#------------------------------------------------------------------------------
#$Date: 2024-09-06 04:54:53 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294625 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/00/7160088.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_7160088
loop_
_publ_author_name
'Chauhan, Amar Nath Singh'
'Vini, Vikrant'
'Kumar, Akhilesh'
'Erande, Rohan D.'
_publ_section_title
;
 Synthesis of indol-3-yl-benzofurans and carbazoles via
 Cu(OTf)₂-catalyzed [3 + 2] and [4 + 2] cycloaddition.
;
_journal_issue                   33
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              6690
_journal_page_last               6694
_journal_paper_doi               10.1039/d4ob00861h
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         '0.5(C26 H23 N2 O4), 0.5(C26 H22 N2 O4)'
_chemical_formula_sum            'C26 H22.5 N2 O4'
_chemical_formula_weight         426.96
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-05-01
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-05-03 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.499(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.203(3)
_cell_length_b                   12.372(3)
_cell_length_c                   25.592(5)
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.23
_cell_measurement_theta_min      2.23
_cell_volume                     4353.8(16)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_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  0.0790
_diffrn_reflns_av_unetI/netI     0.0943
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            38332
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.310
_diffrn_reflns_theta_min         2.214
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1568 before and 0.0802 after correction.
The Ratio of minimum to maximum transmission is 0.8019.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1796
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.5980
_refine_diff_density_max         2.159
_refine_diff_density_min         -1.087
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.590
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     555
_refine_ls_number_reflns         10772
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.590
_refine_ls_R_factor_all          0.2916
_refine_ls_R_factor_gt           0.1811
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4490
_refine_ls_wR_factor_ref         0.5306
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4648
_reflns_number_total             10772
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob00861h2.cif
_cod_data_source_block           3mare_0m
_cod_depositor_comments
'Adding full bibliography for 7160087--7160088.cif.'
_cod_original_cell_volume        4353.7(15)
_cod_original_formula_sum        'C26 H22.50 N2 O4'
_cod_database_code               7160088
_shelx_shelxl_version_number     2016/6
_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   0.746
_shelx_estimated_absorpt_t_min   0.598
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O00A) = Uanis(O00N) = Uanis(C3) = Uanis(C2)
Uanis(O00A) = Uanis(O00N)
Uanis(C01I) = Uanis(O00A)
3.a Ternary CH refined with riding coordinates:
 C00C(H00C), C00D(H00D), C00L(H00L), C00U(H00U), C011(H011), C015(H015)
3.b Secondary CH2 refined with riding coordinates:
 C00O(H00A,H00B), C01D(H01A,H01C), C01G(H01L,H01N), C01L(H01Q,H01R)
3.c Aromatic/amide H refined with riding coordinates:
 N005(H005), N006(H006), N007(H007), N009(H009), C00G(H00G), C00S(H00S),
 C00V(H00V), C00W(H00W), C00Z(H00Z), C013(H013), C014(H014), C016(H016),
 C018(H018), C01A(H01H), C01B(H01B), C01C(H01I), C01E(H01J), C01F(H01F),
 C01H(H01P), C01K(H01K), C01M(H01M), C01N(H01S), C01O(H01O), C2(H2)
3.d Idealised Me refined as rotating group:
 C01J(H01D,H01E,H01G), C01P(H01T,H01U,H01V)
3.e :
 C3(H3)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.0323(3) 0.5439(3) 0.23228(15) 0.0388(10) Uani 1 1 d . . . . .
O002 O 0.0092(3) 0.6471(3) 0.15778(16) 0.0477(11) Uani 1 1 d . . . . .
O003 O 0.1155(4) 0.6818(4) 0.40664(18) 0.0598(13) Uani 1 1 d . . . . .
O004 O 0.4689(3) 0.3188(3) 0.2759(2) 0.0639(14) Uani 1 1 d . . . . .
N005 N 0.1653(3) 0.3871(4) 0.3019(2) 0.0455(13) Uani 1 1 d . . . . .
H005 H 0.130759 0.442719 0.289196 0.055 Uiso 1 1 calc R U . . .
N006 N 0.1467(4) 0.0285(4) 0.2212(2) 0.0474(13) Uani 1 1 d . . . . .
H006 H 0.107249 0.018483 0.241349 0.057 Uiso 1 1 calc R U . . .
N007 N 0.3565(3) 0.8353(4) 0.2824(2) 0.0492(13) Uani 1 1 d . . . . .
H007 H 0.395075 0.843705 0.261632 0.059 Uiso 1 1 calc R U . . .
O008 O 0.4887(3) 0.2197(4) 0.3511(3) 0.0780(17) Uani 1 1 d . . . . .
N009 N 0.3259(4) 0.4684(4) 0.2081(3) 0.0668(18) Uani 1 1 d . . . . .
H009 H 0.357783 0.411582 0.221593 0.080 Uiso 1 1 calc R U . . .
O00A O 0.3995(5) 0.1792(6) 0.1049(3) 0.1123(16) Uani 1 1 d . . . . .
C00B C 0.0473(4) 0.6276(5) 0.2093(3) 0.0414(14) Uani 1 1 d . . . . .
