#------------------------------------------------------------------------------
#$Date: 2021-10-06 16:55:03 +0300 (Wed, 06 Oct 2021) $
#$Revision: 269636 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/89/7128925.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_7128925
loop_
_publ_author_name
'Hu, Jinlian'
'Xiang, Qin'
'Xu, Jun'
'Xu, Zhanqiang'
'Chen, Guang'
'Sun, Zhe'
_publ_section_title
;
 Stable and twisted 5,6:12,13-dinaphthozethrene from angular π-extension.
;
_journal_issue                   76
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              9712
_journal_page_last               9715
_journal_paper_doi               10.1039/d1cc04113d
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C58 H42, C7 H8'
_chemical_formula_sum            'C65 H50'
_chemical_formula_weight         831.05
_chemical_properties_physical
Oxygen-sensitive,Light-sensitive,Photo-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-06-08
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2021.05.01 svn.r6f5a8f70 for OlexSys, GUI svn.r6320)
;
_audit_update_record
;
2021-06-18 deposited with the CCDC.	2021-08-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.7070(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.31790(10)
_cell_length_b                   11.15600(10)
_cell_length_c                   27.3475(2)
_cell_measurement_reflns_used    97370
_cell_measurement_temperature    160
_cell_measurement_theta_max      74.2910
_cell_measurement_theta_min      1.6480
_cell_volume                     5771.07(8)
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      160
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'ROD,Synergy Custom system Hypix'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            201132
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.874
_diffrn_reflns_theta_min         2.572
_exptl_absorpt_coefficient_mu    0.407
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56943
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.45g (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    0.956
_exptl_crystal_description       block
_exptl_crystal_F_000             1760
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       0.00098(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     594
_refine_ls_number_reflns         11631
_refine_ls_number_restraints     576
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0482
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0910P)²+1.2279P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1465
_refine_ls_wR_factor_ref         0.1504
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10429
_reflns_number_total             11631
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc04113d2.cif
_cod_data_source_block           s1-0408
_cod_depositor_comments          'Adding full bibliography for 7128925.cif.'
_cod_database_code               7128925
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.980
_shelx_estimated_absorpt_t_min   0.941
_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. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C7(H7), C8(H8), C9(H9), C16(H16), C17(H17), C18(H18), C19(H19),
 C20(H20), C21(H21), C22(H22), C26(H26), C27(H27), C28(H28), C35(H35), C36(H36),
  C37(H37), C38(H38), C39(H39), C40(H40), C43(H43), C45(H45), C52(H52),
 C54(H54), C01H(H01H), C01K(H01K), C01N(H01N), C01O(H01O), C017(H017)
3.b Idealised Me refined as rotating group:
 C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C49(H49A,H49B,H49C), C56(H56A,H56B,
 H56C), C57(H57A,H57B,H57C), C58(H58A,H58B,H58C), C01P(H01A,H01B,H01C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
C1 C 0.42833(6) 0.40727(10) 0.64185(4) 0.0348(2) Uani 1 1 d . . . . .
C2 C 0.47769(6) 0.49864(10) 0.63345(4) 0.0332(2) Uani 1 1 d . . . . .
C3 C 0.45268(6) 0.60682(10) 0.61418(4) 0.0353(2) Uani 1 1 d . . . . .
H3 H 0.484995 0.666411 0.610699 0.042 Uiso 1 1 calc R U . . .
C4 C 0.37877(6) 0.63236(10) 0.59911(4) 0.0362(2) Uani 1 1 d . . . . .
C5 C 0.33105(6) 0.53350(11) 0.59442(5) 0.0382(3) Uani 1 1 d . . . . .
C6 C 0.35483(6) 0.41973(11) 0.61561(5) 0.0384(3) Uani 1 1 d . . . . .
C7 C 0.30775(7) 0.32455(12) 0.60982(6) 0.0473(3) Uani 1 1 d . . . . .
H7 H 0.322828 0.250236 0.623328 0.057 Uiso 1 1 calc R U . . .
C8 C 0.23793(7) 0.33854(13) 0.58400(6) 0.0548(4) Uani 1 1 d . . . . .
H8 H 0.207122 0.273662 0.580909 0.066 Uiso 1 1 calc R U . . .
C9 C 0.21427(7) 0.44649(13) 0.56318(6) 0.0514(3) Uani 1 1 d . . . . .
H9 H 0.167870 0.453727 0.545679 0.062 Uiso 1 1 calc R U . . .
C10 C 0.25988(6) 0.54721(12) 0.56806(5) 0.0422(3) Uani 1 1 d . . . . .
C11 C 0.23724(7) 0.65946(12) 0.54568(5) 0.0434(3) Uani 1 1 d . . . . .
C12 C 0.28314(7) 0.75799(11) 0.55340(5) 0.0415(3) Uani 1 1 d . . . . .
C13 C 0.35254(6) 0.74815(11) 0.58369(5) 0.0381(3) Uani 1 1 d . . . . .
C14 C 0.39415(7) 0.85710(11) 0.59587(5) 0.0386(3) Uani 1 1 d . . . . .
