# Supplementary Information (SI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jma326
_database_code_depnum_ccdc_archive 'CCDC 2083069'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;UNIV Angers, UMR CNRS
France
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-07-16 downloaded from the CCDC.
;

_audit_creation_date             2020-03-10T08:31:20-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C27 H21 N O2 S'
_chemical_formula_sum            'C27 H21 N O2 S'
_chemical_formula_weight         423.51
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.4412(2)
_cell_length_b                   8.0589(3)
_cell_length_c                   33.5265(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2010.51(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150.00(10)
_cell_measurement_reflns_used    3386
_cell_measurement_theta_min      5.252
_cell_measurement_theta_max      71.56

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.161
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_min          0.032
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_F_000             888

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.63
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.9037
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      150.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_number            7476
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.636
_diffrn_reflns_theta_max         72.412
_diffrn_reflns_theta_full        71
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.957
_reflns_Friedel_fraction_full    0.953
_reflns_Friedel_fraction_max     0.934
_reflns_Friedel_coverage         0.686
_reflns_number_total             3803
_reflns_number_gt                3613
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, V2018)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0328P)²+3.2340P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3803
_refine_ls_number_parameters     294
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0546
_refine_ls_wR_factor_ref         0.137
_refine_ls_wR_factor_gt          0.1353
_refine_ls_goodness_of_fit_ref   1.13
_refine_ls_restrained_S_all      1.13
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.39(4)
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.4
_refine_diff_density_rms         0.067

