#------------------------------------------------------------------------------
#$Date: 2024-07-05 18:01:19 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292902 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/16/1571695.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_1571695
loop_
_publ_author_name
'Sui, Xianwei'
'Dang, Hang T.'
'Porey, Arka'
'Trevino, Ramon'
'Das, Arko'
'Fremin, Seth O.'
'Hughes, William B.'
'Thompson, William T.'
'Dhakal, Shree Krishna'
'Arman, Hadi D.'
'Larionov, Oleg V.'
_publ_section_title
;
 Acridine photocatalysis enables tricomponent direct decarboxylative amine
 construction.
;
_journal_issue                   25
_journal_name_full               'Chemical science'
_journal_page_first              9582
_journal_page_last               9590
_journal_paper_doi               10.1039/d4sc02356k
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C23 H29 N O3'
_chemical_formula_sum            'C23 H29 N O3'
_chemical_formula_weight         367.47
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-11-21
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_audit_update_record
;
2024-03-14 deposited with the CCDC.	2024-05-21 downloaded from the CCDC.
;
_cell_angle_alpha                112.739(2)
_cell_angle_beta                 90.306(2)
_cell_angle_gamma                103.676(2)
_cell_formula_units_Z            4
_cell_length_a                   8.8935(2)
_cell_length_b                   14.9861(4)
_cell_length_c                   16.6162(3)
_cell_measurement_reflns_used    14708
_cell_measurement_temperature    100.01(15)
_cell_measurement_theta_max      76.2220
_cell_measurement_theta_min      2.9160
_cell_volume                     1972.96(9)
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(15)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00  26.00   0.50    3.00    --  -46.89  53.00   6.00  172
  2  ω   -119.00 -31.00   0.50    3.00    --  -46.89 -53.00-138.00  176
  3  ω     32.00 119.00   0.50    3.00    --   46.89  53.00   6.00  174
  4  ω   -164.00 -76.00   0.50   12.00    --  -91.75 -53.00-138.00  176
  5  ω    -60.00 -19.00   0.50   12.00    --  -91.75  53.00   6.00   82
  6  ω     34.00  60.00   0.50   12.00    --  106.92 -53.00-138.00   52
  7  ω     92.00 178.00   0.50   12.00    --  106.92  53.00   6.00  172
  8  ω    -85.00 -13.00   0.50    3.00    --  -46.89 125.00-180.00  144
  9  ω     83.00 119.00   0.50    3.00    --   46.89  57.00 -30.00   72
 10  ω    -25.00  60.00   0.50    3.00    --   46.89 -53.00-138.00  170
 11  ω     34.00  94.00   0.50    3.00    --   46.89-125.00-120.00  120
 12  ω    -28.00  30.00   0.50    3.00    --   46.89 -19.00 -90.00  116
 13  ω     83.00 119.00   0.50    3.00    --   46.89  57.00-180.00   72
 14  ω    -51.00 -19.00   0.50   12.00    --  -91.75  45.00 120.00   64
 15  ω   -164.00 -78.00   0.50   12.00    --  -91.75 -56.00 -75.14  172
 16  ω   -101.00 -19.00   0.50   12.00    --  -91.75  77.00-180.00  164
 17  ω   -164.00-101.00   0.50   12.00    --  -91.75 -77.00-180.00  126
 18  ω   -164.00 -83.00   0.50   12.00    --  -91.75 -57.00 -87.57  162
 19  ω   -164.00-101.00   0.50   12.00    --  -91.75 -77.00 -30.00  126
 20  ω    -71.00 -19.00   0.50   12.00    --  -91.75  61.00-180.00  104
 21  ω     34.00 106.00   0.50   12.00    --  106.92 -94.00 150.00  144
 22  ω     34.00  71.00   0.50   12.00    --  106.92 -61.00  90.00   74
 23  ω     34.00 106.00   0.50   12.00    --  106.92 -94.00   0.00  144
 24  ω     34.00 101.00   0.50   12.00    --  106.92 -77.00   0.00  134
 25  ω     34.00  71.00   0.50   12.00    --  106.92 -61.00  30.00   74
 26  ω     37.00 112.00   0.50   12.00    --  106.92-125.00 -90.00  150
 27  ω     37.00 112.00   0.50   12.00    --  106.92-125.00 120.00  150
 28  ω     34.00 106.00   0.50   12.00    --  106.92 -94.00-120.00  144