C15 C 0.37283(7) 0.96330(11) 0.56804(5) 0.0414(3) Uani 1 1 d . . . . .
C16 C 0.30634(7) 0.96518(12) 0.53357(5) 0.0483(3) Uani 1 1 d . . . . .
H16 H 0.293312 1.033346 0.514322 0.058 Uiso 1 1 calc R U . . .
C17 C 0.26223(7) 0.87053(12) 0.52835(5) 0.0484(3) Uani 1 1 d . . . . .
H17 H 0.217407 0.877573 0.508244 0.058 Uiso 1 1 calc R U . . .
C18 C 0.45346(7) 0.86556(11) 0.63550(5) 0.0409(3) Uani 1 1 d . . . . .
H18 H 0.464744 0.801208 0.657278 0.049 Uiso 1 1 calc R U . . .
C19 C 0.49504(7) 0.96698(11) 0.64267(5) 0.0445(3) Uani 1 1 d . . . . .
H19 H 0.534738 0.969367 0.668397 0.053 Uiso 1 1 calc R U . . .
C20 C 0.47775(8) 1.06615(11) 0.61143(5) 0.0461(3) Uani 1 1 d . . . . .
H20 H 0.507797 1.132073 0.614531 0.055 Uiso 1 1 calc R U . . .
C21 C 0.41601(7) 1.06566(11) 0.57606(5) 0.0444(3) Uani 1 1 d . . . . .
H21 H 0.402612 1.134190 0.557133 0.053 Uiso 1 1 calc R U . . .
C22 C 0.45248(6) 0.31274(10) 0.67263(4) 0.0341(2) Uani 1 1 d . . . . .
H22 H 0.419749 0.257401 0.679530 0.041 Uiso 1 1 calc R U . . .
C23 C 0.52560(6) 0.29483(10) 0.69472(4) 0.0329(2) Uani 1 1 d . . . . .
C24 C 0.57571(6) 0.36651(9) 0.67602(4) 0.0319(2) Uani 1 1 d . . . . .
C25 C 0.55310(6) 0.46852(10) 0.64529(4) 0.0324(2) Uani 1 1 d . . . . .
C26 C 0.60246(6) 0.53457(10) 0.62662(4) 0.0362(2) Uani 1 1 d . . . . .
H26 H 0.587717 0.600515 0.606378 0.043 Uiso 1 1 calc R U . . .
C27 C 0.67409(6) 0.50411(11) 0.63759(5) 0.0373(2) Uani 1 1 d . . . . .
H27 H 0.706456 0.550329 0.624910 0.045 Uiso 1 1 calc R U . . .
C28 C 0.69696(6) 0.40669(10) 0.66687(4) 0.0359(2) Uani 1 1 d . . . . .
H28 H 0.744786 0.387344 0.673865 0.043 Uiso 1 1 calc R U . . .
C29 C 0.64873(6) 0.33503(10) 0.68663(4) 0.0332(2) Uani 1 1 d . . . . .
C30 C 0.67083(6) 0.22874(10) 0.71416(4) 0.0353(2) Uani 1 1 d . . . . .
C31 C 0.62204(6) 0.16235(10) 0.73451(4) 0.0352(2) Uani 1 1 d . . . . .
C32 C 0.54987(6) 0.20008(10) 0.72845(4) 0.0342(2) Uani 1 1 d . . . . .
C33 C 0.50361(6) 0.13430(11) 0.75519(4) 0.0374(2) Uani 1 1 d . . . . .
C34 C 0.52600(7) 0.02058(11) 0.77623(4) 0.0409(3) Uani 1 1 d . . . . .
C35 C 0.59662(7) -0.01926(11) 0.77696(5) 0.0422(3) Uani 1 1 d . . . . .
H35 H 0.610731 -0.094504 0.789897 0.051 Uiso 1 1 calc R U . . .
C36 C 0.64295(7) 0.05003(11) 0.75932(4) 0.0399(3) Uani 1 1 d . . . . .
H36 H 0.689663 0.024952 0.763197 0.048 Uiso 1 1 calc R U . . .
C37 C 0.43876(7) 0.17933(13) 0.76361(5) 0.0446(3) Uani 1 1 d . . . . .
H37 H 0.425476 0.257252 0.753847 0.054 Uiso 1 1 calc R U . . .
C38 C 0.39472(8) 0.11061(15) 0.78592(5) 0.0546(3) Uani 1 1 d . . . . .
H38 H 0.351605 0.141571 0.790110 0.066 Uiso 1 1 calc R U . . .
C39 C 0.41437(8) -0.00493(15) 0.80225(6) 0.0584(4) Uani 1 1 d . . . . .
H39 H 0.383474 -0.052725 0.815695 0.070 Uiso 1 1 calc R U . . .
C40 C 0.47949(8) -0.04788(13) 0.79841(5) 0.0513(3) Uani 1 1 d . . . . .
H40 H 0.493228 -0.123806 0.810708 0.062 Uiso 1 1 calc R U . . .
