#------------------------------------------------------------------------------
#$Date: 2025-03-04 21:06:11 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298104 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/35/1573595.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_1573595
loop_
_publ_author_name
'Bae, Sungryul'
'Jeong, Younjae'
'Lee, Dongwhan'
_publ_section_title
;
 Mutually antagonistic molecular clips: symmetry-breaking non-covalent
 bonds at the chiral-nonchiral interface.
;
_journal_issue                   8
_journal_name_full               'Chemical science'
_journal_page_first              3459
_journal_page_last               3469
_journal_paper_doi               10.1039/d4sc07655a
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C40 H33 N5 O5, 1[C7H8]'
_chemical_formula_sum            'C47 H41 N5 O5'
_chemical_formula_weight         755.85
_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   mixed
_audit_creation_date             2024-07-10
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-07-10 deposited with the CCDC.	2025-01-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.258(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.0754(15)
_cell_length_b                   19.067(2)
_cell_length_c                   15.680(2)
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      25.177
_cell_measurement_theta_min      2.333
_cell_volume                     3788.7(8)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0715
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            33857
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.360
_diffrn_reflns_theta_min         2.112
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1229 before and 0.0854 after correction.
The Ratio of minimum to maximum transmission is 0.8583.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_description       block
_exptl_crystal_F_000             1592
_exptl_crystal_size_max          0.178
_exptl_crystal_size_mid          0.167
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.656
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     509
_refine_ls_number_reflns         7569
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.1369
_refine_ls_R_factor_gt           0.0787
_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)+(0.1362P)²+4.7308P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2005
_refine_ls_wR_factor_ref         0.2743
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4541
_reflns_number_total             7569
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc07655a4.cif
_cod_data_source_block           raccstarni
_cod_depositor_comments
'Adding full bibliography for 1573595--1573598.cif.'
_cod_database_code               1573595
_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   0.986
_shelx_estimated_absorpt_t_min   0.985
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C015(H01A,H01B), C018(H01E,H01F), C01B(H01I,H01J)
1.b Aromatic/amide H refined with riding coordinates:
 N007(H007), C00P(H00P), C00R(H00R), C00U(H00U), C00V(H00V), C00X(H00X),
 C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011), C012(H012), C013(H013),
 C014(H014), C016(H016), C019(H019), C01C(H01K)
1.c Idealised Me refined as rotating group:
 C01K(H01L,H01M,H01N)
;
_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
O001 O 0.4752(2) 0.76278(13) 0.56838(18) 0.0383(6) Uani 1 1 d . . . . .
O002 O 0.34583(19) 0.35083(13) 0.78293(18) 0.0379(6) Uani 1 1 d . . . . .
O003 O 0.5060(2) 0.82512(14) 0.29601(18) 0.0397(6) Uani 1 1 d . . . . .
O004 O 0.2734(2) 0.23673(13) 0.86689(18) 0.0434(7) Uani 1 1 d . . . . .
N005 N 0.4907(2) 0.79241(14) 0.4320(2) 0.0306(7) Uani 1 1 d . . . . .
O006 O 0.4325(2) 0.12849(14) 0.9297(2) 0.0502(8) Uani 1 1 d . . . . .
N007 N 0.3331(2) 0.67757(14) 0.3717(2) 0.0307(7) Uani 1 1 d . . . . .
H007 H 0.396252 0.658422 0.385514 0.072(16) Uiso 1 1 calc R . . . .
N008 N 0.4597(2) 0.38394(15) 0.6022(2) 0.0326(7) Uani 1 1 d . . . . .
N009 N 0.2618(2) 0.52428(14) 0.4038(2) 0.0316(7) Uani 1 1 d . . . . .
N00A N 0.3063(2) 0.54747(15) 0.2671(2) 0.0332(7) Uani 1 1 d . . . . .
C00B C 0.5495(3) 0.80378(17) 0.3689(2) 0.0311(8) Uani 1 1 d . . . . .
C00C C 0.7088(3) 0.76405(17) 0.4826(3) 0.0310(8) Uani 1 1 d . . . . .