 29  ω     34.00 106.00   0.50   12.00    --  106.92 -94.00 -60.00  144
 30  ω     34.00  71.00   0.50   12.00    --  106.92 -61.00-150.00   74
 31  ω     92.00 178.00   0.50   12.00    --  106.92  30.00-150.00  172
 32  ω     38.00 109.00   0.50   12.00    --  106.92-116.00   9.29  142
 33  ω    101.00 178.00   0.50   12.00    --  106.92  77.00 -60.00  154
 34  ω     93.00 178.00   0.50   12.00    --  106.92  45.00  90.00  170
 35  ω     37.00 112.00   0.50   12.00    --  106.92-125.00 150.00  150
 36  ω     37.00 112.00   0.50   12.00    --  106.92-125.00   0.00  150
 37  ω     34.00 106.00   0.50   12.00    --  106.92 -94.00-180.00  144
 38  ω     34.00  71.00   0.50   12.00    --  106.92 -61.00   0.00   74
 39  ω   -119.00 -83.00   0.50    3.00    --  -46.89 -57.00 -30.00   72
 40  ω     31.00 119.00   0.50    3.00    --   46.89  55.00-178.70  176
 41  ω     31.00 119.00   0.50    3.00    --   46.89  55.00 102.38  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0830345000
_diffrn_orient_matrix_UB_12      -0.1114223000
_diffrn_orient_matrix_UB_13      -0.0263716000
_diffrn_orient_matrix_UB_21      0.1249626000
_diffrn_orient_matrix_UB_22      -0.0086435000
_diffrn_orient_matrix_UB_23      0.0591676000
_diffrn_orient_matrix_UB_31      -0.0982193000
_diffrn_orient_matrix_UB_32      0.0287201000
_diffrn_orient_matrix_UB_33      0.0776451000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            37064
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.326
_diffrn_reflns_theta_min         2.900
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.643
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.648
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_description       plate
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.114
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     497
_refine_ls_number_reflns         8018
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0783
_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)+(0.0100P)²+5.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1685
_refine_ls_wR_factor_ref         0.1732
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6789
_reflns_number_total             8018
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc02356k2.cif
_cod_data_source_block           hpd801b_auto
_cod_depositor_comments
'Adding full bibliography for 1571691--1571695.cif.'
_cod_original_cell_volume        1972.96(8)
_cod_database_code               1571695
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     'MCR -11'
_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   0.944
_shelx_estimated_absorpt_t_min   0.876
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H11,H1,H2} of C11, All C(H,H) groups
 At 1.5 times of:
  {H23A,H23B,H23C} of C23, {H39A,H39B,H39C} of C39, {H16A,H16B,H16C} of C16,
  {H46A,H46B,H46C} of C46
2.a Ternary CH refined with riding coordinates:
 C1(H1A), C24(H24)
2.b Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C30(H30A,H30B), C27(H27A,H27B), C7(H7A,H7B), C28(H28A,H28B),
 C3(H3A,H3B), C15(H15A,H15B), C38(H38A,H38B), C4(H4A,H4B), C6(H6A,H6B),
 C29(H29A,H29B), C5(H5A,H5B)
2.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C45(H45), C21(H21), C18(H18), C41(H41), C42(H42), C44(H44),
 C36(H36), C19(H19), C32(H32), C9(H9), C13(H13), C35(H35), C33(H33), C34(H34),
 C12(H12), C10(H10), C11(H11)
2.d Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C16(H16A,H16B,H16C), C46(H46A,H46B,H46C), C23(H23A,H23B,
 H23C)
;
_olex2_exptl_crystal_mounting_method 'nylon loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.662
_oxdiff_exptl_absorpt_empirical_full_min 0.428
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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O5 O 0.4816(2) 0.60863(16) 0.45360(13) 0.0278(4) Uani 1 1 d . . . . .