C00C C 0.1105(4) 0.7202(4) 0.2366(2) 0.0376(13) Uani 1 1 d . . . . .
H00C H 0.073176 0.786444 0.225240 0.045 Uiso 1 1 calc R U . . .
C00D C 0.1351(4) 0.7187(4) 0.2986(2) 0.0365(13) Uani 1 1 d . . . . .
H00D H 0.149679 0.644120 0.310921 0.044 Uiso 1 1 calc R U . . .
O00E O -0.0150(4) 0.7855(6) 0.39127(19) 0.101(2) Uani 1 1 d . . . . .
C00F C 0.2473(4) 0.2316(4) 0.3040(2) 0.0391(14) Uani 1 1 d . . . . .
C00G C 0.1927(4) 0.3062(4) 0.2722(2) 0.0400(14) Uani 1 1 d . . . . .
H00G H 0.175560 0.303378 0.234724 0.048 Uiso 1 1 calc R U . . .
C00H C 0.2660(4) 0.7851(4) 0.2682(3) 0.0423(14) Uani 1 1 d . . . . .
C00I C 0.2274(4) 0.7822(4) 0.3120(2) 0.0385(13) Uani 1 1 d . . . . .
C00J C 0.0568(4) 0.7374(5) 0.3766(3) 0.0447(15) Uani 1 1 d . . . . .
C00K C 0.2567(4) 0.2660(5) 0.3594(3) 0.0444(15) Uani 1 1 d . . . . .
C00L C 0.2082(4) 0.7327(4) 0.2189(2) 0.0414(14) Uani 1 1 d . . . . .
H00L H 0.198420 0.783792 0.188731 0.050 Uiso 1 1 calc R U . . .
C00M C 0.2927(4) 0.8367(4) 0.3554(3) 0.0448(15) Uani 1 1 d . . . . .
O00N O 0.5449(5) 0.1023(5) 0.1277(3) 0.1123(16) Uani 1 1 d . . . . .
C00O C 0.0503(4) 0.7590(4) 0.3193(2) 0.0370(13) Uani 1 1 d . . . . .
H00A H 0.044482 0.836481 0.313444 0.044 Uiso 1 1 calc R U . . .
H00B H -0.008829 0.726079 0.297924 0.044 Uiso 1 1 calc R U . . .
C00P C 0.2034(4) 0.3633(5) 0.3563(3) 0.0486(16) Uani 1 1 d . . . . .
C00Q C 0.3740(4) 0.8693(4) 0.3349(3) 0.0447(15) Uani 1 1 d . . . . .
C00R C 0.2330(5) 0.0793(5) 0.2361(3) 0.0506(17) Uani 1 1 d . . . . .
C00S C 0.2992(4) 0.5526(4) 0.2362(3) 0.0500(16) Uani 1 1 d . . . . .
H00S H 0.313794 0.556303 0.273647 0.060 Uiso 1 1 calc R U . . .
C00T C 0.2496(4) 0.6290(5) 0.2033(3) 0.0473(16) Uani 1 1 d . . . . .
C00U C 0.2894(4) 0.1296(5) 0.2874(3) 0.0480(16) Uani 1 1 d . . . . .
H00U H 0.297694 0.076544 0.316594 0.058 Uiso 1 1 calc R U . . .
C00V C 0.3024(4) 0.2263(5) 0.4099(3) 0.0531(17) Uani 1 1 d . . . . .
H00V H 0.339241 0.163418 0.412816 0.064 Uiso 1 1 calc R U . . .
C00W C 0.2939(5) 0.8647(5) 0.4088(3) 0.0528(17) Uani 1 1 d . . . . .
H00W H 0.242651 0.845805 0.423495 0.063 Uiso 1 1 calc R U . . .
C00X C 0.1317(5) -0.0053(5) 0.1680(3) 0.0534(18) Uani 1 1 d . . . . .
C00Y C 0.2767(5) 0.0843(5) 0.1944(3) 0.0586(19) Uani 1 1 d . . . . .
C00Z C 0.4524(5) 0.9259(5) 0.3658(3) 0.0598(19) Uani 1 1 d . . . . .
H00Z H 0.504040 0.946341 0.351711 0.072 Uiso 1 1 calc R U . . .
C010 C 0.2442(4) 0.5912(6) 0.1504(3) 0.062(2) Uani 1 1 d . . . . .
C011 C 0.3903(4) 0.1454(5) 0.2720(3) 0.0562(19) Uani 1 1 d . . . . .
H011 H 0.428062 0.079763 0.284116 0.067 Uiso 1 1 calc R U . . .
C012 C 0.2116(6) 0.0294(5) 0.1494(3) 0.066(2) Uani 1 1 d . . . . .
C013 C 0.2939(5) 0.2786(6) 0.4555(3) 0.0573(18) Uani 1 1 d . . . . .
H013 H 0.322707 0.249717 0.489224 0.069 Uiso 1 1 calc R U . . .
C014 C 0.0564(6) -0.0610(5) 0.1355(3) 0.0575(19) Uani 1 1 d . . . . .
H014 H 0.001790 -0.079598 0.147339 0.069 Uiso 1 1 calc R U . . .