C00D C 0.5333(3) 0.76954(17) 0.5184(2) 0.0301(8) Uani 1 1 d . . . . .
C00E C 0.3785(3) 0.80393(18) 0.4054(2) 0.0302(7) Uani 1 1 d . . . . .
C00F C 0.3106(3) 0.74812(18) 0.3779(2) 0.0305(8) Uani 1 1 d . . . . .
C00G C 0.3424(3) 0.48685(17) 0.3974(2) 0.0307(8) Uani 1 1 d . . . . .
C00H C 0.2388(3) 0.64262(18) 0.3400(2) 0.0305(8) Uani 1 1 d . . . . .
C00I C 0.6633(3) 0.78773(17) 0.3962(2) 0.0305(8) Uani 1 1 d . . . . .
C00J C 0.1564(3) 0.68798(18) 0.3264(2) 0.0315(8) Uani 1 1 d . . . . .
C00K C 0.2003(3) 0.75684(17) 0.3505(2) 0.0302(8) Uani 1 1 d . . . . .
C00L C 0.3817(3) 0.41729(17) 0.5432(2) 0.0305(8) Uani 1 1 d . . . . .
C00M C 0.6469(3) 0.75499(18) 0.5435(2) 0.0319(8) Uani 1 1 d . . . . .
C00N C 0.3487(3) 0.37549(18) 0.7024(2) 0.0335(8) Uani 1 1 d . . . . .
C00O C 0.4044(3) 0.43669(17) 0.4585(2) 0.0308(8) Uani 1 1 d . . . . .
C00P C 0.2857(3) 0.43033(18) 0.5629(3) 0.0340(8) Uani 1 1 d . . . . .
H00P H 0.231459 0.453899 0.521340 0.043(11) Uiso 1 1 calc R . . . .
C00Q C 0.2329(3) 0.56524(17) 0.3211(2) 0.0324(8) Uani 1 1 d . . . . .
C00R C 0.7241(3) 0.79602(18) 0.3364(3) 0.0338(8) Uani 1 1 d . . . . .
H00R H 0.693221 0.811417 0.278132 0.030(10) Uiso 1 1 calc R . . . .
C00S C 0.0437(3) 0.66559(19) 0.2931(3) 0.0354(8) Uani 1 1 d . . . . .
C00T C 0.8191(3) 0.74879(19) 0.5087(3) 0.0354(8) Uani 1 1 d . . . . .
C00U C 0.4430(3) 0.36450(18) 0.6788(3) 0.0338(8) Uani 1 1 d . . . . .
H00U H 0.498755 0.341779 0.719896 0.033(10) Uiso 1 1 calc R . . . .
C00V C 0.3352(3) 0.86949(18) 0.4060(3) 0.0350(8) Uani 1 1 d . . . . .
H00V H 0.380124 0.908557 0.424942 0.050(12) Uiso 1 1 calc R . . . .
C00W C 0.3690(3) 0.50187(18) 0.3126(3) 0.0340(8) Uani 1 1 d . . . . .
C00X C 0.1577(3) 0.82415(19) 0.3513(3) 0.0347(8) Uani 1 1 d . . . . .
H00X H 0.083632 0.831479 0.333065 0.019(8) Uiso 1 1 calc R . . . .
C00Y C 0.2682(3) 0.40909(18) 0.6434(3) 0.0365(8) Uani 1 1 d . . . . .
H00Y H 0.202465 0.417625 0.657080 0.071(15) Uiso 1 1 calc R . . . .
C00Z C 0.4579(3) 0.46744(18) 0.2898(3) 0.0347(8) Uani 1 1 d . . . . .
H00Z H 0.475426 0.475819 0.235420 0.030(9) Uiso 1 1 calc R . . . .
C010 C 0.4878(3) 0.40790(18) 0.4328(3) 0.0358(8) Uani 1 1 d . . . . .
H010 H 0.531436 0.375813 0.471827 0.030(9) Uiso 1 1 calc R . . . .
C011 C 0.8788(3) 0.75850(19) 0.4456(3) 0.0389(9) Uani 1 1 d . . . . .
H011 H 0.952402 0.748892 0.461305 0.054(13) Uiso 1 1 calc R . . . .