O1 O 0.9071(2) 0.61278(16) 0.25219(13) 0.0302(5) Uani 1 1 d . . . . .
O2 O 0.9771(2) 0.60886(16) 0.12068(13) 0.0282(4) Uani 1 1 d . . . . .
O4 O 0.4102(2) 0.61963(16) 0.32759(13) 0.0303(5) Uani 1 1 d . . . . .
O6 O 0.0305(3) 0.14035(16) 0.20623(15) 0.0362(5) Uani 1 1 d . . . . .
O3 O 0.5194(2) 0.14377(16) 0.05557(16) 0.0389(5) Uani 1 1 d . . . . .
N2 N 0.0943(3) 0.55267(18) 0.36719(16) 0.0242(5) Uani 1 1 d . . . . .
N1 N 0.5913(3) 0.55570(18) 0.17079(16) 0.0244(5) Uani 1 1 d . . . . .
C43 C 0.0393(3) 0.2406(2) 0.24319(19) 0.0275(6) Uani 1 1 d . . . . .
C40 C 0.0790(3) 0.4503(2) 0.32658(18) 0.0239(6) Uani 1 1 d . . . . .
C37 C 0.3810(3) 0.6152(2) 0.39697(18) 0.0241(6) Uani 1 1 d . . . . .
C22 C 0.4533(3) 0.3946(2) 0.16791(18) 0.0257(6) Uani 1 1 d . . . . .
H22 H 0.384663 0.426255 0.205687 0.031 Uiso 1 1 calc R U . . .
C45 C -0.0451(3) 0.3884(2) 0.26177(18) 0.0255(6) Uani 1 1 d . . . . .
H45 H -0.117178 0.417850 0.245578 0.031 Uiso 1 1 calc R U . . .
C25 C 0.2104(3) 0.7272(2) 0.47919(18) 0.0235(6) Uani 1 1 d . . . . .
C14 C 0.8773(3) 0.6125(2) 0.18108(18) 0.0244(6) Uani 1 1 d . . . . .
C1 C 0.7191(3) 0.6179(2) 0.14791(18) 0.0235(6) Uani 1 1 d . . . . .
H1A H 0.712385 0.590600 0.082376 0.028 Uiso 1 1 calc R U . . .
C17 C 0.5743(3) 0.4534(2) 0.14201(18) 0.0231(6) Uani 1 1 d . . . . .
C21 C 0.4306(3) 0.2927(2) 0.14047(19) 0.0282(6) Uani 1 1 d . . . . .
H21 H 0.346987 0.255264 0.159054 0.034 Uiso 1 1 calc R U . . .
C18 C 0.6730(3) 0.4028(2) 0.08578(18) 0.0256(6) Uani 1 1 d . . . . .
H18 H 0.756323 0.439718 0.066516 0.031 Uiso 1 1 calc R U . . .
C41 C 0.1835(3) 0.4028(2) 0.34786(18) 0.0251(6) Uani 1 1 d . . . . .
H41 H 0.269574 0.441894 0.391103 0.030 Uiso 1 1 calc R U . . .
C31 C 0.3526(3) 0.7834(2) 0.54908(19) 0.0256(6) Uani 1 1 d . . . . .
C2 C 0.7121(3) 0.7295(2) 0.18051(18) 0.0238(6) Uani 1 1 d . . . . .
C24 C 0.2226(3) 0.6168(2) 0.43347(18) 0.0238(6) Uani 1 1 d . . . . .
H24 H 0.219677 0.589555 0.479851 0.029 Uiso 1 1 calc R U . . .
C42 C 0.1625(3) 0.3009(2) 0.30701(19) 0.0264(6) Uani 1 1 d . . . . .
H42 H 0.234288 0.271078 0.322958 0.032 Uiso 1 1 calc R U . . .
C20 C 0.5308(3) 0.2441(2) 0.0851(2) 0.0279(6) Uani 1 1 d . . . . .