C015 C 0.3703(5) 0.1462(5) 0.2109(3) 0.064(2) Uani 1 1 d . . . . .
H015 H 0.357920 0.220886 0.198367 0.077 Uiso 1 1 calc R U . . .
C016 C 0.1955(6) 0.4190(5) 0.4031(3) 0.063(2) Uani 1 1 d . . . . .
H016 H 0.159937 0.482630 0.400909 0.075 Uiso 1 1 calc R U . . .
C017 C 0.4520(4) 0.2385(5) 0.2997(4) 0.065(2) Uani 1 1 d . . . . .
C018 C 0.3738(6) 0.9213(5) 0.4391(3) 0.065(2) Uani 1 1 d . . . . .
H018 H 0.375803 0.940148 0.474528 0.078 Uiso 1 1 calc R U . . .
C019 C 0.2911(5) 0.4927(6) 0.1527(4) 0.073(2) Uani 1 1 d . . . . .
C01A C 0.2420(6) 0.3758(6) 0.4514(3) 0.067(2) Uani 1 1 d . . . . .
H01H H 0.239279 0.411925 0.482910 0.080 Uiso 1 1 calc R U . . .
C01B C 0.4515(6) 0.9506(6) 0.4171(3) 0.073(2) Uani 1 1 d . . . . .
H01B H 0.503906 0.988108 0.438465 0.087 Uiso 1 1 calc R U . . .
C01C C 0.0638(7) -0.0886(5) 0.0850(3) 0.077(3) Uani 1 1 d . . . . .
H01I H 0.014393 -0.129323 0.063028 0.093 Uiso 1 1 calc R U . . .
C01D C -0.0515(5) 0.5643(6) 0.1277(3) 0.067(2) Uani 1 1 d . . . . .
H01A H -0.017149 0.495837 0.132166 0.081 Uiso 1 1 calc R U . . .
H01C H -0.109897 0.556166 0.140429 0.081 Uiso 1 1 calc R U . . .
C01E C 0.2170(7) 0.0005(5) 0.0970(3) 0.084(3) Uani 1 1 d . . . . .
H01J H 0.270274 0.020794 0.084244 0.100 Uiso 1 1 calc R U . . .
C01F C 0.2016(5) 0.6327(7) 0.0991(3) 0.080(3) Uani 1 1 d . . . . .
H01F H 0.167480 0.697538 0.095873 0.095 Uiso 1 1 calc R U . . .
C01G C 0.4585(6) 0.1035(5) 0.1922(4) 0.092(3) Uani 1 1 d . . . . .
H01L H 0.517343 0.129062 0.217238 0.110 Uiso 1 1 calc R U . . .
H01N H 0.458642 0.025184 0.194299 0.110 Uiso 1 1 calc R U . . .
C01H C 0.1426(8) -0.0580(6) 0.0652(4) 0.099(3) Uani 1 1 d . . . . .
H01P H 0.144647 -0.077314 0.030393 0.118 Uiso 1 1 calc R U . . .
C01I C 0.4619(8) 0.1342(9) 0.1384(5) 0.1123(16) Uani 1 1 d . . . . .
C01J C -0.0764(6) 0.5953(8) 0.0720(3) 0.097(3) Uani 1 1 d . . . . .
H01D H -0.082048 0.531862 0.049787 0.146 Uiso 1 1 calc R U . . .
H01E H -0.026652 0.641503 0.065029 0.146 Uiso 1 1 calc R U . . .
H01G H -0.137340 0.633207 0.063769 0.146 Uiso 1 1 calc R U . . .
C01K C 0.2988(5) 0.4335(8) 0.1085(4) 0.117(4) Uani 1 1 d . . . . .
H01K H 0.331808 0.367933 0.112338 0.140 Uiso 1 1 calc R U . . .
C01L C 0.5515(6) 0.3036(7) 0.3813(4) 0.110(4) Uani 1 1 d . . . . .
H01Q H 0.516085 0.371031 0.379787 0.133 Uiso 1 1 calc R U . . .
H01R H 0.607113 0.315316 0.366465 0.133 Uiso 1 1 calc R U . . .
C01M C 0.2561(6) 0.4744(9) 0.0587(4) 0.132(5) Uani 1 1 d . . . . .
H01M H 0.257093 0.434446 0.028078 0.158 Uiso 1 1 calc R U . . .
C01N C 0.5583(8) 0.1290(8) 0.0742(4) 0.124(5) Uani 1 1 d . . . . .
H01S H 0.511799 0.168108 0.049377 0.149 Uiso 1 1 calc R U . . .
C01O C 0.2096(6) 0.5782(10) 0.0529(4) 0.132(5) Uani 1 1 d . . . . .
H01O H 0.185336 0.608390 0.018867 0.158 Uiso 1 1 calc R U . . .
C01P C 0.5842(6) 0.2636(8) 0.4390(4) 0.127(5) Uani 1 1 d . . . . .
H01T H 0.610783 0.192182 0.439352 0.191 Uiso 1 1 calc R U . . .
H01U H 0.529520 0.261836 0.454746 0.191 Uiso 1 1 calc R U . . .