C012 C 0.2257(3) 0.87982(19) 0.3793(3) 0.0376(9) Uani 1 1 d . . . . .
H012 H 0.197734 0.925710 0.380431 0.055(13) Uiso 1 1 calc R . . . .
C013 C 0.8329(3) 0.78125(19) 0.3633(3) 0.0380(9) Uani 1 1 d . . . . .
H013 H 0.875180 0.787422 0.322517 0.051(12) Uiso 1 1 calc R . . . .
C014 C 0.6915(3) 0.7310(2) 0.6272(3) 0.0393(9) Uani 1 1 d . . . . .
H014 H 0.648902 0.724607 0.667699 0.040(11) Uiso 1 1 calc R . . . .
C015 C 0.3225(3) 0.12203(19) 0.9197(3) 0.0387(9) Uani 1 1 d . . . . .
H01A H 0.307926 0.085906 0.960453 0.060(13) Uiso 1 1 calc R . . . .
H01B H 0.288058 0.107508 0.858737 0.042(11) Uiso 1 1 calc R . . . .
C016 C 0.5140(3) 0.42287(19) 0.3504(3) 0.0372(9) Uani 1 1 d . . . . .
H016 H 0.573682 0.400274 0.338353 0.052(12) Uiso 1 1 calc R . . . .
C017 C 0.2597(3) 0.30774(19) 0.8884(3) 0.0388(9) Uani 1 1 d . . . . .
C018 C 0.2476(3) 0.3504(2) 0.8073(3) 0.0401(9) Uani 1 1 d . . . . .
H01E H 0.191790 0.330055 0.759236 0.049(12) Uiso 1 1 calc R . . . .
H01F H 0.226940 0.398896 0.818105 0.043(11) Uiso 1 1 calc R . . . .
C019 C 0.8622(3) 0.7247(2) 0.5948(3) 0.0413(9) Uani 1 1 d . . . . .
H019 H 0.935483 0.714462 0.613049 0.065(14) Uiso 1 1 calc R . . . .
C01A C 0.1196(3) 0.5479(2) 0.2697(3) 0.0384(9) Uani 1 1 d . . . . .
C01B C 0.2799(3) 0.1913(2) 0.9392(3) 0.0411(9) Uani 1 1 d . . . . .
H01I H 0.208981 0.184903 0.950038 0.068(15) Uiso 1 1 calc R . . . .
H01J H 0.326743 0.211823 0.992735 0.033(10) Uiso 1 1 calc R . . . .
C01C C 0.8002(3) 0.7158(2) 0.6529(3) 0.0440(10) Uani 1 1 d . . . . .
H01K H 0.830675 0.699320 0.710712 0.041(11) Uiso 1 1 calc R . . . .
C01K C 0.4751(4) 0.0699(2) 0.8953(4) 0.0565(12) Uani 1 1 d . . . . .
H01L H 0.446993 0.068207 0.831379 0.045(12) Uiso 1 1 calc R . . . .
H01M H 0.455753 0.026893 0.921737 0.054(13) Uiso 1 1 calc R . . . .
H01N H 0.552160 0.074055 0.909029 0.067(15) Uiso 1 1 calc R . . . .
H01C H 0.324(3) 0.323(2) 0.934(3) 0.041(11) Uiso 1 1 d . . . . .
H01D H 0.189(3) 0.311(2) 0.911(3) 0.045(11) Uiso 1 1 d . . . . .
C01E C 0.0383(3) 0.5853(2) 0.3052(3) 0.0440(10) Uani 1 1 d . . . . .
H00A H 0.020(3) 0.682(2) 0.235(3) 0.033(10) Uiso 1 1 d . . . . .
H01O H 0.053(3) 0.573(2) 0.376(3) 0.041(11) Uiso 1 1 d . . . . .
H01G H 0.113(4) 0.566(2) 0.205(3) 0.056(13) Uiso 1 1 d . . . . .
H01H H 0.109(3) 0.500(2) 0.268(3) 0.041(11) Uiso 1 1 d . . . . .
H00B H 0.000(3) 0.690(2) 0.330(3) 0.046(11) Uiso 1 1 d . . . . .