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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_
_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 0.3115(6) 0.9679(6) 0.46574(14) 0.0257(10) Uani 1 1 d . . . . .
C2 C 0.2899(6) 1.0366(6) 0.42716(16) 0.0317(12) Uani 1 1 d . . . . .
H2 H 0.270529 1.149907 0.424155 0.038 Uiso 1 1 calc R U . . .
C3 C 0.2974(7) 0.9374(7) 0.39471(16) 0.0362(13) Uani 1 1 d . . . . .
H3 H 0.272867 0.981385 0.36965 0.043 Uiso 1 1 calc R U . . .
C4 C 0.3418(7) 0.7683(7) 0.39836(15) 0.0304(11) Uani 1 1 d . . . . .
C5 C 0.3774(7) 0.6697(7) 0.36422(15) 0.0337(12) Uani 1 1 d . . . . .
H5 H 0.356973 0.714248 0.339036 0.04 Uiso 1 1 calc R U . . .
C6 C 0.4408(7) 0.5114(8) 0.36724(16) 0.0355(12) Uani 1 1 d . . . . .
H6 H 0.46112 0.447977 0.344509 0.043 Uiso 1 1 calc R U . . .
C7 C 0.4746(7) 0.4463(7) 0.40513(15) 0.0290(11) Uani 1 1 d . . . . .
H7 H 0.525457 0.341246 0.407397 0.035 Uiso 1 1 calc R U . . .
C8 C 0.4345(6) 0.5339(6) 0.43904(14) 0.0236(10) Uani 1 1 d . . . . .
H8 H 0.453531 0.485247 0.463842 0.028 Uiso 1 1 calc R U . . .
C9 C 0.3648(6) 0.6966(6) 0.43696(14) 0.0236(10) Uani 1 1 d . . . . .
C10 C 0.3306(6) 0.7989(6) 0.47194(14) 0.0227(9) Uani 1 1 d . . . . .
C11 C 0.3150(6) 0.7296(5) 0.51251(13) 0.0222(9) Uani 1 1 d . . . . .
C12 C 0.3536(6) 0.8277(6) 0.54705(14) 0.0230(10) Uani 1 1 d . . . . .
C13 C 0.3842(6) 1.0002(6) 0.54584(16) 0.0245(10) Uani 1 1 d . . . . .
C14 C 0.4380(6) 1.0857(6) 0.57948(16) 0.0305(11) Uani 1 1 d . . . . .
H14 H 0.468204 1.197378 0.577465 0.037 Uiso 1 1 calc R U . . .
C15 C 0.4475(7) 1.0068(7) 0.61640(16) 0.0321(11) Uani 1 1 d . . . . .
H15 H 0.486746 1.065041 0.638703 0.038 Uiso 1 1 calc R U . . .
C16 C 0.3988(7) 0.8427(6) 0.61985(15) 0.0275(11) Uani 1 1 d . . . . .
C17 C 0.3507(6) 0.7513(6) 0.58553(14) 0.0231(10) Uani 1 1 d . . . . .
C18 C 0.2938(6) 0.5853(5) 0.58954(13) 0.0218(9) Uani 1 1 d . . . . .
C19 C 0.2417(6) 0.4974(6) 0.55641(13) 0.0218(9) Uani 1 1 d . . . . .
H19 H 0.196592 0.390427 0.559295 0.026 Uiso 1 1 calc R U . . .
C20 C 0.2561(6) 0.5673(5) 0.51835(13) 0.0215(9) Uani 1 1 d . . . . .
H20 H 0.225324 0.503483 0.496263 0.026 Uiso 1 1 calc R U . . .
C21 C 0.2765(6) 0.5086(6) 0.62942(14) 0.0262(10) Uani 1 1 d . . . . .
C22 C 0.3925(7) 0.7643(7) 0.65979(16) 0.0353(12) Uani 1 1 d . . . . .
C23 C 0.3041(9) 0.5289(7) 0.70321(16) 0.0418(14) Uani 1 1 d . . . . .
H23 H 0.353727 0.609845 0.722034 0.05 Uiso 1 1 calc R U . . .
C24 C 0.1047(11) 0.5132(11) 0.71305(19) 0.064(2) Uani 1 1 d . . . . .
H24A H 0.043374 0.613017 0.704319 0.077 Uiso 1 1 calc R U . . .
H24B H 0.05503 0.42053 0.698255 0.077 Uiso 1 1 calc R U . . .
C25 C 0.0684(13) 0.4873(11) 0.75724(18) 0.072(2) Uani 1 1 d . . . . .
H25A H 0.120528 0.384068 0.765648 0.108 Uiso 1 1 calc R U . . .
H25B H -0.05898 0.484614 0.761783 0.108 Uiso 1 1 calc R U . . .
H25C H 0.120583 0.576681 0.772192 0.108 Uiso 1 1 calc R U . . .
C26 C 0.4041(11) 0.3678(12) 0.7104(2) 0.072(2) Uani 1 1 d . . . . .
H26A H 0.397316 0.291887 0.688006 0.086 Uiso 0.37(2) 1 calc R U P A 1
H26B H 0.367917 0.312513 0.73482 0.086 Uiso 0.37(2) 1 calc R U P A 1
H26C H 0.412651 0.353422 0.73907 0.086 Uiso 0.63(2) 1 calc R U P A 2
H26D H 0.328251 0.278948 0.700534 0.086 Uiso 0.63(2) 1 calc R U P A 2
C27A C 0.605(4) 0.463(4) 0.7142(7) 0.087(10) Uani 0.37(2) 1 d . . P A 1
H27A H 0.625666 0.529505 0.690904 0.13 Uiso 0.37(2) 1 calc R U P A 1
H27B H 0.698284 0.380944 0.716427 0.13 Uiso 0.37(2) 1 calc R U P A 1
H27C H 0.606177 0.532446 0.737457 0.13 Uiso 0.37(2) 1 calc R U P A 1
C27B C 0.5886(14) 0.3394(15) 0.6937(4) 0.049(4) Uani 0.63(2) 1 d . . P A 2
H27D H 0.584594 0.347921 0.665122 0.074 Uiso 0.63(2) 1 calc R U P A 2
H27E H 0.629691 0.230792 0.701088 0.074 Uiso 0.63(2) 1 calc R U P A 2
H27F H 0.669609 0.421386 0.70409 0.074 Uiso 0.63(2) 1 calc R U P A 2
N1 N 0.3297(6) 0.6008(5) 0.66237(12) 0.0323(9) Uani 1 1 d . . . . .
S1 S 0.32690(16) 1.11690(13) 0.50371(4) 0.0309(3) Uani 1 1 d . . . . .
O1 O 0.2150(5) 0.3685(4) 0.63348(10) 0.0350(8) Uani 1 1 d . . . . .
O2 O 0.4431(7) 0.8390(6) 0.68954(12) 0.0556(13) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C10 1.385(6) . ?
C1 C2 1.416(7) . ?
C1 S1 1.753(5) . ?
C2 C3 1.351(8) . ?
C2 H2 0.93 . ?
C3 C4 1.408(8) . ?
C3 H3 0.93 . ?
C4 C5 1.419(8) . ?
C4 C9 1.427(6) . ?
C5 C6 1.364(8) . ?
C5 H5 0.93 . ?
C6 C7 1.397(7) . ?
C6 H6 0.93 . ?
C7 C8 1.371(7) . ?
C7 H7 0.93 . ?
C8 C9 1.412(7) . ?
C8 H8 0.93 . ?
C9 C10 1.456(7) . ?
C10 C11 1.475(6) . ?
C11 C20 1.393(6) . ?
C11 C12 1.431(6) . ?
C12 C13 1.409(7) . ?
C12 C17 1.430(7) . ?
C13 C14 1.381(7) . ?
C13 S1 1.750(5) . ?
C14 C15 1.393(8) . ?
C14 H14 0.93 . ?
C15 C16 1.376(8) . ?
C15 H15 0.93 . ?
C16 C17 1.413(7) . ?
C16 C22 1.482(7) . ?
C17 C18 1.410(6) . ?
C18 C19 1.373(6) . ?
C18 C21 1.478(6) . ?
C19 C20 1.399(6) . ?
C19 H19 0.93 . ?
C20 H20 0.93 . ?
C21 O1 1.226(6) . ?
C21 N1 1.389(6) . ?
C22 O2 1.224(7) . ?
C22 N1 1.400(7) . ?
C23 N1 1.499(7) . ?
C23 C26 1.516(10) . ?
C23 C24 1.525(10) . ?
C23 H23 0.98 . ?
C24 C25 1.521(8) . ?
C24 H24A 0.97 . ?
C24 H24B 0.97 . ?
C25 H25A 0.96 . ?
C25 H25B 0.96 . ?
C25 H25C 0.96 . ?
C26 C27B 1.501(14) . ?
C26 C27A 1.69(3) . ?
C26 H26A 0.97 . ?
C26 H26B 0.97 . ?
C26 H26C 0.97 . ?
C26 H26D 0.97 . ?
C27A H27A 0.96 . ?
C27A H27B 0.96 . ?
C27A H27C 0.96 . ?
C27B H27D 0.96 . ?
C27B H27E 0.96 . ?
C27B H27F 0.96 . ?