H01V H 0.632900 0.311388 0.459455 0.191 Uiso 1 1 calc R U . . .
C2 C -0.0217(8) 0.7547(8) 0.4466(4) 0.1123(16) Uani 1 1 d . . . . .
H2 H 0.032037 0.755849 0.476068 0.135 Uiso 1 1 calc R U . . .
C3 C -0.0990(7) 0.7292(8) 0.4505(4) 0.1123(16) Uani 1 1 d . . . . .
H3 H -0.160382 0.708824 0.453567 0.135 Uiso 1 1 calc R U . . .
C1 C 0.6377(10) 0.0959(12) 0.0630(5) 0.159(5) Uani 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
C00B O002 C01D 116.6(5) . . ?
C00G N005 H005 126.1 . . ?
C00G N005 C00P 107.8(5) . . ?
C00P N005 H005 126.1 . . ?
C00R N006 H006 125.6 . . ?
C00R N006 C00X 108.9(5) . . ?
C00X N006 H006 125.6 . . ?
C00H N007 H007 125.6 . . ?
C00Q N007 H007 125.6 . . ?
C00Q N007 C00H 108.9(5) . . ?
C017 O008 C01L 116.3(6) . . ?
C00S N009 H009 126.6 . . ?
C00S N009 C019 106.9(6) . . ?
C019 N009 H009 126.6 . . ?
O001 C00B O002 123.6(5) . . ?
O001 C00B C00C 124.6(6) . . ?
O002 C00B C00C 111.7(5) . . ?
C00B C00C H00C 106.4 . . ?
C00B C00C C00D 115.0(5) . . ?
C00B C00C C00L 114.0(4) . . ?
C00D C00C H00C 106.4 . . ?
C00D C00C C00L 108.0(4) . . ?
C00L C00C H00C 106.4 . . ?
C00C C00D H00D 108.6 . . ?
C00I C00D C00C 101.1(4) . . ?
C00I C00D H00D 108.6 . . ?
C00I C00D C00O 118.3(5) . . ?
C00O C00D C00C 111.2(4) . . ?
C00O C00D H00D 108.6 . . ?
C00J O00E C2 113.2(6) . . ?
C00G C00F C00K 106.7(5) . . ?
C00G C00F C00U 128.1(6) . . ?
C00K C00F C00U 125.2(5) . . ?
N005 C00G H00G 124.2 . . ?
C00F C00G N005 111.6(5) . . ?
C00F C00G H00G 124.2 . . ?
N007 C00H C00L 134.6(6) . . ?
C00I C00H N007 109.3(5) . . ?
C00I C00H C00L 116.1(5) . . ?
C00H C00I C00D 109.5(5) . . ?
C00H C00I C00M 108.1(5) . . ?
C00M C00I C00D 142.3(6) . . ?
O003 C00J O00E 122.8(6) . . ?
O003 C00J C00O 127.1(6) . . ?
O00E C00J C00O 110.0(5) . . ?
C00P C00K C00F 106.1(5) . . ?
C00V C00K C00F 135.6(6) . . ?
C00V C00K C00P 118.3(6) . . ?
C00C C00L H00L 109.2 . . ?
C00H C00L C00C 98.0(4) . . ?
C00H C00L H00L 109.2 . . ?
C00H C00L C00T 115.5(5) . . ?
C00T C00L C00C 115.1(4) . . ?
C00T C00L H00L 109.2 . . ?
C00I C00M C00Q 105.9(5) . . ?
C00W C00M C00I 136.1(6) . . ?
C00W C00M C00Q 118.0(6) . . ?
C01I O00N C01N 117.0(9) . . ?
C00D C00O H00A 108.4 . . ?
C00D C00O H00B 108.4 . . ?
C00J C00O C00D 115.5(5) . . ?
C00J C00O H00A 108.4 . . ?
C00J C00O H00B 108.4 . . ?
H00A C00O H00B 107.5 . . ?
N005 C00P C00K 107.7(5) . . ?
N005 C00P C016 130.7(6) . . ?
C016 C00P C00K 121.6(6) . . ?
N007 C00Q C00M 107.8(5) . . ?
N007 C00Q C00Z 129.7(6) . . ?
C00Z C00Q C00M 122.4(6) . . ?
N006 C00R C00U 134.0(5) . . ?
N006 C00R C00Y 111.2(6) . . ?
C00Y C00R C00U 114.8(6) . . ?
N009 C00S H00S 123.9 . . ?
C00T C00S N009 112.2(6) . . ?
C00T C00S H00S 123.9 . . ?
C00S C00T C00L 127.8(6) . . ?
C00S C00T C010 105.1(5) . . ?
C010 C00T C00L 127.0(6) . . ?
C00F C00U H00U 109.1 . . ?
C00F C00U C011 114.4(5) . . ?
C00R C00U C00F 115.8(5) . . ?
C00R C00U H00U 109.1 . . ?
C00R C00U C011 98.8(5) . . ?
C011 C00U H00U 109.1 . . ?
C00K C00V H00V 119.7 . . ?
C013 C00V C00K 120.6(6) . . ?
C013 C00V H00V 119.7 . . ?