C41 C 0.74586(6) 0.18920(10) 0.71902(4) 0.0358(2) Uani 1 1 d . . . . .
C42 C 0.76617(7) 0.12472(11) 0.68018(5) 0.0399(3) Uani 1 1 d . . . . .
C43 C 0.83689(7) 0.09312(12) 0.68446(5) 0.0453(3) Uani 1 1 d . . . . .
H43 H 0.850313 0.049968 0.658810 0.054 Uiso 1 1 calc R U . . .
C44 C 0.88800(7) 0.12435(12) 0.72607(5) 0.0459(3) Uani 1 1 d . . . . .
C45 C 0.86660(7) 0.18799(12) 0.76381(5) 0.0434(3) Uani 1 1 d . . . . .
H45 H 0.900257 0.209601 0.791800 0.052 Uiso 1 1 calc R U . . .
C46 C 0.79647(6) 0.22082(11) 0.76136(5) 0.0385(3) Uani 1 1 d . . . . .
C47 C 0.77602(8) 0.29029(13) 0.80336(5) 0.0493(3) Uani 1 1 d . . . . .
H47A H 0.753603 0.363893 0.790646 0.074 Uiso 1 1 calc R U . . .
H47B H 0.817563 0.307765 0.828179 0.074 Uiso 1 1 calc R U . . .
H47C H 0.743843 0.243573 0.818081 0.074 Uiso 1 1 calc R U . . .
C48 C 0.96434(8) 0.08981(17) 0.72980(7) 0.0635(4) Uani 1 1 d . . . . .
H48A H 0.992765 0.127173 0.758634 0.095 Uiso 1 1 calc R U . . .
H48B H 0.979855 0.115951 0.700345 0.095 Uiso 1 1 calc R U . . .
H48C H 0.969000 0.004309 0.732782 0.095 Uiso 1 1 calc R U . . .
C49 C 0.71227(8) 0.09060(13) 0.63436(5) 0.0509(3) Uani 1 1 d . . . . .
H49A H 0.734139 0.040783 0.613197 0.076 Uiso 1 1 calc R U . . .
H49B H 0.694070 0.161752 0.616549 0.076 Uiso 1 1 calc R U . . .
H49C H 0.674261 0.047516 0.644151 0.076 Uiso 1 1 calc R U . . .
C50 C 0.16457(6) 0.67036(12) 0.51411(5) 0.0420(3) Uani 1 1 d . . . . .
C51 C 0.10681(7) 0.69110(14) 0.53659(5) 0.0493(3) Uani 1 1 d . . . . .
C52 C 0.03974(7) 0.69954(14) 0.50666(6) 0.0518(3) Uani 1 1 d . . . . .
H52 H 0.001326 0.713405 0.521611 0.062 Uiso 1 1 calc R U . . .
C53 C 0.02836(7) 0.68800(14) 0.45551(6) 0.0507(3) Uani 1 1 d . . . . .
C54 C 0.08640(7) 0.66771(15) 0.43400(6) 0.0536(3) Uani 1 1 d . . . . .
H54 H 0.079595 0.660406 0.399478 0.064 Uiso 1 1 calc R U . . .
C55 C 0.15419(7) 0.65800(13) 0.46239(5) 0.0479(3) Uani 1 1 d . . . . .
C56 C 0.21604(9) 0.6364(2) 0.43737(7) 0.0717(5) Uani 1 1 d . . . . .
H56A H 0.241760 0.567049 0.451794 0.108 Uiso 1 1 calc R U . . .
H56B H 0.246666 0.705012 0.442148 0.108 Uiso 1 1 calc R U . . .
H56C H 0.198961 0.623441 0.402295 0.108 Uiso 1 1 calc R U . . .
C57 C -0.04485(8) 0.6962(2) 0.42348(8) 0.0757(5) Uani 1 1 d . . . . .
H57A H -0.063462 0.616919 0.416139 0.114 Uiso 1 1 calc R U . . .
H57B H -0.042696 0.736810 0.392890 0.114 Uiso 1 1 calc R U . . .
H57C H -0.075014 0.739917 0.441029 0.114 Uiso 1 1 calc R U . . .
C58 C 0.11626(10) 0.7038(2) 0.59233(6) 0.0784(6) Uani 1 1 d . . . . .
H58A H 0.137901 0.632613 0.608249 0.118 Uiso 1 1 calc R U . . .
H58B H 0.070980 0.715307 0.600994 0.118 Uiso 1 1 calc R U . . .
H58C H 0.145911 0.771681 0.603315 0.118 Uiso 1 1 calc R U . . .
C01H C 0.43945(9) 0.35573(13) 0.50973(5) 0.0529(3) Uani 1 1 d . . . . .
H01H H 0.453125 0.421908 0.530083 0.063 Uiso 1 1 calc R U . . .
C01K C 0.34761(8) 0.24298(16) 0.45730(6) 0.0579(3) Uani 1 1 d . . . . .
H01K H 0.300181 0.232333 0.442673 0.070 Uiso 1 1 calc R U . . .