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
C10 C1 C2 122.2(5) . . ?
C10 C1 S1 123.9(4) . . ?
C2 C1 S1 113.8(4) . . ?
C3 C2 C1 120.0(5) . . ?
C3 C2 H2 120 . . ?
C1 C2 H2 120 . . ?
C2 C3 C4 120.8(5) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 121.1(5) . . ?
C3 C4 C9 119.9(5) . . ?
C5 C4 C9 118.9(5) . . ?
C6 C5 C4 121.9(5) . . ?
C6 C5 H5 119 . . ?
C4 C5 H5 119 . . ?
C5 C6 C7 118.8(5) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C8 C7 C6 121.4(5) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C7 C8 C9 121.1(5) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C8 C9 C4 117.7(5) . . ?
C8 C9 C10 123.4(4) . . ?
C4 C9 C10 118.7(4) . . ?
C1 C10 C9 117.0(4) . . ?
C1 C10 C11 120.2(4) . . ?
C9 C10 C11 122.8(4) . . ?
C20 C11 C12 117.9(4) . . ?
C20 C11 C10 120.7(4) . . ?
C12 C11 C10 121.4(4) . . ?
C13 C12 C17 117.0(4) . . ?
C13 C12 C11 123.7(4) . . ?
C17 C12 C11 119.3(4) . . ?
C14 C13 C12 121.1(5) . . ?
C14 C13 S1 117.5(4) . . ?
C12 C13 S1 120.9(4) . . ?
C13 C14 C15 120.8(5) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C16 C15 C14 120.0(5) . . ?
C16 C15 H15 120 . . ?
C14 C15 H15 120 . . ?
C15 C16 C17 120.0(5) . . ?
C15 C16 C22 119.6(5) . . ?
C17 C16 C22 120.4(5) . . ?
C18 C17 C16 119.6(4) . . ?
C18 C17 C12 120.0(4) . . ?
C16 C17 C12 120.4(4) . . ?
C19 C18 C17 119.8(4) . . ?
C19 C18 C21 119.4(4) . . ?
C17 C18 C21 120.6(4) . . ?
C18 C19 C20 120.6(4) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C11 C20 C19 122.0(4) . . ?
C11 C20 H20 119 . . ?
C19 C20 H20 119 . . ?
O1 C21 N1 120.7(4) . . ?
O1 C21 C18 121.2(4) . . ?
N1 C21 C18 118.1(4) . . ?
O2 C22 N1 121.0(5) . . ?
O2 C22 C16 121.1(5) . . ?
N1 C22 C16 117.9(4) . . ?
N1 C23 C26 114.5(5) . . ?
N1 C23 C24 110.7(5) . . ?
C26 C23 C24 111.9(6) . . ?
N1 C23 H23 106.4 . . ?
C26 C23 H23 106.4 . . ?
C24 C23 H23 106.4 . . ?
C25 C24 C23 113.3(6) . . ?
C25 C24 H24A 108.9 . . ?
C23 C24 H24A 108.9 . . ?
C25 C24 H24B 108.9 . . ?
C23 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27B C26 C23 121.4(7) . . ?
C23 C26 C27A 93.4(12) . . ?
C23 C26 H26A 113 . . ?
C27A C26 H26A 113 . . ?
C23 C26 H26B 113 . . ?
C27A C26 H26B 113 . . ?
H26A C26 H26B 110.4 . . ?
C27B C26 H26C 107 . . ?
C23 C26 H26C 107 . . ?
C27B C26 H26D 107 . . ?
C23 C26 H26D 107 . . ?
H26C C26 H26D 106.7 . . ?
C26 C27A H27A 109.5 . . ?
C26 C27A H27B 109.5 . . ?
H27A C27A H27B 109.5 . . ?
C26 C27A H27C 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
C26 C27B H27D 109.5 . . ?
C26 C27B H27E 109.5 . . ?
H27D C27B H27E 109.5 . . ?
C26 C27B H27F 109.5 . . ?
H27D C27B H27F 109.5 . . ?
H27E C27B H27F 109.5 . . ?
C21 N1 C22 123.3(4) . . ?
C21 N1 C23 118.9(4) . . ?
C22 N1 C23 117.6(4) . . ?
C13 S1 C1 103.5(2) . . ?



# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kmdbio-200k_auto
_database_code_depnum_ccdc_archive 'CCDC 2335339'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;UNIV Angers, UMR CNRS
France
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-07-16 downloaded from the CCDC.
;

_audit_creation_date             2023-01-11T09:00:14-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C27 H21 N O3'
_chemical_formula_sum            'C27 H21 N O3'
_chemical_formula_weight         407.45

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3945(13)
_cell_length_b                   11.0290(14)
_cell_length_c                   12.9499(18)
_cell_angle_alpha                103.471(12)
_cell_angle_beta                 92.673(13)
_cell_angle_gamma                108.586(14)
_cell_volume                     965.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    200.00(10)
_cell_measurement_reflns_used    1224
_cell_measurement_theta_min      4.348
_cell_measurement_theta_max      71.615

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.294
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.019
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_F_000             428