H01P H -0.037(4) 0.568(2) 0.270(3) 0.051(12) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C00N O002 C018 119.0(3) . . ?
C01B O004 C017 112.4(3) . . ?
C00B N005 C00E 117.7(3) . . ?
C00D N005 C00B 124.8(3) . . ?
C00D N005 C00E 117.5(3) . . ?
C01K O006 C015 112.0(3) . . ?
C00F N007 H007 126.0 . . ?
C00H N007 H007 126.0 . . ?
C00H N007 C00F 107.9(3) . . ?
C00U N008 C00L 119.0(3) . . ?
C00G N009 C00Q 105.0(3) . . ?
C00W N00A C00Q 104.7(3) . . ?
O003 C00B N005 120.1(3) . . ?
O003 C00B C00I 123.2(3) . . ?
N005 C00B C00I 116.7(3) . . ?
C00I C00C C00T 119.9(3) . . ?
C00M C00C C00I 120.9(3) . . ?
C00M C00C C00T 119.2(3) . . ?
O001 C00D N005 119.3(3) . . ?
O001 C00D C00M 123.7(3) . . ?
N005 C00D C00M 117.0(3) . . ?
C00F C00E N005 120.2(3) . . ?
C00V C00E N005 122.0(3) . . ?
C00V C00E C00F 117.8(3) . . ?
N007 C00F C00E 129.5(3) . . ?
N007 C00F C00K 108.2(3) . . ?
C00E C00F C00K 122.3(3) . . ?
N009 C00G C00O 130.0(3) . . ?
N009 C00G C00W 109.8(3) . . ?
C00O C00G C00W 120.2(3) . . ?
N007 C00H C00Q 122.8(3) . . ?
C00J C00H N007 110.7(3) . . ?
C00J C00H C00Q 126.5(3) . . ?
C00C C00I C00B 120.1(3) . . ?
C00R C00I C00B 119.2(3) . . ?
C00R C00I C00C 120.7(3) . . ?
C00H C00J C00K 106.8(3) . . ?
C00H C00J C00S 123.2(3) . . ?
C00K C00J C00S 130.0(3) . . ?
C00F C00K C00J 106.4(3) . . ?
C00X C00K C00F 119.0(3) . . ?
C00X C00K C00J 134.6(3) . . ?
N008 C00L C00O 116.5(3) . . ?
N008 C00L C00P 120.2(3) . . ?
C00P C00L C00O 123.3(3) . . ?
C00C C00M C00D 120.5(3) . . ?
C014 C00M C00C 120.6(3) . . ?
C014 C00M C00D 118.9(3) . . ?
O002 C00N C00U 115.2(3) . . ?
O002 C00N C00Y 126.5(3) . . ?
C00Y C00N C00U 118.3(3) . . ?
C00G C00O C00L 123.7(3) . . ?
C010 C00O C00G 115.2(3) . . ?
C010 C00O C00L 121.1(3) . . ?
C00L C00P H00P 119.7 . . ?
C00L C00P C00Y 120.5(4) . . ?
C00Y C00P H00P 119.7 . . ?
N009 C00Q C00H 110.8(3) . . ?
N009 C00Q C01A 110.5(3) . . ?
N00A C00Q N009 108.8(3) . . ?
N00A C00Q C00H 109.4(3) . . ?
N00A C00Q C01A 109.3(3) . . ?
C00H C00Q C01A 108.1(3) . . ?
C00I C00R H00R 120.6 . . ?
C00I C00R C013 118.8(4) . . ?
C013 C00R H00R 120.6 . . ?
C00J C00S C01E 108.1(3) . . ?
C00J C00S H00A 108(2) . . ?
C00J C00S H00B 108(2) . . ?
C01E C00S H00A 115(2) . . ?
C01E C00S H00B 110(2) . . ?
H00A C00S H00B 107(3) . . ?
C011 C00T C00C 117.7(4) . . ?
C019 C00T C00C 118.7(3) . . ?
C019 C00T C011 123.6(3) . . ?
N008 C00U C00N 123.7(4) . . ?
N008 C00U H00U 118.1 . . ?