C01N C 0.39753(8) 0.16182(14) 0.44852(5) 0.0541(3) Uani 1 1 d . . . . .
H01N H 0.383826 0.096751 0.427530 0.065 Uiso 1 1 calc R U . . .
C01O C 0.36863(9) 0.34028(15) 0.48802(6) 0.0583(4) Uani 1 1 d . . . . .
H01O H 0.335280 0.395415 0.494133 0.070 Uiso 1 1 calc R U . . .
C01P C 0.56719(9) 0.28942(17) 0.52614(6) 0.0626(4) Uani 1 1 d . . . . .
H01A H 0.592281 0.216566 0.522812 0.094 Uiso 1 1 calc R U . . .
H01B H 0.570994 0.307514 0.560904 0.094 Uiso 1 1 calc R U . . .
H01C H 0.587193 0.353804 0.510274 0.094 Uiso 1 1 calc R U . . .
C014 C 0.49033(8) 0.27427(12) 0.50167(5) 0.0471(3) Uani 1 1 d . . . . .
C017 C 0.46780(8) 0.17684(13) 0.47080(5) 0.0483(3) Uani 1 1 d . . . . .
H017 H 0.500777 0.120609 0.465035 0.058 Uiso 1 1 calc R U . . .
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
_geom_angle_publ_flag
C2 C1 C6 117.46(10) . . ?
C22 C1 C2 119.13(10) . . ?
C22 C1 C6 123.39(11) . . ?
C1 C2 C25 117.47(10) . . ?
C3 C2 C1 119.43(10) . . ?
C3 C2 C25 123.09(10) . . ?
C2 C3 H3 118.6 . . ?
C2 C3 C4 122.75(11) . . ?
C4 C3 H3 118.6 . . ?
C5 C4 C3 117.42(10) . . ?
C13 C4 C3 122.77(11) . . ?
C13 C4 C5 119.44(11) . . ?
C4 C5 C6 120.04(10) . . ?
C10 C5 C4 120.14(11) . . ?
C10 C5 C6 119.82(11) . . ?
C5 C6 C1 118.88(10) . . ?
C7 C6 C1 122.18(11) . . ?
C7 C6 C5 118.93(11) . . ?
C6 C7 H7 119.5 . . ?
C6 C7 C8 121.02(12) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 120.94(13) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 H9 119.7 . . ?
C8 C9 C10 120.60(12) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C5 118.69(11) . . ?
C9 C10 C11 121.74(11) . . ?
C11 C10 C5 119.52(11) . . ?
C10 C11 C50 119.35(12) . . ?
C12 C11 C10 119.71(11) . . ?
C12 C11 C50 120.93(11) . . ?
C11 C12 C13 121.15(11) . . ?
C11 C12 C17 120.11(11) . . ?
C13 C12 C17 118.65(12) . . ?
C4 C13 C12 118.56(11) . . ?
C4 C13 C14 122.92(11) . . ?
C12 C13 C14 118.48(10) . . ?
C15 C14 C13 119.04(11) . . ?
C18 C14 C13 123.72(11) . . ?
C18 C14 C15 117.18(11) . . ?
C14 C15 C16 119.23(12) . . ?
C21 C15 C14 119.67(12) . . ?
C21 C15 C16 121.06(11) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 C15 121.51(12) . . ?
C17 C16 H16 119.2 . . ?
C12 C17 H17 119.3 . . ?
C16 C17 C12 121.34(12) . . ?
C16 C17 H17 119.3 . . ?
C14 C18 H18 119.2 . . ?
C19 C18 C14 121.53(11) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.22(12) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.54(12) . . ?
C21 C20 H20 120.2 . . ?
C15 C21 H21 119.5 . . ?
C20 C21 C15 121.05(12) . . ?
C20 C21 H21 119.5 . . ?
C1 C22 H22 118.3 . . ?
C1 C22 C23 123.34(11) . . ?
C23 C22 H22 118.3 . . ?
C24 C23 C22 116.93(10) . . ?
C32 C23 C22 123.04(10) . . ?
C32 C23 C24 119.45(10) . . ?
C23 C24 C25 120.53(10) . . ?
C29 C24 C23 120.27(10) . . ?
C29 C24 C25 119.18(10) . . ?
C24 C25 C2 118.94(10) . . ?
C26 C25 C2 121.69(10) . . ?
C26 C25 C24 119.35(10) . . ?
C25 C26 H26 119.4 . . ?
C25 C26 C27 121.24(11) . . ?
C27 C26 H26 119.4 . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.45(11) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.82(11) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 C24 118.96(10) . . ?
C28 C29 C30 121.50(10) . . ?
C30 C29 C24 119.43(10) . . ?
C29 C30 C41 118.32(10) . . ?
C31 C30 C29 119.82(10) . . ?
C31 C30 C41 121.83(10) . . ?
C30 C31 C32 121.09(10) . . ?
C30 C31 C36 119.97(11) . . ?
C32 C31 C36 118.83(11) . . ?
C23 C32 C31 118.63(11) . . ?