C44 C -0.0660(3) 0.2860(2) 0.22071(19) 0.0276(6) Uani 1 1 d . . . . .
H44 H -0.151657 0.246277 0.177279 0.033 Uiso 1 1 calc R U . . .
C26 C 0.0566(3) 0.7250(2) 0.52218(19) 0.0267(6) Uani 1 1 d . . . . .
H26A H -0.031735 0.683164 0.476452 0.032 Uiso 1 1 calc R U . . .
H26B H 0.057527 0.693950 0.564991 0.032 Uiso 1 1 calc R U . . .
C30 C 0.2015(3) 0.7758(2) 0.41331(19) 0.0276(6) Uani 1 1 d . . . . .
H30A H 0.299658 0.780286 0.385495 0.033 Uiso 1 1 calc R U . . .
H30B H 0.115411 0.732669 0.366534 0.033 Uiso 1 1 calc R U . . .
C27 C 0.0332(3) 0.8301(2) 0.5690(2) 0.0300(6) Uani 1 1 d . . . . .
H27A H -0.065563 0.825830 0.596244 0.036 Uiso 1 1 calc R U . . .
H27B H 0.119320 0.871469 0.616239 0.036 Uiso 1 1 calc R U . . .
C36 C 0.4883(3) 0.8410(2) 0.5335(2) 0.0306(6) Uani 1 1 d . . . . .
H36 H 0.490333 0.851575 0.480633 0.037 Uiso 1 1 calc R U . . .
C8 C 0.8468(3) 0.7813(2) 0.1430(2) 0.0263(6) Uani 1 1 d . . . . .
C7 C 0.7210(4) 0.7804(2) 0.28118(19) 0.0306(6) Uani 1 1 d . . . . .
H7A H 0.639260 0.739498 0.302034 0.037 Uiso 1 1 calc R U . . .
H7B H 0.823219 0.782945 0.307123 0.037 Uiso 1 1 calc R U . . .
C19 C 0.6506(3) 0.3012(2) 0.05851(19) 0.0279(6) Uani 1 1 d . . . . .
H19 H 0.718639 0.269213 0.020507 0.034 Uiso 1 1 calc R U . . .
C28 C 0.0286(4) 0.8791(2) 0.5052(2) 0.0325(7) Uani 1 1 d . . . . .
H28A H 0.020561 0.948609 0.537334 0.039 Uiso 1 1 calc R U . . .
H28B H -0.064556 0.842010 0.461861 0.039 Uiso 1 1 calc R U . . .
C3 C 0.5533(3) 0.7307(2) 0.1435(2) 0.0293(6) Uani 1 1 d . . . . .
H3A H 0.543500 0.698733 0.078578 0.035 Uiso 1 1 calc R U . . .
H3B H 0.468771 0.691058 0.163856 0.035 Uiso 1 1 calc R U . . .
C15 C 1.1383(3) 0.6110(2) 0.1426(2) 0.0321(7) Uani 1 1 d . . . . .
H15A H 1.166007 0.645484 0.206966 0.038 Uiso 1 1 calc R U . . .
H15B H 1.209607 0.648793 0.114476 0.038 Uiso 1 1 calc R U . . .
C38 C 0.6426(3) 0.6119(2) 0.4343(2) 0.0324(7) Uani 1 1 d . . . . .
H38A H 0.713950 0.651404 0.488992 0.039 Uiso 1 1 calc R U . . .
H38B H 0.668796 0.644937 0.392967 0.039 Uiso 1 1 calc R U . . .
C39 C 0.6631(3) 0.5075(2) 0.3944(2) 0.0334(7) Uani 1 1 d . . . . .
H39A H 0.605108 0.471888 0.335889 0.050 Uiso 1 1 calc R U . . .
H39B H 0.623738 0.471894 0.431739 0.050 Uiso 1 1 calc R U . . .
H39C H 0.773823 0.510486 0.389708 0.050 Uiso 1 1 calc R U . . .