C00N C00U H00U 118.1 . . ?
C00E C00V H00V 119.4 . . ?
C00E C00V C012 121.2(3) . . ?
C012 C00V H00V 119.4 . . ?
N00A C00W C00G 111.7(3) . . ?
N00A C00W C00Z 127.6(4) . . ?
C00Z C00W C00G 120.7(3) . . ?
C00K C00X H00X 120.7 . . ?
C012 C00X C00K 118.7(3) . . ?
C012 C00X H00X 120.7 . . ?
C00N C00Y C00P 118.3(3) . . ?
C00N C00Y H00Y 120.9 . . ?
C00P C00Y H00Y 120.9 . . ?
C00W C00Z H00Z 121.9 . . ?
C016 C00Z C00W 116.2(3) . . ?
C016 C00Z H00Z 121.9 . . ?
C00O C010 H010 117.7 . . ?
C00O C010 C016 124.5(4) . . ?
C016 C010 H010 117.7 . . ?
C00T C011 H011 119.5 . . ?
C013 C011 C00T 121.1(4) . . ?
C013 C011 H011 119.5 . . ?
C00V C012 H012 119.5 . . ?
C00X C012 C00V 121.0(3) . . ?
C00X C012 H012 119.5 . . ?
C00R C013 H013 119.1 . . ?
C011 C013 C00R 121.8(4) . . ?
C011 C013 H013 119.1 . . ?
C00M C014 H014 120.0 . . ?
C00M C014 C01C 120.1(4) . . ?
C01C C014 H014 120.0 . . ?
O006 C015 H01A 109.9 . . ?
O006 C015 H01B 109.9 . . ?
O006 C015 C01B 108.7(3) . . ?
H01A C015 H01B 108.3 . . ?
C01B C015 H01A 109.9 . . ?
C01B C015 H01B 109.9 . . ?
C00Z C016 C010 123.1(3) . . ?
C00Z C016 H016 118.4 . . ?
C010 C016 H016 118.4 . . ?
O004 C017 C018 108.2(3) . . ?
O004 C017 H01C 109(2) . . ?
O004 C017 H01D 108(2) . . ?
C018 C017 H01C 110(2) . . ?
C018 C017 H01D 109(2) . . ?
H01C C017 H01D 113(3) . . ?
O002 C018 C017 108.6(3) . . ?
O002 C018 H01E 110.0 . . ?
O002 C018 H01F 110.0 . . ?
C017 C018 H01E 110.0 . . ?
C017 C018 H01F 110.0 . . ?
H01E C018 H01F 108.3 . . ?
C00T C019 H019 119.5 . . ?
C01C C019 C00T 121.0(4) . . ?
C01C C019 H019 119.5 . . ?
C00Q C01A H01G 106(3) . . ?
C00Q C01A H01H 111(3) . . ?
C01E C01A C00Q 112.6(3) . . ?
C01E C01A H01G 107(2) . . ?
C01E C01A H01H 111(2) . . ?
H01G C01A H01H 109(4) . . ?
O004 C01B C015 109.2(3) . . ?
O004 C01B H01I 109.8 . . ?
O004 C01B H01J 109.8 . . ?
C015 C01B H01I 109.8 . . ?
C015 C01B H01J 109.8 . . ?
H01I C01B H01J 108.3 . . ?
C014 C01C H01K 119.8 . . ?
C019 C01C C014 120.4(4) . . ?
C019 C01C H01K 119.8 . . ?
O006 C01K H01L 109.5 . . ?
O006 C01K H01M 109.5 . . ?
O006 C01K H01N 109.5 . . ?
H01L C01K H01M 109.5 . . ?
H01L C01K H01N 109.5 . . ?
H01M C01K H01N 109.5 . . ?
C00S C01E H01O 109(2) . . ?
C00S C01E H01P 109(2) . . ?
C01A C01E C00S 111.6(3) . . ?
C01A C01E H01O 108(2) . . ?
C01A C01E H01P 108(2) . . ?
H01O C01E H01P 111(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
O001 C00D 1.226(4) . ?
O002 C00N 1.357(4) . ?