C23 C32 C33 122.99(11) . . ?
C31 C32 C33 118.28(10) . . ?
C34 C33 C32 118.89(11) . . ?
C37 C33 C32 123.77(11) . . ?
C37 C33 C34 117.28(11) . . ?
C33 C34 C35 119.54(11) . . ?
C40 C34 C33 119.32(12) . . ?
C40 C34 C35 121.05(12) . . ?
C34 C35 H35 119.4 . . ?
C36 C35 C34 121.24(11) . . ?
C36 C35 H35 119.4 . . ?
C31 C36 H36 119.2 . . ?
C35 C36 C31 121.66(11) . . ?
C35 C36 H36 119.2 . . ?
C33 C37 H37 119.2 . . ?
C38 C37 C33 121.53(13) . . ?
C38 C37 H37 119.2 . . ?
C37 C38 H38 119.8 . . ?
C37 C38 C39 120.35(14) . . ?
C39 C38 H38 119.8 . . ?
C38 C39 H39 120.2 . . ?
C40 C39 C38 119.63(14) . . ?
C40 C39 H39 120.2 . . ?
C34 C40 H40 119.3 . . ?
C39 C40 C34 121.32(13) . . ?
C39 C40 H40 119.3 . . ?
C42 C41 C30 119.93(10) . . ?
C46 C41 C30 120.04(11) . . ?
C46 C41 C42 119.97(11) . . ?
C41 C42 C49 120.46(11) . . ?
C43 C42 C41 119.10(12) . . ?
C43 C42 C49 120.44(12) . . ?
C42 C43 H43 119.1 . . ?
C44 C43 C42 121.79(13) . . ?
C44 C43 H43 119.1 . . ?
C43 C44 C48 120.90(14) . . ?
C45 C44 C43 117.97(12) . . ?
C45 C44 C48 121.13(13) . . ?
C44 C45 H45 118.8 . . ?
C44 C45 C46 122.31(12) . . ?
C46 C45 H45 118.8 . . ?
C41 C46 C47 120.93(11) . . ?
C45 C46 C41 118.87(12) . . ?
C45 C46 C47 120.20(11) . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C44 C48 H48A 109.5 . . ?
C44 C48 H48B 109.5 . . ?
C44 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C42 C49 H49A 109.5 . . ?
C42 C49 H49B 109.5 . . ?
C42 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C51 C50 C11 119.91(12) . . ?
C55 C50 C11 120.15(12) . . ?
C55 C50 C51 119.93(12) . . ?
C50 C51 C58 121.17(13) . . ?
C52 C51 C50 118.99(13) . . ?
C52 C51 C58 119.84(13) . . ?
C51 C52 H52 119.0 . . ?
C53 C52 C51 122.01(13) . . ?
C53 C52 H52 119.0 . . ?
C52 C53 C54 118.03(13) . . ?
C52 C53 C57 121.47(14) . . ?
C54 C53 C57 120.50(14) . . ?
C53 C54 H54 119.0 . . ?
C55 C54 C53 121.96(14) . . ?
C55 C54 H54 119.0 . . ?
C50 C55 C56 120.70(12) . . ?
C54 C55 C50 119.08(12) . . ?
C54 C55 C56 120.22(13) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C53 C57 H57A 109.5 . . ?
C53 C57 H57B 109.5 . . ?
C53 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C51 C58 H58A 109.5 . . ?
C51 C58 H58B 109.5 . . ?
C51 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C01O C01H H01H 119.4 . . ?
C01O C01H C014 121.27(14) . . ?
C014 C01H H01H 119.4 . . ?
C01N C01K H01K 120.3 . . ?
C01N C01K C01O 119.47(14) . . ?
C01O C01K H01K 120.3 . . ?
C01K C01N H01N 119.9 . . ?
C01K C01N C017 120.21(14) . . ?
C017 C01N H01N 119.9 . . ?
C01H C01O H01O 120.0 . . ?
C01K C01O C01H 120.02(14) . . ?
C01K C01O H01O 120.0 . . ?
H01A C01P H01B 109.5 . . ?
H01A C01P H01C 109.5 . . ?
H01B C01P H01C 109.5 . . ?
C014 C01P H01A 109.5 . . ?
C014 C01P H01B 109.5 . . ?
C014 C01P H01C 109.5 . . ?
C01H C014 C01P 121.37(13) . . ?
C01H C014 C017 117.61(14) . . ?
C017 C014 C01P 121.01(14) . . ?
C01N C017 C014 121.41(14) . . ?
C01N C017 H017 119.3 . . ?
C014 C017 H017 119.3 . . ?
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
C1 C2 1.4457(16) . ?
C1 C6 1.4619(16) . ?
C1 C22 1.3707(16) . ?
C2 C3 1.3653(16) . ?
C2 C25 1.4657(15) . ?
C3 H3 0.9300 . ?
C3 C4 1.4321(16) . ?
C4 C5 1.4263(17) . ?
C4 C13 1.4200(16) . ?
C5 C6 1.4316(16) . ?