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.731
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.41.118a (Rigaku Oxford Diffraction, 2021)
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_absorpt_correction_T_min  0.798
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      200.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0809
_diffrn_reflns_av_unetI/netI     0.1049
_diffrn_reflns_number            6318
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.54
_diffrn_reflns_theta_max         74.589
_diffrn_reflns_theta_full        68
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.919
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.919
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.919
_reflns_Friedel_coverage         0
_reflns_number_total             3626
_reflns_number_gt                1848
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, V2018)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0551P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3626
_refine_ls_number_parameters     295
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1251
_refine_ls_R_factor_gt           0.0684
_refine_ls_wR_factor_ref         0.1964
_refine_ls_wR_factor_gt          0.1518
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_restrained_S_all      0.976
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.054

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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_
_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 0.2382(5) 0.3324(3) 0.4491(3) 0.0410(7) Uani 1 1 d . . . . .
C2 C 0.2076(6) 0.2166(4) 0.4822(3) 0.0555(10) Uani 1 1 d . . . . .
H2 H 0.208629 0.137546 0.433909 0.067 Uiso 1 1 calc R U . . .
C3 C 0.1764(7) 0.2194(4) 0.5844(3) 0.0639(11) Uani 1 1 d . . . . .
H3 H 0.156719 0.141264 0.607839 0.077 Uiso 1 1 calc R U . . .
C4 C 0.1723(5) 0.3349(4) 0.6572(3) 0.0479(8) Uani 1 1 d . . . . .
C5 C 0.1411(6) 0.3330(4) 0.7639(3) 0.0574(10) Uani 1 1 d . . . . .
H5 H 0.123124 0.253627 0.785319 0.069 Uiso 1 1 calc R U . . .
C6 C 0.1363(6) 0.4436(4) 0.8368(3) 0.0561(10) Uani 1 1 d . . . . .
H6A H 0.136346 0.446905 0.910787 0.067 Uiso 0.561(12) 1 calc R U P A 1
H6B H 0.09304 0.438488 0.904127 0.067 Uiso 0.439(12) 1 calc R U P A 2
C7A C 0.1311(19) 0.556(2) 0.7976(15) 0.050(3) Uani 0.561(12) 1 d . . P A 1
H7A H 0.104906 0.626954 0.844224 0.06 Uiso 0.561(12) 1 calc R U P A 1
C8A C 0.1625(16) 0.5622(14) 0.6964(12) 0.042(2) Uani 0.561(12) 1 d . . P A 1
H8A H 0.158697 0.636946 0.672952 0.051 Uiso 0.561(12) 1 calc R U P A 1
C8B C 0.230(2) 0.561(2) 0.7062(16) 0.042(2) Uani 0.439(12) 1 d . . P A 2
H8B H 0.277986 0.64573 0.691684 0.051 Uiso 0.439(12) 1 calc R U P A 2
C7B C 0.195(2) 0.560(3) 0.810(2) 0.050(3) Uani 0.439(12) 1 d . . P A 2
H7B H 0.211219 0.640148 0.862651 0.06 Uiso 0.439(12) 1 calc R U P A 2
C9 C 0.2026(4) 0.4524(3) 0.6228(3) 0.0392(7) Uani 1 1 d . . . . .
C10 C 0.2384(4) 0.4523(3) 0.5139(2) 0.0375(7) Uani 1 1 d . . . . .
C11 C 0.2730(4) 0.5648(3) 0.4655(2) 0.0357(7) Uani 1 1 d . . . . .
C12 C 0.3015(4) 0.5403(3) 0.3546(2) 0.0337(6) Uani 1 1 d . . . . .
C13 C 0.2994(5) 0.4151(3) 0.2955(2) 0.0380(7) Uani 1 1 d . . . . .
C14 C 0.3295(5) 0.3894(3) 0.1905(3) 0.0469(8) Uani 1 1 d . . . . .
H14 H 0.327573 0.303721 0.153446 0.056 Uiso 1 1 calc R U . . .
C15 C 0.3631(6) 0.4901(3) 0.1381(3) 0.0470(8) Uani 1 1 d . . . . .
H15 H 0.386142 0.473243 0.065487 0.056 Uiso 1 1 calc R U . . .
C16 C 0.3632(5) 0.6145(3) 0.1914(2) 0.0388(7) Uani 1 1 d . . . . .