O002 C018 1.428(4) . ?
O003 C00B 1.215(4) . ?
O004 C017 1.417(4) . ?
O004 C01B 1.413(5) . ?
N005 C00B 1.411(4) . ?
N005 C00D 1.400(5) . ?
N005 C00E 1.440(4) . ?
O006 C015 1.413(5) . ?
O006 C01K 1.413(5) . ?
N007 H007 0.8800 . ?
N007 C00F 1.385(4) . ?
N007 C00H 1.381(4) . ?
N008 C00L 1.355(5) . ?
N008 C00U 1.326(5) . ?
N009 C00G 1.298(4) . ?
N009 C00Q 1.480(5) . ?
N00A C00Q 1.468(4) . ?
N00A C00W 1.284(5) . ?
C00B C00I 1.475(5) . ?
C00C C00I 1.412(5) . ?
C00C C00M 1.407(5) . ?
C00C C00T 1.428(5) . ?
C00D C00M 1.467(5) . ?
C00E C00F 1.386(5) . ?
C00E C00V 1.374(5) . ?
C00F C00K 1.410(5) . ?
C00G C00O 1.452(5) . ?
C00G C00W 1.483(5) . ?
C00H C00J 1.357(5) . ?
C00H C00Q 1.503(5) . ?
C00I C00R 1.380(5) . ?
C00J C00K 1.445(5) . ?
C00J C00S 1.499(5) . ?
C00K C00X 1.400(5) . ?
C00L C00O 1.477(5) . ?
C00L C00P 1.387(5) . ?
C00M C014 1.376(5) . ?
C00N C00U 1.388(5) . ?
C00N C00Y 1.376(5) . ?
C00O C010 1.366(5) . ?
C00P H00P 0.9500 . ?
C00P C00Y 1.397(5) . ?
C00Q C01A 1.538(5) . ?
C00R H00R 0.9500 . ?
C00R C013 1.408(5) . ?
C00S C01E 1.546(5) . ?
C00S H00A 0.94(4) . ?
C00S H00B 1.02(4) . ?
C00T C011 1.416(5) . ?
C00T C019 1.406(6) . ?
C00U H00U 0.9500 . ?
C00V H00V 0.9500 . ?
C00V C012 1.403(5) . ?
C00W C00Z 1.453(5) . ?
C00X H00X 0.9500 . ?
C00X C012 1.384(5) . ?
C00Y H00Y 0.9500 . ?
C00Z H00Z 0.9500 . ?
C00Z C016 1.349(5) . ?
C010 H010 0.9500 . ?
C010 C016 1.445(5) . ?
C011 H011 0.9500 . ?
C011 C013 1.354(6) . ?
C012 H012 0.9500 . ?
C013 H013 0.9500 . ?
C014 H014 0.9500 . ?
C014 C01C 1.408(6) . ?
C015 H01A 0.9900 . ?
C015 H01B 0.9900 . ?
C015 C01B 1.494(5) . ?
C016 H016 0.9500 . ?
C017 C018 1.485(6) . ?
C017 H01C 1.01(4) . ?
C017 H01D 1.07(4) . ?
C018 H01E 0.9900 . ?
C018 H01F 0.9900 . ?
C019 H019 0.9500 . ?
C019 C01C 1.371(6) . ?
C01A C01E 1.497(6) . ?
C01A H01G 1.06(5) . ?
C01A H01H 0.92(4) . ?
C01B H01I 0.9900 . ?
C01B H01J 0.9900 . ?
C01C H01K 0.9500 . ?
C01K H01L 0.9800 . ?
C01K H01M 0.9800 . ?
C01K H01N 0.9800 . ?
C01E H01O 1.10(4) . ?
C01E H01P 1.05(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
O001 C00D C00M C00C -179.9(3) . . . . ?
O001 C00D C00M C014 1.4(5) . . . . ?
O002 C00N C00U N008 178.9(3) . . . . ?
O002 C00N C00Y C00P -179.5(3) . . . . ?
O003 C00B C00I C00C 179.1(3) . . . . ?
O003 C00B C00I C00R -1.0(5) . . . . ?