C5 C10 1.4252(17) . ?
C6 C7 1.3861(18) . ?
C7 H7 0.9300 . ?
C7 C8 1.3985(18) . ?
C8 H8 0.9300 . ?
C8 C9 1.3703(19) . ?
C9 H9 0.9300 . ?
C9 C10 1.4173(19) . ?
C10 C11 1.4232(17) . ?
C11 C12 1.4012(19) . ?
C11 C50 1.4963(17) . ?
C12 C13 1.4301(17) . ?
C12 C17 1.4479(17) . ?
C13 C14 1.4581(17) . ?
C14 C15 1.4231(16) . ?
C14 C18 1.4113(17) . ?
C15 C16 1.4310(19) . ?
C15 C21 1.4049(19) . ?
C16 H16 0.9300 . ?
C16 C17 1.346(2) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.3784(18) . ?
C19 H19 0.9300 . ?
C19 C20 1.3962(18) . ?
C20 H20 0.9300 . ?
C20 C21 1.375(2) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.4331(16) . ?
C23 C24 1.4277(16) . ?
C23 C32 1.4188(15) . ?
C24 C25 1.4294(15) . ?
C24 C29 1.4252(15) . ?
C25 C26 1.3823(16) . ?
C26 H26 0.9300 . ?
C26 C27 1.3970(16) . ?
C27 H27 0.9300 . ?
C27 C28 1.3690(16) . ?
C28 H28 0.9300 . ?
C28 C29 1.4155(17) . ?
C29 C30 1.4229(15) . ?
C30 C31 1.3998(17) . ?
C30 C41 1.4950(16) . ?
C31 C32 1.4334(16) . ?
C31 C36 1.4431(16) . ?
C32 C33 1.4618(17) . ?
C33 C34 1.4236(17) . ?
C33 C37 1.4112(18) . ?
C34 C35 1.4312(18) . ?
C34 C40 1.4070(19) . ?
C35 H35 0.9300 . ?
C35 C36 1.3441(18) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C37 C38 1.376(2) . ?
C38 H38 0.9300 . ?
C38 C39 1.391(2) . ?
C39 H39 0.9300 . ?
C39 C40 1.370(2) . ?
C40 H40 0.9300 . ?
C41 C42 1.4031(18) . ?
C41 C46 1.4005(17) . ?
C42 C43 1.3926(18) . ?
C42 C49 1.5065(18) . ?
C43 H43 0.9300 . ?
C43 C44 1.391(2) . ?
C44 C45 1.383(2) . ?
C44 C48 1.5075(19) . ?
C45 H45 0.9300 . ?
C45 C46 1.3919(18) . ?
C46 C47 1.5034(19) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 C51 1.3981(19) . ?
C50 C55 1.395(2) . ?
C51 C52 1.3882(19) . ?
C51 C58 1.505(2) . ?
C52 H52 0.9300 . ?
C52 C53 1.377(2) . ?
C53 C54 1.386(2) . ?
C53 C57 1.508(2) . ?
C54 H54 0.9300 . ?
C54 C55 1.3845(19) . ?
C55 C56 1.512(2) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C01H H01H 0.9300 . ?
C01H C01O 1.387(2) . ?
C01H C014 1.389(2) . ?
C01K H01K 0.9300 . ?
C01K C01N 1.379(2) . ?
C01K C01O 1.382(2) . ?
C01N H01N 0.9300 . ?
C01N C017 1.381(2) . ?
C01O H01O 0.9300 . ?
C01P H01A 0.9600 . ?
C01P H01B 0.9600 . ?
C01P H01C 0.9600 . ?
C01P C014 1.509(2) . ?
C014 C017 1.3909(19) . ?
C017 H017 0.9300 . ?
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
C1 C2 C3 C4 -3.56(18) . . . . ?
C1 C2 C25 C24 -16.30(15) . . . . ?
C1 C2 C25 C26 162.24(11) . . . . ?
C1 C6 C7 C8 -179.19(14) . . . . ?
C1 C22 C23 C24 -11.97(17) . . . . ?
C1 C22 C23 C32 176.84(11) . . . . ?
C2 C1 C6 C5 -16.67(17) . . . . ?
C2 C1 C6 C7 162.20(13) . . . . ?
C2 C1 C22 C23 -4.24(18) . . . . ?
C2 C3 C4 C5 -13.43(18) . . . . ?
C2 C3 C4 C13 173.65(12) . . . . ?
C2 C25 C26 C27 -179.12(11) . . . . ?
C3 C2 C25 C24 165.06(11) . . . . ?
C3 C2 C25 C26 -16.39(17) . . . . ?
C3 C4 C5 C6 14.89(18) . . . . ?
C3 C4 C5 C10 -164.26(12) . . . . ?
C3 C4 C13 C12 158.26(12) . . . . ?
C3 C4 C13 C14 -19.50(19) . . . . ?
C4 C5 C6 C1 -0.03(18) . . . . ?
C4 C5 C6 C7 -178.95(13) . . . . ?
C4 C5 C10 C9 178.66(13) . . . . ?