C17 C 0.3308(4) 0.6403(3) 0.2995(2) 0.0343(6) Uani 1 1 d . . . . .
C18 C 0.3304(5) 0.7664(3) 0.3542(2) 0.0376(7) Uani 1 1 d . . . . .
C19A C 0.332(2) 0.8019(14) 0.4652(14) 0.039(2) Uani 0.561(12) 1 d . U P A 1
H19A H 0.345604 0.889511 0.503711 0.047 Uiso 0.561(12) 1 calc R U P A 1
C19B C 0.276(3) 0.7746(19) 0.4538(19) 0.039(2) Uani 0.439(12) 1 d . . P A 2
H19B H 0.257862 0.855464 0.487407 0.047 Uiso 0.439(12) 1 calc R U P A 2
C20A C 0.3136(15) 0.6994(14) 0.5167(12) 0.0363(19) Uani 0.561(12) 1 d . . P A 1
H20A H 0.329946 0.723812 0.592766 0.044 Uiso 0.561(12) 1 calc R U P A 1
C20B C 0.2431(18) 0.683(2) 0.5126(16) 0.0363(19) Uani 0.439(12) 1 d . . P A 2
H20B H 0.202446 0.69917 0.581419 0.044 Uiso 0.439(12) 1 calc R U P A 2
C21 C 0.4026(5) 0.7205(3) 0.1360(2) 0.0405(7) Uani 1 1 d . . . . .
C22 C 0.3493(5) 0.8689(3) 0.2965(2) 0.0417(8) Uani 1 1 d . . . . .
C23 C 0.4199(5) 0.9479(3) 0.1331(3) 0.0454(8) Uani 1 1 d . . . . .
H23 H 0.460308 0.91292 0.062902 0.054 Uiso 1 1 calc R U . . .
C24 C 0.5833(6) 1.0748(3) 0.1902(3) 0.0549(9) Uani 1 1 d . . . . .
H24A H 0.614493 1.133282 0.14127 0.066 Uiso 1 1 calc R U . . .
H24B H 0.538596 1.121493 0.253321 0.066 Uiso 1 1 calc R U . . .
C25 C 0.7650(6) 1.0523(4) 0.2270(4) 0.0669(11) Uani 1 1 d . . . . .
H25A H 0.743028 1.010985 0.286674 0.1 Uiso 1 1 calc R U . . .
H25B H 0.870423 1.137411 0.250417 0.1 Uiso 1 1 calc R U . . .
H25C H 0.798851 0.993836 0.167501 0.1 Uiso 1 1 calc R U . . .
C26 C 0.2349(6) 0.9742(4) 0.1071(3) 0.0566(10) Uani 1 1 d . . . . .
H26A H 0.186296 1.004091 0.174986 0.068 Uiso 1 1 calc R U . . .
H26B H 0.264744 1.047119 0.071396 0.068 Uiso 1 1 calc R U . . .
C27 C 0.0768(6) 0.8542(4) 0.0356(3) 0.0555(9) Uani 1 1 d . . . . .
H27A H 0.118907 0.828924 -0.034457 0.083 Uiso 1 1 calc R U . . .
H27B H -0.040114 0.876347 0.026254 0.083 Uiso 1 1 calc R U . . .
H27C H 0.049921 0.780131 0.068783 0.083 Uiso 1 1 calc R U . . .
N1 N 0.3892(4) 0.8427(2) 0.1914(2) 0.0390(6) Uani 1 1 d . . . . .
O1 O 0.2710(3) 0.3140(2) 0.34334(18) 0.0440(6) Uani 1 1 d . . . . .
O2 O 0.4450(5) 0.7045(3) 0.0449(2) 0.0605(7) Uani 1 1 d . . . . .
O3 O 0.3318(4) 0.9762(2) 0.3397(2) 0.0582(7) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1 1.381(4) . ?
C1 C10 1.391(5) . ?
C1 C2 1.395(5) . ?
C2 C3 1.348(5) . ?
C2 H2 0.95 . ?
C3 C4 1.407(6) . ?
C3 H3 0.95 . ?
C4 C5 1.416(5) . ?
C4 C9 1.422(5) . ?
C5 C6 1.369(6) . ?
C5 H5 0.95 . ?
C6 C7B 1.35(3) . ?
C6 C7A 1.46(2) . ?
C6 H6A 0.95 . ?
C6 H6B 0.95 . ?
C7A C8A 1.35(2) . ?
C7A H7A 0.95 . ?
C8A C9 1.477(15) . ?
C8A H8A 0.95 . ?
C8B C9 1.37(2) . ?
C8B C7B 1.39(3) . ?
C8B H8B 0.95 . ?
C7B H7B 0.95 . ?
C9 C10 1.447(5) . ?
C10 C11 1.474(5) . ?
C11 C20B 1.40(2) . ?
C11 C20A 1.404(15) . ?
C11 C12 1.437(4) . ?
C12 C13 1.409(4) . ?
C12 C17 1.414(4) . ?
C13 O1 1.363(4) . ?
C13 C14 1.367(5) . ?
C14 C15 1.395(5) . ?
C14 H14 0.95 . ?
C15 C16 1.384(4) . ?
C15 H15 0.95 . ?
C16 C17 1.411(4) . ?
C16 C21 1.469(5) . ?
C17 C18 1.407(4) . ?
C18 C19B 1.36(3) . ?
C18 C19A 1.397(19) . ?
C18 C22 1.469(5) . ?
C19A C20A 1.42(2) . ?
C19A H19A 0.95 . ?
C19B C20B 1.37(3) . ?
C19B H19B 0.95 . ?
C20A H20A 0.95 . ?
C20B H20B 0.95 . ?
C21 O2 1.223(4) . ?
C21 N1 1.408(4) . ?
C22 O3 1.235(4) . ?
C22 N1 1.389(4) . ?
C23 N1 1.491(4) . ?
C23 C24 1.524(5) . ?
C23 C26 1.525(6) . ?
C23 H23 1 . ?
C24 C25 1.517(6) . ?
C24 H24A 0.99 . ?
C24 H24B 0.99 . ?
C25 H25A 0.98 . ?
C25 H25B 0.98 . ?
C25 H25C 0.98 . ?
C26 C27 1.522(5) . ?
C26 H26A 0.99 . ?
C26 H26B 0.99 . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H27C 0.98 . ?