C32 C 0.3535(4) 0.7721(2) 0.6282(2) 0.0324(7) Uani 1 1 d . . . . .
H32 H 0.262493 0.733842 0.640810 0.039 Uiso 1 1 calc R U . . .
C4 C 0.5343(4) 0.8376(2) 0.1723(2) 0.0357(7) Uani 1 1 d . . . . .
H4A H 0.615822 0.876715 0.149777 0.043 Uiso 1 1 calc R U . . .
H4B H 0.431624 0.835163 0.147030 0.043 Uiso 1 1 calc R U . . .
C9 C 0.8343(4) 0.7633(2) 0.0539(2) 0.0341(7) Uani 1 1 d . . . . .
H9 H 0.739314 0.723687 0.018340 0.041 Uiso 1 1 calc R U . . .
C6 C 0.7001(4) 0.8869(2) 0.3133(2) 0.0365(7) Uani 1 1 d . . . . .
H6A H 0.788554 0.930082 0.298622 0.044 Uiso 1 1 calc R U . . .
H6B H 0.700505 0.914527 0.377898 0.044 Uiso 1 1 calc R U . . .
C29 C 0.1753(4) 0.8806(2) 0.4569(2) 0.0311(6) Uani 1 1 d . . . . .
H29A H 0.164816 0.907143 0.411655 0.037 Uiso 1 1 calc R U . . .
H29B H 0.266760 0.925944 0.499187 0.037 Uiso 1 1 calc R U . . .
C5 C 0.5471(4) 0.8886(3) 0.2712(2) 0.0418(8) Uani 1 1 d . . . . .
H5A H 0.458054 0.854132 0.293092 0.050 Uiso 1 1 calc R U . . .
H5B H 0.542312 0.958842 0.288507 0.050 Uiso 1 1 calc R U . . .
C13 C 0.9876(3) 0.8402(2) 0.1936(2) 0.0351(7) Uani 1 1 d . . . . .
H13 H 0.999366 0.854018 0.254463 0.042 Uiso 1 1 calc R U . . .
C16 C 1.1566(4) 0.5064(3) 0.1116(2) 0.0347(7) Uani 1 1 d . . . . .
H16A H 1.116661 0.469709 0.049457 0.052 Uiso 1 1 calc R U . . .
H16B H 1.098145 0.472364 0.146046 0.052 Uiso 1 1 calc R U . . .
H16C H 1.267034 0.508659 0.119119 0.052 Uiso 1 1 calc R U . . .
C35 C 0.6210(4) 0.8833(2) 0.5940(2) 0.0397(8) Uani 1 1 d . . . . .
H35 H 0.712927 0.920745 0.581483 0.048 Uiso 1 1 calc R U . . .
C33 C 0.4848(4) 0.8155(3) 0.6893(2) 0.0411(8) Uani 1 1 d . . . . .
H33 H 0.482625 0.807201 0.743129 0.049 Uiso 1 1 calc R U . . .
C34 C 0.6190(4) 0.8710(3) 0.6716(2) 0.0434(9) Uani 1 1 d . . . . .
H34 H 0.709035 0.900272 0.713052 0.052 Uiso 1 1 calc R U . . .
C46 C -0.1120(4) 0.0744(3) 0.1580(2) 0.0409(8) Uani 1 1 d . . . . .
H46A H -0.131765 0.087416 0.106010 0.061 Uiso 1 1 calc R U . . .
H46B H -0.196975 0.085195 0.194981 0.061 Uiso 1 1 calc R U . . .
H46C H -0.105829 0.004976 0.139703 0.061 Uiso 1 1 calc R U . . .
C23 C 0.3738(4) 0.0815(3) 0.0592(2) 0.0389(8) Uani 1 1 d . . . . .
H23A H 0.375528 0.011063 0.030460 0.058 Uiso 1 1 calc R U . . .
H23B H 0.290448 0.093471 0.029126 0.058 Uiso 1 1 calc R U . . .
H23C H 0.355064 0.097029 0.120684 0.058 Uiso 1 1 calc R U . . .