O004 C017 C018 O002 -68.3(4) . . . . ?
N005 C00B C00I C00C -1.7(5) . . . . ?
N005 C00B C00I C00R 178.2(3) . . . . ?
N005 C00D C00M C00C 0.1(5) . . . . ?
N005 C00D C00M C014 -178.6(3) . . . . ?
N005 C00E C00F N007 0.7(6) . . . . ?
N005 C00E C00F C00K -179.4(3) . . . . ?
N005 C00E C00V C012 179.6(3) . . . . ?
O006 C015 C01B O004 76.3(4) . . . . ?
N007 C00F C00K C00J -0.5(4) . . . . ?
N007 C00F C00K C00X 179.6(3) . . . . ?
N007 C00H C00J C00K 0.3(4) . . . . ?
N007 C00H C00J C00S -179.4(3) . . . . ?
N007 C00H C00Q N009 70.3(4) . . . . ?
N007 C00H C00Q N00A -49.7(5) . . . . ?
N007 C00H C00Q C01A -168.5(3) . . . . ?
N008 C00L C00O C00G -164.2(3) . . . . ?
N008 C00L C00O C010 15.4(5) . . . . ?
N008 C00L C00P C00Y -0.2(5) . . . . ?
N009 C00G C00O C00L 2.1(6) . . . . ?
N009 C00G C00O C010 -177.6(4) . . . . ?
N009 C00G C00W N00A -0.1(4) . . . . ?
N009 C00G C00W C00Z 179.0(3) . . . . ?
N009 C00Q C01A C01E 79.5(4) . . . . ?
N00A C00Q C01A C01E -160.8(3) . . . . ?
N00A C00W C00Z C016 177.9(4) . . . . ?
C00B N005 C00D O001 178.5(3) . . . . ?
C00B N005 C00D C00M -1.5(5) . . . . ?
C00B N005 C00E C00F 96.3(4) . . . . ?
C00B N005 C00E C00V -83.6(4) . . . . ?
C00B C00I C00R C013 179.4(3) . . . . ?
C00C C00I C00R C013 -0.8(5) . . . . ?
C00C C00M C014 C01C 0.6(6) . . . . ?
C00C C00T C011 C013 -0.2(5) . . . . ?
C00C C00T C019 C01C 0.1(6) . . . . ?
C00D N005 C00B O003 -178.4(3) . . . . ?
C00D N005 C00B C00I 2.3(5) . . . . ?
C00D N005 C00E C00F -82.6(4) . . . . ?
C00D N005 C00E C00V 97.5(4) . . . . ?
C00D C00M C014 C01C 179.3(3) . . . . ?
C00E N005 C00B O003 2.7(5) . . . . ?
C00E N005 C00B C00I -176.6(3) . . . . ?
C00E N005 C00D O001 -2.7(5) . . . . ?
C00E N005 C00D C00M 177.4(3) . . . . ?
C00E C00F C00K C00J 179.6(3) . . . . ?
C00E C00F C00K C00X -0.2(5) . . . . ?
C00E C00V C012 C00X 0.0(6) . . . . ?
C00F N007 C00H C00J -0.6(4) . . . . ?
C00F N007 C00H C00Q 177.3(3) . . . . ?
C00F C00E C00V C012 -0.3(6) . . . . ?
C00F C00K C00X C012 -0.1(5) . . . . ?
C00G N009 C00Q N00A -0.4(4) . . . . ?
C00G N009 C00Q C00H -120.6(3) . . . . ?
C00G N009 C00Q C01A 119.6(3) . . . . ?
C00G C00O C010 C016 -1.7(5) . . . . ?
C00G C00W C00Z C016 -1.0(5) . . . . ?
C00H N007 C00F C00E -179.5(4) . . . . ?
C00H N007 C00F C00K 0.7(4) . . . . ?
C00H C00J C00K C00F 0.1(4) . . . . ?
C00H C00J C00K C00X 180.0(4) . . . . ?
C00H C00J C00S C01E 16.9(5) . . . . ?
C00H C00Q C01A C01E -41.9(4) . . . . ?
C00I C00C C00M C00D 0.4(5) . . . . ?