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
O1 C1 C10 123.7(3) . . ?
O1 C1 C2 111.5(3) . . ?
C10 C1 C2 124.7(3) . . ?
C3 C2 C1 118.5(3) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 121.8(4) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C3 C4 C5 119.6(3) . . ?
C3 C4 C9 119.4(3) . . ?
C5 C4 C9 121.0(3) . . ?
C6 C5 C4 121.1(4) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C7B C6 C5 118.1(13) . . ?
C5 C6 C7A 118.0(9) . . ?
C5 C6 H6A 121 . . ?
C7A C6 H6A 121 . . ?
C7B C6 H6B 121 . . ?
C5 C6 H6B 121 . . ?
C8A C7A C6 121.9(17) . . ?
C8A C7A H7A 119.1 . . ?
C6 C7A H7A 119.1 . . ?
C7A C8A C9 119.7(14) . . ?
C7A C8A H8A 120.2 . . ?
C9 C8A H8A 120.2 . . ?
C9 C8B C7B 125.7(19) . . ?
C9 C8B H8B 117.1 . . ?
C7B C8B H8B 117.1 . . ?
C6 C7B C8B 120(2) . . ?
C6 C7B H7B 120.2 . . ?
C8B C7B H7B 120.2 . . ?
C8B C9 C4 112.5(9) . . ?
C8B C9 C10 126.5(9) . . ?
C4 C9 C10 119.8(3) . . ?
C4 C9 C8A 116.5(7) . . ?
C10 C9 C8A 122.9(6) . . ?
C1 C10 C9 115.7(3) . . ?
C1 C10 C11 117.5(3) . . ?
C9 C10 C11 126.8(3) . . ?
C20B C11 C12 117.5(9) . . ?
C20A C11 C12 113.7(7) . . ?
C20B C11 C10 124.4(9) . . ?
C20A C11 C10 128.5(7) . . ?
C12 C11 C10 116.8(3) . . ?
C13 C12 C17 117.0(3) . . ?
C13 C12 C11 121.5(3) . . ?
C17 C12 C11 121.5(3) . . ?
O1 C13 C14 117.0(3) . . ?
O1 C13 C12 120.1(3) . . ?
C14 C13 C12 122.9(3) . . ?
C13 C14 C15 119.4(3) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 120.5(3) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 119.9(3) . . ?
C15 C16 C21 119.9(3) . . ?
C17 C16 C21 120.1(3) . . ?
C18 C17 C16 120.3(3) . . ?
C18 C17 C12 119.3(3) . . ?
C16 C17 C12 120.3(3) . . ?
C19B C18 C17 114.7(10) . . ?
C19A C18 C17 121.5(7) . . ?
C19B C18 C22 124.1(10) . . ?
C19A C18 C22 118.2(7) . . ?
C17 C18 C22 120.0(3) . . ?
C18 C19A C20A 115.9(12) . . ?
C18 C19A H19A 122.1 . . ?
C20A C19A H19A 122.1 . . ?
C18 C19B C20B 129.3(19) . . ?
C18 C19B H19B 115.3 . . ?
C20B C19B H19B 115.3 . . ?
C11 C20A C19A 125.9(12) . . ?
C11 C20A H20A 117 . . ?
C19A C20A H20A 117 . . ?
C19B C20B C11 116.2(17) . . ?
C19B C20B H20B 121.9 . . ?
C11 C20B H20B 121.9 . . ?
O2 C21 N1 120.4(3) . . ?
O2 C21 C16 121.9(3) . . ?
N1 C21 C16 117.6(3) . . ?
O3 C22 N1 120.4(3) . . ?
O3 C22 C18 121.4(3) . . ?
N1 C22 C18 118.2(3) . . ?
N1 C23 C24 112.6(3) . . ?
N1 C23 C26 112.3(3) . . ?
C24 C23 C26 112.0(3) . . ?
N1 C23 H23 106.5 . . ?
C24 C23 H23 106.5 . . ?
C26 C23 H23 106.5 . . ?
C25 C24 C23 113.9(3) . . ?
C25 C24 H24A 108.8 . . ?
C23 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
C23 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C23 113.9(3) . . ?
C27 C26 H26A 108.8 . . ?
C23 C26 H26A 108.8 . . ?
C27 C26 H26B 108.8 . . ?
C23 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C22 N1 C21 123.2(3) . . ?
C22 N1 C23 119.3(3) . . ?
C21 N1 C23 117.5(3) . . ?
C13 O1 C1 120.2(2) . . ?



# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dps-nh-dbi_auto
_database_code_depnum_ccdc_archive 'CCDC 2335340'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;UNIV Angers, UMR CNRS
France
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-07-16 downloaded from the CCDC.
;

_audit_creation_date             2023-07-20T14:07:35-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C27 H22 N2 O2, H2 O'
_chemical_formula_sum            'C27 H24 N2 O3'
_chemical_formula_weight         424.48

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1159(10)
_cell_length_b                   11.0027(12)
_cell_length_c                   11.6696(14)
_cell_angle_alpha                87.387(9)
_cell_angle_beta                 84.335(10)
_cell_angle_gamma                87.188(9)
_cell_volume                     1034.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    200.00(10)
_cell_measurement_reflns_used    1577
_cell_measurement_theta_min      3.721
_cell_measurement_theta_max      71.465

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.123
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.033
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_F_000             448

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
        Empirical absorption correction using spherical harmonics,
        implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.69221
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      200.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_av_unetI/netI     0.0702
_diffrn_reflns_number            7015
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.81
_diffrn_reflns_theta_max         72.338
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.949
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.949
_reflns_Friedel_coverage         0
_reflns_number_total             3889
_reflns_number_gt                2367
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, V2021)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2019/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1453P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3889
_refine_ls_number_parameters     313
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1251
_refine_ls_R_factor_gt           0.0921
_refine_ls_wR_factor_ref         0.2753
_refine_ls_wR_factor_gt          0.2343
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.084