C00M C00W H00W 120.8 . . ?
C018 C00W C00M 118.4(7) . . ?
C018 C00W H00W 120.8 . . ?
N006 C00X C012 107.6(6) . . ?
C014 C00X N006 130.8(6) . . ?
C014 C00X C012 121.6(6) . . ?
C00R C00Y C012 105.9(6) . . ?
C00R C00Y C015 110.4(6) . . ?
C012 C00Y C015 143.6(6) . . ?
C00Q C00Z H00Z 121.0 . . ?
C01B C00Z C00Q 118.0(7) . . ?
C01B C00Z H00Z 121.0 . . ?
C019 C010 C00T 109.8(7) . . ?
C019 C010 C01F 117.1(7) . . ?
C01F C010 C00T 133.1(6) . . ?
C00U C011 H011 106.0 . . ?
C015 C011 C00U 107.9(5) . . ?
C015 C011 H011 106.0 . . ?
C017 C011 C00U 115.5(5) . . ?
C017 C011 H011 106.0 . . ?
C017 C011 C015 114.6(6) . . ?
C00X C012 C00Y 106.5(6) . . ?
C00X C012 C01E 119.1(7) . . ?
C01E C012 C00Y 134.2(7) . . ?
C00V C013 H013 119.9 . . ?
C00V C013 C01A 120.1(6) . . ?
C01A C013 H013 119.9 . . ?
C00X C014 H014 121.0 . . ?
C01C C014 C00X 118.0(7) . . ?
C01C C014 H014 121.0 . . ?
C00Y C015 C011 102.2(5) . . ?
C00Y C015 H015 108.4 . . ?
C00Y C015 C01G 118.0(6) . . ?
C011 C015 H015 108.4 . . ?
C011 C015 C01G 111.2(6) . . ?
C01G C015 H015 108.4 . . ?
C00P C016 H016 121.4 . . ?
C01A C016 C00P 117.3(7) . . ?
C01A C016 H016 121.4 . . ?
O004 C017 O008 124.7(7) . . ?
O004 C017 C011 123.2(8) . . ?
O008 C017 C011 112.0(6) . . ?
C00W C018 H018 119.4 . . ?
C00W C018 C01B 121.2(7) . . ?
C01B C018 H018 119.4 . . ?
C010 C019 N009 106.0(6) . . ?
C01K C019 N009 129.2(8) . . ?
C01K C019 C010 124.7(9) . . ?
C013 C01A H01H 119.0 . . ?
C016 C01A C013 122.1(7) . . ?
C016 C01A H01H 119.0 . . ?
C00Z C01B C018 122.0(7) . . ?
C00Z C01B H01B 119.0 . . ?
C018 C01B H01B 119.0 . . ?
C014 C01C H01I 118.8 . . ?
C014 C01C C01H 122.4(8) . . ?
C01H C01C H01I 118.8 . . ?
O002 C01D H01A 110.1 . . ?
O002 C01D H01C 110.1 . . ?
H01A C01D H01C 108.4 . . ?
C01J C01D O002 108.0(6) . . ?
C01J C01D H01A 110.1 . . ?
C01J C01D H01C 110.1 . . ?
C012 C01E H01J 120.6 . . ?
C01H C01E C012 118.8(7) . . ?
C01H C01E H01J 120.6 . . ?
C010 C01F H01F 119.6 . . ?
C01O C01F C010 120.8(8) . . ?
C01O C01F H01F 119.6 . . ?
C015 C01G H01L 108.4 . . ?
C015 C01G H01N 108.4 . . ?
H01L C01G H01N 107.5 . . ?
C01I C01G C015 115.5(8) . . ?
C01I C01G H01L 108.4 . . ?
C01I C01G H01N 108.4 . . ?
C01C C01H H01P 120.0 . . ?
C01E C01H C01C 120.0(8) . . ?
C01E C01H H01P 120.0 . . ?
O00A C01I O00N 121.3(10) . . ?
O00A C01I C01G 127.4(9) . . ?
O00N C01I C01G 111.2(11) . . ?
C01D C01J H01D 109.5 . . ?
C01D C01J H01E 109.5 . . ?
C01D C01J H01G 109.5 . . ?
H01D C01J H01E 109.5 . . ?
H01D C01J H01G 109.5 . . ?
H01E C01J H01G 109.5 . . ?
C019 C01K H01K 121.2 . . ?
C01M C01K C019 117.6(9) . . ?
C01M C01K H01K 121.2 . . ?
O008 C01L H01Q 110.5 . . ?
O008 C01L H01R 110.5 . . ?
O008 C01L C01P 106.4(6) . . ?
H01Q C01L H01R 108.6 . . ?
C01P C01L H01Q 110.5 . . ?
C01P C01L H01R 110.5 . . ?
C01K C01M H01M 119.5 . . ?
C01K C01M C01O 121.0(8) . . ?
C01O C01M H01M 119.5 . . ?
O00N C01N H01S 121.3 . . ?
C1 C01N O00N 117.3(13) . . ?
C1 C01N H01S 121.3 . . ?
C01F C01O C01M 118.6(10) . . ?
C01F C01O H01O 120.7 . . ?