C12 C 1.1123(4) 0.8793(3) 0.1548(3) 0.0494(10) Uani 1 1 d . . . . .
H12 H 1.207829 0.919366 0.189642 0.059 Uiso 1 1 calc R U . . .
C10 C 0.9586(5) 0.8025(3) 0.0163(3) 0.0487(10) Uani 1 1 d . . . . .
H10 H 0.947864 0.789475 -0.044424 0.058 Uiso 1 1 calc R U . . .
C11 C 1.0968(5) 0.8600(3) 0.0671(3) 0.0523(11) Uani 1 1 d . . . . .
H11 H 1.181786 0.886339 0.041379 0.063 Uiso 1 1 calc R U . . .
H1 H 0.569(5) 0.585(3) 0.225(3) 0.063 Uiso 1 1 d . U . . .
H2 H 0.072(5) 0.581(3) 0.333(3) 0.063 Uiso 1 1 d . 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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3 -1 9 0.0653
-2 10 -3 0.0349
3 2 -9 0.0994
2 -10 3 0.0545
-5 0 -1 0.1272
0 1 9 0.0344
5 1 4 0.0323
0 -1 -9 0.0595
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
C37 O5 C38 119.3(2) . . ?
C14 O2 C15 118.7(2) . . ?
C43 O6 C46 117.8(2) . . ?
C20 O3 C23 116.8(2) . . ?
C40 N2 C24 120.6(2) . . ?
C17 N1 C1 120.8(2) . . ?
O6 C43 C42 116.8(3) . . ?
O6 C43 C44 124.8(3) . . ?
C42 C43 C44 118.3(3) . . ?
N2 C40 C45 120.4(2) . . ?
N2 C40 C41 123.0(3) . . ?
C45 C40 C41 116.6(3) . . ?
O5 C37 C24 110.2(2) . . ?
O4 C37 O5 125.1(2) . . ?
O4 C37 C24 124.7(2) . . ?
C21 C22 C17 122.3(3) . . ?
C44 C45 C40 122.3(3) . . ?
C31 C25 C24 106.2(2) . . ?
C31 C25 C26 111.1(2) . . ?
C26 C25 C24 107.6(2) . . ?
C30 C25 C31 112.8(2) . . ?
C30 C25 C24 112.4(2) . . ?
C30 C25 C26 106.7(2) . . ?
O1 C14 O2 124.9(2) . . ?
O1 C14 C1 124.6(2) . . ?
O2 C14 C1 110.5(2) . . ?
N1 C1 C14 111.6(2) . . ?
N1 C1 C2 113.3(2) . . ?
C14 C1 C2 110.0(2) . . ?
N1 C17 C22 120.1(2) . . ?
N1 C17 C18 123.2(2) . . ?
C22 C17 C18 116.7(3) . . ?
C22 C21 C20 120.1(3) . . ?
C19 C18 C17 121.1(3) . . ?
C42 C41 C40 121.1(3) . . ?
C36 C31 C25 122.1(3) . . ?
C32 C31 C25 120.3(3) . . ?
C32 C31 C36 117.5(3) . . ?
C8 C2 C1 105.9(2) . . ?
C8 C2 C7 112.7(2) . . ?
C8 C2 C3 111.0(2) . . ?
C7 C2 C1 112.4(2) . . ?
C7 C2 C3 106.9(2) . . ?
C3 C2 C1 107.9(2) . . ?
N2 C24 C37 112.0(2) . . ?
N2 C24 C25 113.3(2) . . ?
C37 C24 C25 109.9(2) . . ?
C41 C42 C43 121.7(3) . . ?
O3 C20 C21 124.5(3) . . ?
O3 C20 C19 117.2(3) . . ?
C19 C20 C21 118.3(3) . . ?
C45 C44 C43 120.0(3) . . ?
C27 C26 C25 111.8(2) . . ?
C29 C30 C25 112.4(2) . . ?
C28 C27 C26 110.7(2) . . ?
C35 C36 C31 121.2(3) . . ?
C9 C8 C2 119.7(3) . . ?