C00I C00C C00M C014 179.1(3) . . . . ?
C00I C00C C00T C011 0.2(5) . . . . ?
C00I C00C C00T C019 -179.4(3) . . . . ?
C00I C00R C013 C011 0.7(5) . . . . ?
C00J C00H C00Q N009 -112.2(4) . . . . ?
C00J C00H C00Q N00A 127.9(4) . . . . ?
C00J C00H C00Q C01A 9.0(5) . . . . ?
C00J C00K C00X C012 -179.9(4) . . . . ?
C00J C00S C01E C01A -49.4(5) . . . . ?
C00K C00J C00S C01E -162.7(4) . . . . ?
C00K C00X C012 C00V 0.3(6) . . . . ?
C00L N008 C00U C00N 0.9(5) . . . . ?
C00L C00O C010 C016 178.6(3) . . . . ?
C00L C00P C00Y C00N 0.4(5) . . . . ?
C00M C00C C00I C00B 0.4(5) . . . . ?
C00M C00C C00I C00R -179.5(3) . . . . ?
C00M C00C C00T C011 180.0(3) . . . . ?
C00M C00C C00T C019 0.4(5) . . . . ?
C00M C014 C01C C019 -0.1(6) . . . . ?
C00N O002 C018 C017 168.0(3) . . . . ?
C00O C00G C00W N00A -179.8(3) . . . . ?
C00O C00G C00W C00Z -0.7(5) . . . . ?
C00O C00L C00P C00Y 178.4(3) . . . . ?
C00O C010 C016 C00Z -0.1(6) . . . . ?
C00P C00L C00O C00G 17.1(5) . . . . ?
C00P C00L C00O C010 -163.2(3) . . . . ?
C00Q N009 C00G C00O 179.9(3) . . . . ?
C00Q N009 C00G C00W 0.3(4) . . . . ?
C00Q N00A C00W C00G -0.1(4) . . . . ?
C00Q N00A C00W C00Z -179.1(3) . . . . ?
C00Q C00H C00J C00K -177.5(3) . . . . ?
C00Q C00H C00J C00S 2.8(6) . . . . ?
C00Q C01A C01E C00S 65.4(5) . . . . ?
C00S C00J C00K C00F 179.7(4) . . . . ?
C00S C00J C00K C00X -0.4(7) . . . . ?
C00T C00C C00I C00B -179.8(3) . . . . ?
C00T C00C C00I C00R 0.3(5) . . . . ?
C00T C00C C00M C00D -179.4(3) . . . . ?
C00T C00C C00M C014 -0.7(5) . . . . ?
C00T C011 C013 C00R -0.2(6) . . . . ?
C00T C019 C01C C014 -0.2(6) . . . . ?
C00U N008 C00L C00O -179.1(3) . . . . ?
C00U N008 C00L C00P -0.4(5) . . . . ?
C00U C00N C00Y C00P 0.0(5) . . . . ?
C00V C00E C00F N007 -179.4(4) . . . . ?
C00V C00E C00F C00K 0.4(5) . . . . ?
C00W N00A C00Q N009 0.3(4) . . . . ?
C00W N00A C00Q C00H 121.4(3) . . . . ?
C00W N00A C00Q C01A -120.4(3) . . . . ?
C00W C00G C00O C00L -178.3(3) . . . . ?
C00W C00G C00O C010 2.0(5) . . . . ?
C00W C00Z C016 C010 1.5(5) . . . . ?
C00Y C00N C00U N008 -0.7(5) . . . . ?
C011 C00T C019 C01C -179.5(4) . . . . ?
C017 O004 C01B C015 -164.9(3) . . . . ?
C018 O002 C00N C00U -170.8(3) . . . . ?
C018 O002 C00N C00Y 8.8(5) . . . . ?
C019 C00T C011 C013 179.4(4) . . . . ?
C01B O004 C017 C018 -176.7(3) . . . . ?
C01K O006 C015 C01B -167.9(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
_smtbx_masks_void_content
1 -0.591 0.000 0.500 394.6 93.6 '2 C7H8'
2 -0.960 0.500 0.000 394.6 93.6 '2 C7H8'