C01M C01O H01O 120.7 . . ?
C01L C01P H01T 109.5 . . ?
C01L C01P H01U 109.5 . . ?
C01L C01P H01V 109.5 . . ?
H01T C01P H01U 109.5 . . ?
H01T C01P H01V 109.5 . . ?
H01U C01P H01V 109.5 . . ?
O00E C2 H2 122.1 . . ?
C3 C2 O00E 115.7(11) . . ?
C3 C2 H2 122.1 . . ?
C2 C3 H3 180.0 . . ?
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 C00B 1.235(7) . ?
O002 C00B 1.317(7) . ?
O002 C01D 1.433(7) . ?
O003 C00J 1.199(7) . ?
O004 C017 1.221(7) . ?
N005 H005 0.8600 . ?
N005 C00G 1.371(7) . ?
N005 C00P 1.393(7) . ?
N006 H006 0.8600 . ?
N006 C00R 1.345(8) . ?
N006 C00X 1.389(8) . ?
N007 H007 0.8600 . ?
N007 C00H 1.391(7) . ?
N007 C00Q 1.369(8) . ?
O008 C017 1.308(9) . ?
O008 C01L 1.457(9) . ?
N009 H009 0.8600 . ?
N009 C00S 1.373(7) . ?
N009 C019 1.411(10) . ?
O00A C01I 1.204(13) . ?
C00B C00C 1.513(8) . ?
C00C H00C 0.9800 . ?
C00C C00D 1.537(7) . ?
C00C C00L 1.572(7) . ?
C00D H00D 0.9800 . ?
C00D C00I 1.493(7) . ?
C00D C00O 1.517(7) . ?
O00E C00J 1.314(7) . ?
O00E C2 1.491(10) . ?
C00F C00G 1.341(7) . ?
C00F C00K 1.454(8) . ?
C00F C00U 1.502(8) . ?
C00G H00G 0.9300 . ?
C00H C00I 1.368(8) . ?
C00H C00L 1.472(8) . ?
C00I C00M 1.425(8) . ?
C00J C00O 1.471(8) . ?
C00K C00P 1.414(8) . ?
C00K C00V 1.383(8) . ?
C00L H00L 0.9800 . ?
C00L C00T 1.506(8) . ?
C00M C00Q 1.441(8) . ?
C00M C00W 1.405(8) . ?
O00N C01I 1.335(11) . ?
O00N C01N 1.465(11) . ?
C00O H00A 0.9700 . ?
C00O H00B 0.9700 . ?
C00P C016 1.410(9) . ?
C00Q C00Z 1.384(8) . ?
C00R C00U 1.492(9) . ?
C00R C00Y 1.363(8) . ?
C00S H00S 0.9300 . ?
C00S C00T 1.341(8) . ?
C00T C010 1.417(9) . ?
C00U H00U 0.9800 . ?
C00U C011 1.590(7) . ?
C00V H00V 0.9300 . ?
C00V C013 1.366(9) . ?
C00W H00W 0.9300 . ?
C00W C018 1.393(9) . ?
C00X C012 1.402(8) . ?
C00X C014 1.366(9) . ?
C00Y C012 1.452(10) . ?
C00Y C015 1.501(9) . ?
C00Z H00Z 0.9300 . ?
C00Z C01B 1.350(10) . ?
C010 C019 1.383(9) . ?
C010 C01F 1.398(10) . ?
C011 H011 0.9800 . ?
C011 C015 1.518(9) . ?
C011 C017 1.511(9) . ?
C012 C01E 1.410(9) . ?
C013 H013 0.9300 . ?
C013 C01A 1.401(10) . ?
C014 H014 0.9300 . ?
C014 C01C 1.366(9) . ?
C015 H015 0.9800 . ?
C015 C01G 1.542(8) . ?
C016 H016 0.9300 . ?
C016 C01A 1.358(9) . ?
C018 H018 0.9300 . ?
C018 C01B 1.407(11) . ?
C019 C01K 1.376(10) . ?
C01A H01H 0.9300 . ?
C01B H01B 0.9300 . ?
C01C H01I 0.9300 . ?
C01C C01H 1.391(11) . ?
C01D H01A 0.9700 . ?
C01D H01C 0.9700 . ?
C01D C01J 1.432(9) . ?
C01E H01J 0.9300 . ?
C01E C01H 1.369(12) . ?
C01F H01F 0.9300 . ?
C01F C01O 1.392(10) . ?
C01G H01L 0.9700 . ?
C01G H01N 0.9700 . ?
C01G C01I 1.440(12) . ?
C01H H01P 0.9300 . ?
C01J H01D 0.9600 . ?
C01J H01E 0.9600 . ?
C01J H01G 0.9600 . ?
C01K H01K 0.9300 . ?
C01K C01M 1.364(14) . ?
C01L H01Q 0.9700 . ?
C01L H01R 0.9700 . ?
C01L C01P 1.515(11) . ?
C01M H01M 0.9300 . ?
C01M C01O 1.434(14) . ?
C01N H01S 0.9300 . ?
C01N C1 1.298(13) . ?
C01O H01O 0.9300 . ?
C01P H01T 0.9600 . ?