C13 C8 C2 122.1(3) . . ?
C13 C8 C9 118.0(3) . . ?
C6 C7 C2 112.7(2) . . ?
C18 C19 C20 121.6(3) . . ?
C27 C28 C29 111.0(2) . . ?
C4 C3 C2 112.0(2) . . ?
O2 C15 C16 110.1(2) . . ?
O5 C38 C39 109.9(2) . . ?
C31 C32 C33 121.4(3) . . ?
C5 C4 C3 110.7(3) . . ?
C10 C9 C8 121.3(3) . . ?
C7 C6 C5 111.5(3) . . ?
C30 C29 C28 111.5(3) . . ?
C4 C5 C6 111.1(3) . . ?
C8 C13 C12 120.2(3) . . ?
C34 C35 C36 120.2(3) . . ?
C34 C33 C32 120.1(3) . . ?
C35 C34 C33 119.6(3) . . ?
C11 C12 C13 120.5(3) . . ?
C11 C10 C9 119.9(4) . . ?
C12 C11 C10 120.1(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
O5 C37 1.342(3) . ?
O5 C38 1.463(3) . ?
O1 C14 1.208(3) . ?
O2 C14 1.337(3) . ?
O2 C15 1.467(3) . ?
O4 C37 1.206(3) . ?
O6 C43 1.367(4) . ?
O6 C46 1.418(4) . ?
O3 C20 1.368(4) . ?
O3 C23 1.423(4) . ?
N2 C40 1.388(4) . ?
N2 C24 1.445(3) . ?
N1 C1 1.443(3) . ?
N1 C17 1.388(4) . ?
C43 C42 1.386(4) . ?
C43 C44 1.405(4) . ?
C40 C45 1.404(4) . ?
C40 C41 1.414(4) . ?
C37 C24 1.538(4) . ?
C22 C17 1.403(4) . ?
C22 C21 1.377(4) . ?
C45 C44 1.382(4) . ?
C25 C31 1.543(4) . ?
C25 C24 1.562(4) . ?
C25 C26 1.546(4) . ?
C25 C30 1.542(4) . ?
C14 C1 1.539(4) . ?
C1 C2 1.564(4) . ?
C17 C18 1.412(4) . ?
C21 C20 1.402(4) . ?
C18 C19 1.373(4) . ?
C41 C42 1.374(4) . ?
C31 C36 1.398(4) . ?
C31 C32 1.389(4) . ?
C2 C8 1.539(4) . ?
C2 C7 1.539(4) . ?
C2 C3 1.545(4) . ?
C20 C19 1.389(4) . ?
C26 C27 1.530(4) . ?
C30 C29 1.531(4) . ?
C27 C28 1.511(4) . ?
C36 C35 1.395(4) . ?
C8 C9 1.397(4) . ?
C8 C13 1.395(4) . ?
C7 C6 1.534(4) . ?
C28 C29 1.534(4) . ?
C3 C4 1.536(4) . ?
C15 C16 1.499(4) . ?
C38 C39 1.502(4) . ?
C32 C33 1.391(4) . ?
C4 C5 1.512(5) . ?
C9 C10 1.393(5) . ?
C6 C5 1.536(5) . ?
C13 C12 1.407(5) . ?
C35 C34 1.370(5) . ?
C33 C34 1.387(5) . ?
C12 C11 1.371(6) . ?
C10 C11 1.376(6) . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-3.2821 -1.2762 8.8828 0.1805 0.1265 0.9754
-2.2615 9.5584 -3.0599 -0.7965 -0.5463 0.2591
3.0170 2.3662 -9.2149 -0.2712 -0.1887 -0.9439
2.2849 -9.5460 2.9936 0.7950 0.5452 -0.2661
-5.4788 -0.2239 -0.6857 0.4980 -0.7233 0.4784
0.4447 1.1089 9.1776 -0.4025 0.5890 0.7008
4.8358 0.5511 3.5619 -0.5569 0.8103 -0.1826
-0.3203 -1.1109 -9.2214 0.3936 -0.5760 -0.7164