C4 C5 C10 C11 1.2(2) . . . . ?
C4 C13 C14 C15 162.37(12) . . . . ?
C4 C13 C14 C18 -20.46(19) . . . . ?
C5 C4 C13 C12 -14.53(18) . . . . ?
C5 C4 C13 C14 167.72(12) . . . . ?
C5 C6 C7 C8 -0.3(2) . . . . ?
C5 C10 C11 C12 -5.5(2) . . . . ?
C5 C10 C11 C50 174.40(12) . . . . ?
C6 C1 C2 C3 18.57(16) . . . . ?
C6 C1 C2 C25 -160.11(11) . . . . ?
C6 C1 C22 C23 174.09(11) . . . . ?
C6 C5 C10 C9 -0.5(2) . . . . ?
C6 C5 C10 C11 -177.93(12) . . . . ?
C6 C7 C8 C9 0.7(3) . . . . ?
C7 C8 C9 C10 -1.0(3) . . . . ?
C8 C9 C10 C5 0.9(2) . . . . ?
C8 C9 C10 C11 178.29(15) . . . . ?
C9 C10 C11 C12 177.13(14) . . . . ?
C9 C10 C11 C50 -3.0(2) . . . . ?
C10 C5 C6 C1 179.12(11) . . . . ?
C10 C5 C6 C7 0.2(2) . . . . ?
C10 C11 C12 C13 -0.3(2) . . . . ?
C10 C11 C12 C17 176.22(13) . . . . ?
C10 C11 C50 C51 83.54(17) . . . . ?
C10 C11 C50 C55 -95.44(16) . . . . ?
C11 C12 C13 C4 10.39(19) . . . . ?
C11 C12 C13 C14 -171.75(12) . . . . ?
C11 C12 C17 C16 -177.39(14) . . . . ?
C11 C50 C51 C52 -179.26(13) . . . . ?
C11 C50 C51 C58 0.5(2) . . . . ?
C11 C50 C55 C54 179.60(13) . . . . ?
C11 C50 C55 C56 -1.4(2) . . . . ?
C12 C11 C50 C51 -96.55(17) . . . . ?
C12 C11 C50 C55 84.47(17) . . . . ?
C12 C13 C14 C15 -15.38(18) . . . . ?
C12 C13 C14 C18 161.79(12) . . . . ?
C13 C4 C5 C6 -171.94(12) . . . . ?
C13 C4 C5 C10 8.90(19) . . . . ?
C13 C12 C17 C16 -0.8(2) . . . . ?
C13 C14 C15 C16 8.33(18) . . . . ?
C13 C14 C15 C21 -173.90(12) . . . . ?
C13 C14 C18 C19 173.83(12) . . . . ?
C14 C15 C16 C17 2.8(2) . . . . ?
C14 C15 C21 C20 -1.9(2) . . . . ?
C14 C18 C19 C20 2.1(2) . . . . ?
C15 C14 C18 C19 -8.95(19) . . . . ?
C15 C16 C17 C12 -6.7(2) . . . . ?
C16 C15 C21 C20 175.88(13) . . . . ?
C17 C12 C13 C4 -166.21(12) . . . . ?
C17 C12 C13 C14 11.64(18) . . . . ?
C18 C14 C15 C16 -169.03(12) . . . . ?
C18 C14 C15 C21 8.75(18) . . . . ?
C18 C19 C20 C21 5.2(2) . . . . ?
C19 C20 C21 C15 -5.2(2) . . . . ?
C21 C15 C16 C17 -174.98(14) . . . . ?
C22 C1 C2 C3 -162.99(11) . . . . ?
C22 C1 C2 C25 18.32(16) . . . . ?
C22 C1 C6 C5 164.96(12) . . . . ?
C22 C1 C6 C7 -16.2(2) . . . . ?
C22 C23 C24 C25 13.66(15) . . . . ?
C22 C23 C24 C29 -164.51(10) . . . . ?
C22 C23 C32 C31 157.70(11) . . . . ?
C22 C23 C32 C33 -18.60(17) . . . . ?
C23 C24 C25 C2 0.25(16) . . . . ?
C23 C24 C25 C26 -178.33(10) . . . . ?
C23 C24 C29 C28 178.94(10) . . . . ?
C23 C24 C29 C30 2.70(16) . . . . ?
C23 C32 C33 C34 161.63(11) . . . . ?
C23 C32 C33 C37 -21.47(18) . . . . ?
C24 C23 C32 C31 -13.28(16) . . . . ?
C24 C23 C32 C33 170.42(10) . . . . ?
C24 C25 C26 C27 -0.58(17) . . . . ?
C24 C29 C30 C31 -5.95(16) . . . . ?
C24 C29 C30 C41 172.09(10) . . . . ?
C25 C2 C3 C4 175.04(11) . . . . ?
C25 C24 C29 C28 0.75(16) . . . . ?
C25 C24 C29 C30 -175.49(10) . . . . ?
C25 C26 C27 C28 0.69(18) . . . . ?
C26 C27 C28 C29 -0.05(18) . . . . ?