C01P H01U 0.9600 . ?
C01P H01V 0.9600 . ?
C2 H2 0.9300 . ?
C2 C3 1.170(11) . ?
C3 H3 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
O001 C00B C00C C00D -15.3(8) . . . . ?
O001 C00B C00C C00L 110.2(6) . . . . ?
O002 C00B C00C C00D 164.2(4) . . . . ?
O002 C00B C00C C00L -70.3(6) . . . . ?
O003 C00J C00O C00D -8.9(9) . . . . ?
N005 C00P C016 C01A -179.4(6) . . . . ?
N006 C00R C00U C00F -69.3(9) . . . . ?
N006 C00R C00U C011 168.0(6) . . . . ?
N006 C00R C00Y C012 -1.0(7) . . . . ?
N006 C00R C00Y C015 177.1(5) . . . . ?
N006 C00X C012 C00Y 1.0(7) . . . . ?
N006 C00X C012 C01E 176.7(6) . . . . ?
N006 C00X C014 C01C -176.4(6) . . . . ?
N007 C00H C00I C00D -174.4(4) . . . . ?
N007 C00H C00I C00M 2.7(6) . . . . ?
N007 C00H C00L C00C -169.9(6) . . . . ?
N007 C00H C00L C00T 67.3(8) . . . . ?
N007 C00Q C00Z C01B 179.4(6) . . . . ?
N009 C00S C00T C00L 179.8(5) . . . . ?
N009 C00S C00T C010 0.0(7) . . . . ?
N009 C019 C01K C01M 178.3(8) . . . . ?
C00B O002 C01D C01J -173.6(6) . . . . ?
C00B C00C C00D C00I 155.4(4) . . . . ?
C00B C00C C00D C00O -78.2(6) . . . . ?
C00B C00C C00L C00H -153.6(5) . . . . ?
C00B C00C C00L C00T -30.5(7) . . . . ?
C00C C00D C00I C00H -18.5(6) . . . . ?
C00C C00D C00I C00M 166.0(7) . . . . ?
C00C C00D C00O C00J 166.2(5) . . . . ?
C00C C00L C00T C00S -78.1(8) . . . . ?
C00C C00L C00T C010 101.7(7) . . . . ?
C00D C00C C00L C00H -24.5(5) . . . . ?
C00D C00C C00L C00T 98.5(6) . . . . ?
C00D C00I C00M C00Q 173.9(7) . . . . ?
C00D C00I C00M C00W -7.5(13) . . . . ?
O00E C00J C00O C00D 173.5(5) . . . . ?
C00F C00K C00P N005 -1.0(6) . . . . ?
C00F C00K C00P C016 179.1(6) . . . . ?
C00F C00K C00V C013 -177.8(6) . . . . ?
C00F C00U C011 C015 -101.6(6) . . . . ?
C00F C00U C011 C017 28.0(8) . . . . ?
C00G N005 C00P C00K 1.1(6) . . . . ?
C00G N005 C00P C016 -179.0(7) . . . . ?
C00G C00F C00K C00P 0.6(6) . . . . ?
C00G C00F C00K C00V -180.0(6) . . . . ?
C00G C00F C00U C00R -29.5(8) . . . . ?
C00G C00F C00U C011 84.5(8) . . . . ?
C00H N007 C00Q C00M 1.7(6) . . . . ?
C00H N007 C00Q C00Z -177.7(6) . . . . ?
C00H C00I C00M C00Q -1.7(6) . . . . ?
C00H C00I C00M C00W 177.0(6) . . . . ?
C00H C00L C00T C00S 35.1(8) . . . . ?
C00H C00L C00T C010 -145.1(6) . . . . ?
C00I C00D C00O C00J -77.5(6) . . . . ?
C00I C00H C00L C00C 13.4(6) . . . . ?
C00I C00H C00L C00T -109.4(6) . . . . ?
C00I C00M C00Q N007 0.0(6) . . . . ?
C00I C00M C00Q C00Z 179.4(5) . . . . ?
C00I C00M C00W C018 -179.2(6) . . . . ?
C00J O00E C2 C3 -131.0(10) . . . . ?
C00K C00F C00G N005 0.1(6) . . . . ?
C00K C00F C00U C00R 148.5(5) . . . . ?
C00K C00F C00U C011 -97.6(7) . . . . ?
C00K C00P C016 C01A 0.5(10) . . . . ?
C00K C00V C013 C01A -2.7(10) . . . . ?
C00L C00C C00D C00I 26.9(5) . . . . ?
C00L C00C C00D C00O 153.3(4) . . . . ?
C00L C00H C00I C00D 3.1(7) . . . . ?
C00L C00H C00I C00M -179.8(5) . . . . ?
C00L C00T C010 C019 179.9(6) . . . . ?
C00L C00T C010 C01F -0.7(12) . . . . ?
C00M C00Q C00Z C01B 0.1(9) . . . . ?
C00M C00W C018 C01B 0.3(10) . . . . ?
C00O C00D C00I C00H -140.1(5) . . . . ?
C00O C00D C00I C00M 44.4(10) . . . . ?
C00P N005 C00G C00F -0.7(6) . . . . ?
