C1' C6' C5' 119.3(4) . .
C1' C6' H6' 120.4 . .
C5' C6' H6' 120.4 . .
C8' C7' C1' 178.9(5) . .
C7' C8' C9' 177.8(5) . .
C10' C9' C8' 118.7(4) . .
C14' C9' C8' 120.8(4) . .
C14' C9' C10' 120.5(4) . .
C9' C10' H10' 120.5 . .
C11' C10' C9' 118.9(4) . .
C11' C10' H10' 120.5 . .
C10' C11' C12' 119.7(4) . .
C10' C11' C16' 129.8(4) . 2_665
C12' C11' C16' 110.4(3) . 2_665
C11' C12' C15' 104.9(4) . .
C13' C12' C11' 121.0(4) . .
C13' C12' C15' 134.1(4) . .
C12' C13' H13' 120.5 . .
C12' C13' C14' 119.0(4) . .
C14' C13' H13' 120.5 . .
C9' C14' H14' 119.6 . .
C13' C14' C9' 120.9(4) . .
C13' C14' H14' 119.6 . .
C15' C15' C12' 107.6(4) 2_665 .
C16' C15' C12' 141.8(4) . .
C16' C15' C15' 110.6(4) . 2_665
C11' C16' C17' 125.8(4) 2_665 .
C15' C16' C11' 106.6(4) . 2_665
C15' C16' C17' 127.6(4) . .
C18' C17' C16' 119.3(4) . .
C18' C17' C22' 121.2(4) . .
C22' C17' C16' 119.5(4) . .
C17' C18' C23' 121.7(4) . .
C19' C18' C17' 118.3(4) . .
C19' C18' C23' 120.0(4) . .
C18' C19' H19' 118.7 . .
C18' C19' C20' 122.5(4) . .
C20' C19' H19' 118.7 . .
C19' C20' C21' 117.2(4) . .
C19' C20' C24' 120.9(5) . .
C21' C20' C24' 121.8(5) . .
C20' C21' H21' 118.7 . .
C22' C21' C20' 122.6(4) . .
C22' C21' H21' 118.7 . .
C17' C22' C25' 120.9(4) . .
C21' C22' C17' 118.0(4) . .
C21' C22' C25' 121.1(4) . .
C18' C23' H23D 109.5 . .
C18' C23' H23E 109.5 . .
C18' C23' H23F 109.5 . .
H23D C23' H23E 109.5 . .
H23D C23' H23F 109.5 . .
H23E C23' H23F 109.5 . .
C20' C24' H24D 109.5 . .
C20' C24' H24E 109.5 . .
C20' C24' H24F 109.5 . .
H24D C24' H24E 109.5 . .
H24D C24' H24F 109.5 . .
H24E C24' H24F 109.5 . .
C22' C25' H25D 109.5 . .
C22' C25' H25E 109.5 . .
C22' C25' H25F 109.5 . .
H25D C25' H25E 109.5 . .
H25D C25' H25F 109.5 . .
H25E C25' H25F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.403(7) .
C1 C6 1.381(7) .
C1 C7 1.420(7) .
C2 H2 0.9500 .
C2 C3 1.365(7) .
C3 H3 0.9500 .
C3 C4 1.411(8) .
C4 H4 0.9500 .
C4 C5 1.362(8) .
C5 H5 0.9500 .
C5 C6 1.406(7) .
C6 H6 0.9500 .
C7 C8 1.201(7) .
C8 C9 1.451(7) .
C9 C10 1.398(6) .
C9 C14 1.391(6) .
C10 H10 0.9500 .
C10 C11 1.376(6) .
C11 C12 1.425(6) .
C11 C16 1.487(6) 2_766
C12 C13 1.381(6) .
C12 C15 1.461(6) .
C13 H13 0.9500 .
C13 C14 1.397(6) .
C14 H14 0.9500 .
C15 C15 1.460(8) 2_766
C15 C16 1.360(6) .