C27 C28 C29 C24 -0.66(17) . . . . ?
C27 C28 C29 C30 175.49(11) . . . . ?
C28 C29 C30 C31 177.91(11) . . . . ?
C28 C29 C30 C41 -4.04(16) . . . . ?
C29 C24 C25 C2 178.44(10) . . . . ?
C29 C24 C25 C26 -0.14(16) . . . . ?
C29 C30 C31 C32 -0.50(17) . . . . ?
C29 C30 C31 C36 175.51(10) . . . . ?
C29 C30 C41 C42 -81.70(14) . . . . ?
C29 C30 C41 C46 95.59(13) . . . . ?
C30 C31 C32 C23 10.18(17) . . . . ?
C30 C31 C32 C33 -173.35(10) . . . . ?
C30 C31 C36 C35 -176.41(12) . . . . ?
C30 C41 C42 C43 177.27(11) . . . . ?
C30 C41 C42 C49 -2.47(18) . . . . ?
C30 C41 C46 C45 -176.81(11) . . . . ?
C30 C41 C46 C47 2.47(18) . . . . ?
C31 C30 C41 C42 96.30(14) . . . . ?
C31 C30 C41 C46 -86.41(15) . . . . ?
C31 C32 C33 C34 -14.69(16) . . . . ?
C31 C32 C33 C37 162.22(12) . . . . ?
C32 C23 C24 C25 -174.82(10) . . . . ?
C32 C23 C24 C29 7.02(16) . . . . ?
C32 C31 C36 C35 -0.31(18) . . . . ?
C32 C33 C34 C35 8.69(17) . . . . ?
C32 C33 C34 C40 -174.77(12) . . . . ?
C32 C33 C37 C38 175.37(12) . . . . ?
C33 C34 C35 C36 1.74(19) . . . . ?
C33 C34 C40 C39 -3.1(2) . . . . ?
C33 C37 C38 C39 2.0(2) . . . . ?
C34 C33 C37 C38 -7.68(19) . . . . ?
C34 C35 C36 C31 -6.07(19) . . . . ?
C35 C34 C40 C39 173.40(14) . . . . ?
C36 C31 C32 C23 -165.88(10) . . . . ?
C36 C31 C32 C33 10.60(16) . . . . ?
C37 C33 C34 C35 -168.42(12) . . . . ?
C37 C33 C34 C40 8.12(18) . . . . ?
C37 C38 C39 C40 3.4(2) . . . . ?
C38 C39 C40 C34 -2.8(2) . . . . ?
C40 C34 C35 C36 -174.74(13) . . . . ?
C41 C30 C31 C32 -178.47(11) . . . . ?
C41 C30 C31 C36 -2.46(17) . . . . ?
C41 C42 C43 C44 -0.38(19) . . . . ?
C42 C41 C46 C45 0.48(18) . . . . ?
C42 C41 C46 C47 179.76(12) . . . . ?
C42 C43 C44 C45 0.3(2) . . . . ?
C42 C43 C44 C48 -179.65(13) . . . . ?
C43 C44 C45 C46 0.2(2) . . . . ?
C44 C45 C46 C41 -0.55(19) . . . . ?
C44 C45 C46 C47 -179.84(13) . . . . ?
C46 C41 C42 C43 -0.03(18) . . . . ?
C46 C41 C42 C49 -179.77(12) . . . . ?
C48 C44 C45 C46 -179.88(13) . . . . ?
C49 C42 C43 C44 179.36(13) . . . . ?
C50 C11 C12 C13 179.76(12) . . . . ?
C50 C11 C12 C17 -3.7(2) . . . . ?
C50 C51 C52 C53 0.1(2) . . . . ?
C51 C50 C55 C54 0.6(2) . . . . ?
C51 C50 C55 C56 179.57(16) . . . . ?
C51 C52 C53 C54 -0.2(2) . . . . ?
C51 C52 C53 C57 179.39(16) . . . . ?
C52 C53 C54 C55 0.5(2) . . . . ?
C53 C54 C55 C50 -0.8(2) . . . . ?
C53 C54 C55 C56 -179.72(17) . . . . ?
C55 C50 C51 C52 -0.3(2) . . . . ?
C55 C50 C51 C58 179.50(16) . . . . ?
C57 C53 C54 C55 -179.04(16) . . . . ?
C58 C51 C52 C53 -179.72(17) . . . . ?
C01H C014 C017 C01N 0.6(2) . . . . ?
C01K C01N C017 C014 -1.2(2) . . . . ?
C01N C01K C01O C01H 0.0(2) . . . . ?
C01O C01H C014 C01P -178.65(14) . . . . ?
C01O C01H C014 C017 0.3(2) . . . . ?
C01O C01K C01N C017 0.9(2) . . . . ?
C01P C014 C017 C01N 179.56(14) . . . . ?
C014 C01H C01O C01K -0.6(2) . . . . ?
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
_smtbx_masks_void_content
1 -0.335 -0.730 -0.835 1766.8 434.7 '8 toluene'