C00P C00K C00V C013 1.6(9) . . . . ?
C00P C016 C01A C013 -1.6(11) . . . . ?
C00Q N007 C00H C00I -2.8(6) . . . . ?
C00Q N007 C00H C00L -179.6(6) . . . . ?
C00Q C00M C00W C018 -0.6(9) . . . . ?
C00Q C00Z C01B C018 -0.5(10) . . . . ?
C00R N006 C00X C012 -1.6(7) . . . . ?
C00R N006 C00X C014 178.9(6) . . . . ?
C00R C00U C011 C015 22.1(6) . . . . ?
C00R C00U C011 C017 151.7(6) . . . . ?
C00R C00Y C012 C00X 0.0(7) . . . . ?
C00R C00Y C012 C01E -174.7(8) . . . . ?
C00R C00Y C015 C011 17.2(6) . . . . ?
C00R C00Y C015 C01G 139.4(7) . . . . ?
C00S N009 C019 C010 -0.4(7) . . . . ?
C00S N009 C019 C01K -179.5(8) . . . . ?
C00S C00T C010 C019 -0.2(7) . . . . ?
C00S C00T C010 C01F 179.2(8) . . . . ?
C00T C010 C019 N009 0.4(8) . . . . ?
C00T C010 C019 C01K 179.5(7) . . . . ?
C00T C010 C01F C01O 178.5(8) . . . . ?
C00U C00F C00G N005 178.4(5) . . . . ?
C00U C00F C00K C00P -177.8(5) . . . . ?
C00U C00F C00K C00V 1.7(10) . . . . ?
C00U C00R C00Y C012 178.8(5) . . . . ?
C00U C00R C00Y C015 -3.1(8) . . . . ?
C00U C011 C015 C00Y -24.2(6) . . . . ?
C00U C011 C015 C01G -151.0(5) . . . . ?
C00U C011 C017 O004 -112.6(7) . . . . ?
C00U C011 C017 O008 70.8(7) . . . . ?
C00V C00K C00P N005 179.4(5) . . . . ?
C00V C00K C00P C016 -0.5(9) . . . . ?
C00V C013 C01A C016 2.7(11) . . . . ?
C00W C00M C00Q N007 -179.0(5) . . . . ?
C00W C00M C00Q C00Z 0.5(9) . . . . ?
C00W C018 C01B C00Z 0.3(11) . . . . ?
C00X N006 C00R C00U -178.1(6) . . . . ?
C00X N006 C00R C00Y 1.7(7) . . . . ?
C00X C012 C01E C01H 1.9(11) . . . . ?
C00X C014 C01C C01H -2.8(11) . . . . ?
C00Y C00R C00U C00F 110.9(6) . . . . ?
C00Y C00R C00U C011 -11.8(7) . . . . ?
C00Y C012 C01E C01H 176.1(8) . . . . ?
C00Y C015 C01G C01I 83.0(8) . . . . ?
C010 C019 C01K C01M -0.7(14) . . . . ?
C010 C01F C01O C01M 4.7(15) . . . . ?
C011 C015 C01G C01I -159.5(7) . . . . ?
C012 C00X C014 C01C 4.2(9) . . . . ?
C012 C00Y C015 C011 -165.9(9) . . . . ?
C012 C00Y C015 C01G -43.7(12) . . . . ?
C012 C01E C01H C01C -0.6(13) . . . . ?
C014 C00X C012 C00Y -179.5(6) . . . . ?
C014 C00X C012 C01E -3.8(10) . . . . ?
C014 C01C C01H C01E 1.0(13) . . . . ?
C015 C00Y C012 C00X -177.0(8) . . . . ?
C015 C00Y C012 C01E 8.3(15) . . . . ?
C015 C011 C017 O004 13.8(8) . . . . ?
C015 C011 C017 O008 -162.8(5) . . . . ?
C015 C01G C01I O00A -8.3(15) . . . . ?
C015 C01G C01I O00N 174.1(7) . . . . ?
C017 O008 C01L C01P 179.9(7) . . . . ?
C017 C011 C015 C00Y -154.4(5) . . . . ?
C017 C011 C015 C01G 78.8(6) . . . . ?
C019 N009 C00S C00T 0.3(7) . . . . ?
C019 C010 C01F C01O -2.1(12) . . . . ?
C019 C01K C01M C01O 3.3(16) . . . . ?
C01D O002 C00B O001 -1.0(8) . . . . ?
C01D O002 C00B C00C 179.5(5) . . . . ?
C01F C010 C019 N009 -179.1(6) . . . . ?
C01F C010 C019 C01K 0.0(12) . . . . ?
C01I O00N C01N C1 -178.3(10) . . . . ?
C01K C01M C01O C01F -5.4(17) . . . . ?
C01L O008 C017 O004 2.0(10) . . . . ?
C01L O008 C017 C011 178.5(6) . . . . ?
C01N O00N C01I O00A 2.7(14) . . . . ?
C01N O00N C01I C01G -179.6(6) . . . . ?
C2 O00E C00J O003 -5.9(10) . . . . ?
C2 O00E C00J C00O 171.8(6) . . . . ?