C16 C11 1.487(6) 2_766
C16 C17 1.487(6) .
C17 C18 1.408(6) .
C17 C22 1.404(6) .
C18 C19 1.391(6) .
C18 C23 1.510(6) .
C19 H19 0.9500 .
C19 C20 1.397(6) .
C20 C21 1.393(7) .
C20 C24 1.509(6) .
C21 H21 0.9500 .
C21 C22 1.386(6) .
C22 C25 1.499(6) .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C1' C2' 1.390(7) .
C1' C6' 1.381(7) .
C1' C7' 1.445(6) .
C2' H2' 0.9500 .
C2' C3' 1.404(7) .
C3' H3' 0.9500 .
C3' C4' 1.346(7) .
C4' H4' 0.9500 .
C4' C5' 1.381(7) .
C5' H5' 0.9500 .
C5' C6' 1.393(7) .
C6' H6' 0.9500 .
C7' C8' 1.194(6) .
C8' C9' 1.445(6) .
C9' C10' 1.406(6) .
C9' C14' 1.401(6) .
C10' H10' 0.9500 .
C10' C11' 1.384(6) .
C11' C12' 1.431(6) .
C11' C16' 1.477(6) 2_665
C12' C13' 1.377(6) .
C12' C15' 1.468(6) .
C13' H13' 0.9500 .
C13' C14' 1.387(6) .
C14' H14' 0.9500 .
C15' C15' 1.464(8) 2_665
C15' C16' 1.362(6) .
C16' C11' 1.477(6) 2_665
C16' C17' 1.481(6) .
C17' C18' 1.400(6) .
C17' C22' 1.404(6) .
C18' C19' 1.387(6) .
C18' C23' 1.499(7) .
C19' H19' 0.9500 .
C19' C20' 1.391(7) .
C20' C21' 1.402(7) .
C20' C24' 1.489(6) .
C21' H21' 0.9500 .
C21' C22' 1.384(6) .
C22' C25' 1.510(7) .
C23' H23D 0.9800 .
C23' H23E 0.9800 .
C23' H23F 0.9800 .
C24' H24D 0.9800 .
C24' H24E 0.9800 .
C24' H24F 0.9800 .
C25' H25D 0.9800 .
C25' H25E 0.9800 .
C25' H25F 0.9800 .
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_4
C1 C2 C3 C4 -0.3(7) . .
C2 C1 C6 C5 -1.5(7) . .
C2 C3 C4 C5 1.2(8) . .
C3 C4 C5 C6 -2.3(8) . .
C4 C5 C6 C1 2.4(7) . .
C6 C1 C2 C3 0.5(7) . .
C7 C1 C2 C3 179.4(4) . .
C7 C1 C6 C5 179.6(4) . .
C8 C9 C10 C11 178.2(4) . .
C8 C9 C14 C13 -177.3(4) . .
C9 C10 C11 C12 -1.3(6) . .
C9 C10 C11 C16 179.8(4) . 2_766
C10 C9 C14 C13 0.2(6) . .
C10 C11 C12 C13 1.1(6) . .
C10 C11 C12 C15 -178.4(4) . .
C11 C12 C13 C14 -0.3(6) . .
C11 C12 C15 C15 -0.2(5) . 2_766
C11 C12 C15 C16 179.2(5) . .
C11 C16 C17 C18 -108.9(5) 2_766 .
C11 C16 C17 C22 69.2(6) 2_766 .
C12 C13 C14 C9 -0.4(6) . .
C12 C15 C16 C11 179.8(5) . 2_766
C12 C15 C16 C17 0.1(9) . .
C13 C12 C15 C15 -179.6(5) . 2_766
C13 C12 C15 C16 -0.3(10) . .
C14 C9 C10 C11 0.6(6) . .
C15 C12 C13 C14 179.1(4) . .
C15 C15 C16 C11 -0.8(6) 2_766 2_766
C15 C15 C16 C17 179.4(4) 2_766 .
C15 C16 C17 C18 70.8(6) . .
C15 C16 C17 C22 -111.0(5) . .
C16 C11 C12 C13 -179.8(4) 2_766 .
C16 C11 C12 C15 0.7(4) 2_766 .
C16 C17 C18 C19 179.3(4) . .
C16 C17 C18 C23 -0.3(7) . .
C16 C17 C22 C21 -178.5(4) . .
C16 C17 C22 C25 2.8(7) . .
C17 C18 C19 C20 -0.6(7) . .
C18 C17 C22 C21 -0.4(7) . .
C18 C17 C22 C25 -179.1(4) . .
C18 C19 C20 C21 -0.7(7) . .
C18 C19 C20 C24 -179.7(5) . .
C19 C20 C21 C22 1.5(7) . .
C20 C21 C22 C17 -0.9(7) . .
C20 C21 C22 C25 177.8(4) . .
C22 C17 C18 C19 1.2(7) . .
C22 C17 C18 C23 -178.4(4) . .
C23 C18 C19 C20 179.0(5) . .
C24 C20 C21 C22 -179.5(5) . .
C1' C2' C3' C4' 0.1(9) . .
C2' C1' C6' C5' 0.1(7) . .
C2' C3' C4' C5' -0.3(9) . .
C3' C4' C5' C6' 0.5(8) . .
C4' C5' C6' C1' -0.4(7) . .
C6' C1' C2' C3' 0.1(8) . .
C7' C1' C2' C3' -178.8(5) . .
C7' C1' C6' C5' 179.0(4) . .
C8' C9' C10' C11' 179.9(4) . .
C8' C9' C14' C13' 179.9(4) . .
C9' C10' C11' C12' 1.0(6) . .
C9' C10' C11' C16' 178.7(4) . 2_665
C10' C9' C14' C13' 1.2(7) . .
C10' C11' C12' C13' -0.3(6) . .
C10' C11' C12' C15' 177.5(4) . .
C11' C12' C13' C14' 0.1(7) . .
C11' C12' C15' C15' -0.3(6) . 2_665
C11' C12' C15' C16' -178.5(6) . .
C11' C16' C17' C18' -70.8(6) 2_665 .
C11' C16' C17' C22' 109.8(5) 2_665 .
C12' C13' C14' C9' -0.5(7) . .
C12' C15' C16' C11' 179.7(6) . 2_665
C12' C15' C16' C17' -1.3(9) . .
C13' C12' C15' C15' 177.1(5) . 2_665
C13' C12' C15' C16' -1.1(10) . .
C14' C9' C10' C11' -1.4(7) . .
C15' C12' C13' C14' -177.0(5) . .
C15' C15' C16' C11' 1.5(6) 2_665 2_665
C15' C15' C16' C17' -179.5(5) 2_665 .
C15' C16' C17' C18' 110.4(5) . .
C15' C16' C17' C22' -69.0(6) . .
C16' C11' C12' C13' -178.5(4) 2_665 .
C16' C11' C12' C15' -0.6(5) 2_665 .
C16' C17' C18' C19' -177.1(4) . .
C16' C17' C18' C23' 2.1(6) . .
C16' C17' C22' C21' 175.6(4) . .
C16' C17' C22' C25' -5.1(6) . .
C17' C18' C19' C20' 1.0(7) . .
C18' C17' C22' C21' -3.7(6) . .
C18' C17' C22' C25' 175.5(4) . .
C18' C19' C20' C21' -2.5(7) . .
C18' C19' C20' C24' 179.3(4) . .
C19' C20' C21' C22' 0.9(7) . .
C20' C21' C22' C17' 2.1(7) . .
C20' C21' C22' C25' -177.1(4) . .
C22' C17' C18' C19' 2.2(6) . .
C22' C17' C18' C23' -178.5(4) . .
C23' C18' C19' C20' -178.3(4) . .
C24' C20' C21' C22' 179.1(4) . .
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
1 0.500 0.000 0.500 168.3 61.2