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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_
_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 0.7154(4) 0.4244(3) -0.0666(3) 0.0442(7) Uani 1 1 d . . . . .
C2 C 0.7886(5) 0.4631(3) -0.1771(3) 0.0519(8) Uani 1 1 d . . . . .
H2 H 0.775788 0.417571 -0.242692 0.062 Uiso 1 1 calc R U . . .
C3 C 0.8761(5) 0.5643(3) -0.1884(3) 0.0560(9) Uani 1 1 d . . . . .
H3 H 0.92834 0.587957 -0.261984 0.067 Uiso 1 1 calc R U . . .
C4 C 0.8920(4) 0.6358(3) -0.0935(3) 0.0494(8) Uani 1 1 d . . . . .
C5 C 0.9837(4) 0.7421(3) -0.1099(3) 0.0545(9) Uani 1 1 d . . . . .
H5 H 1.03608 0.762208 -0.184286 0.065 Uiso 1 1 calc R U . . .
C6 C 0.9991(5) 0.8162(3) -0.0218(4) 0.0636(10) Uani 1 1 d . . . . .
H6 H 1.06553 0.885281 -0.032796 0.076 Uiso 1 1 calc R U . . .
C7 C 0.9149(7) 0.7880(4) 0.0842(4) 0.0786(13) Uani 1 1 d . . . . .
H7 H 0.921787 0.840046 0.146097 0.094 Uiso 1 1 calc R U . . .
C8 C 0.8231(6) 0.6886(4) 0.1021(3) 0.0683(11) Uani 1 1 d . . . . .
H8 H 0.761047 0.676521 0.174802 0.082 Uiso 1 1 calc DR U . . .
C9 C 0.8155(4) 0.6016(3) 0.0172(3) 0.0452(7) Uani 1 1 d . . . . .
C10 C 0.7279(4) 0.4889(3) 0.0327(3) 0.0418(7) Uani 1 1 d . . . . .
C11 C 0.6567(4) 0.4334(3) 0.1418(3) 0.0434(7) Uani 1 1 d . . . . .
C12 C 0.5661(4) 0.3257(3) 0.1391(2) 0.0399(7) Uani 1 1 d . . . . .
C13 C 0.5564(4) 0.2680(3) 0.0339(2) 0.0414(7) Uani 1 1 d . . . . .
C14 C 0.4696(4) 0.1612(3) 0.0305(3) 0.0444(7) Uani 1 1 d . . . . .
H14 H 0.465482 0.123191 -0.040579 0.053 Uiso 1 1 calc R U . . .
C15 C 0.3911(4) 0.1121(3) 0.1296(3) 0.0449(7) Uani 1 1 d . . . . .
H15 H 0.332258 0.039983 0.126437 0.054 Uiso 1 1 calc R U . . .
C16 C 0.3952(4) 0.1653(3) 0.2350(3) 0.0414(7) Uani 1 1 d . . . . .
C17 C 0.4863(4) 0.2709(3) 0.2409(3) 0.0420(7) Uani 1 1 d . . . . .
C18 C 0.5003(5) 0.3211(3) 0.3474(3) 0.0506(8) Uani 1 1 d . . . . .
C19 C 0.5993(6) 0.4196(4) 0.3499(3) 0.0663(11) Uani 1 1 d . . . . .
H19 H 0.614335 0.451783 0.422068 0.08 Uiso 1 1 calc R U . . .
C20 C 0.6751(6) 0.4711(4) 0.2532(3) 0.0677(12) Uani 1 1 d . . . . .
H20 H 0.744956 0.536564 0.260624 0.081 Uiso 1 1 calc DR U . . .
C21 C 0.3083(4) 0.1131(3) 0.3378(3) 0.0463(7) Uani 1 1 d . . . . .
C22 C 0.4185(5) 0.2670(3) 0.4525(3) 0.0547(9) Uani 1 1 d . . . . .
C23 C 0.2070(6) 0.1272(3) 0.5438(3) 0.0623(11) Uani 1 1 d . . . . .
H23A H 0.13821 0.066629 0.511488 0.075 Uiso 0.692(15) 1 calc R U P A 1
H23B H 0.243798 0.180733 0.602575 0.075 Uiso 0.308(15) 1 calc R U P A 2
C24A C 0.2932(9) 0.0552(9) 0.6292(7) 0.065(2) Uani 0.692(15) 1 d . . P A 1
H24A H 0.336213 0.112587 0.680786 0.078 Uiso 0.692(15) 1 calc R U P A 1
H24B H 0.390484 0.013027 0.587981 0.078 Uiso 0.692(15) 1 calc R U P A 1
C24B C 0.284(2) 0.0028(16) 0.5879(15) 0.055(4) Uani 0.308(15) 1 d . . P A 2
H24C H 0.271074 -0.06005 0.531727 0.066 Uiso 0.308(15) 1 calc R U P A 2
H24D H 0.403615 0.010521 0.593417 0.066 Uiso 0.308(15) 1 calc R U P A 2
C25 C 0.2029(6) -0.0365(4) 0.7023(4) 0.0692(11) Uani 1 1 d . . . . .
H25A H 0.092138 -0.002995 0.728358 0.104 Uiso 0.692(15) 1 calc R U P A 1
H25B H 0.26345 -0.058974 0.769303 0.104 Uiso 0.692(15) 1 calc R U P A 1
H25C H 0.192783 -0.108919 0.657998 0.104 Uiso 0.692(15) 1 calc R U P A 1
H25D H 0.228304 0.019576 0.760314 0.104 Uiso 0.308(15) 1 calc R U P A 2
H25E H 0.244363 -0.118983 0.722958 0.104 Uiso 0.308(15) 1 calc R U P A 2
H25F H 0.082645 -0.036197 0.699156 0.104 Uiso 0.308(15) 1 calc R U P A 2
C26A C 0.0766(7) 0.2239(7) 0.5933(6) 0.059(2) Uani 0.692(15) 1 d . . P A 1
H26A H -0.008304 0.180199 0.643737 0.07 Uiso 0.692(15) 1 calc R U P A 1
H26B H 0.132876 0.275668 0.643197 0.07 Uiso 0.692(15) 1 calc R U P A 1
C26B C 0.0635(15) 0.1665(13) 0.5435(12) 0.051(4) Uani 0.308(15) 1 d . . P A 2
H26C H 0.010046 0.143237 0.620858 0.061 Uiso 0.308(15) 1 calc R U P A 2
H26D H 0.014292 0.115949 0.488869 0.061 Uiso 0.308(15) 1 calc R U P A 2
C27 C -0.0068(8) 0.3018(5) 0.5174(5) 0.1039(19) Uani 1 1 d . U . . .
H27A H 0.07267 0.354212 0.473027 0.156 Uiso 0.692(15) 1 calc R U P A 1
H27B H -0.090996 0.352289 0.561514 0.156 Uiso 0.692(15) 1 calc R U P A 1
H27C H -0.060397 0.253157 0.464592 0.156 Uiso 0.692(15) 1 calc R U P A 1
H27D H 0.030088 0.356371 0.57281 0.156 Uiso 0.308(15) 1 calc R U P A 2
H27E H -0.128216 0.303305 0.524198 0.156 Uiso 0.308(15) 1 calc R U P A 2
H27F H 0.034488 0.328744 0.439058 0.156 Uiso 0.308(15) 1 calc R U P A 2
N1 N 0.6318(3) 0.3193(2) -0.0634(2) 0.0435(6) Uani 1 1 d . . . . .
H1 H 0.626734 0.283017 -0.128592 0.052 Uiso 1 1 calc R U . . .
N2 N 0.3129(4) 0.1726(3) 0.4416(2) 0.0537(8) Uani 1 1 d . . . . .
O1 O 0.2286(3) 0.0204(2) 0.3387(2) 0.0567(7) Uani 1 1 d . . . . .
O2 O 0.4345(4) 0.3039(2) 0.5489(2) 0.0707(9) Uani 1 1 d . . . . .
O3 O 0.6265(4) 0.2079(3) -0.2741(2) 0.0717(8) Uani 1 1 d G . . . .
H3A H 0.662086 0.135292 -0.29419 0.107 Uiso 1 1 d G U . . .
H3B H 0.578921 0.238594 -0.333195 0.107 Uiso 1 1 d G U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 N1 1.367(4) . ?
C1 C10 1.401(4) . ?
C1 C2 1.422(4) . ?
C2 C3 1.344(5) . ?
C2 H2 0.95 . ?
C3 C4 1.408(5) . ?
C3 H3 0.95 . ?
C4 C5 1.412(5) . ?
C4 C9 1.420(5) . ?
C5 C6 1.360(6) . ?
C5 H5 0.95 . ?
C6 C7 1.383(6) . ?
C6 H6 0.95 . ?
C7 C8 1.350(6) . ?
C7 H7 0.95 . ?
C8 C9 1.416(5) . ?
C8 H8 0.95 . ?
C9 C10 1.455(5) . ?
C10 C11 1.464(4) . ?
C11 C20 1.407(5) . ?
C11 C12 1.428(4) . ?
C12 C13 1.417(4) . ?
C12 C17 1.420(4) . ?
C13 N1 1.350(4) . ?
C13 C14 1.403(4) . ?
C14 C15 1.367(4) . ?
C14 H14 0.95 . ?
C15 C16 1.390(4) . ?
C15 H15 0.95 . ?
C16 C17 1.415(4) . ?
C16 C21 1.441(4) . ?
C17 C18 1.400(4) . ?
C18 C19 1.383(5) . ?
C18 C22 1.453(5) . ?
C19 C20 1.346(5) . ?
C19 H19 0.95 . ?
C20 H20 0.95 . ?
C21 O1 1.233(4) . ?
C21 N2 1.407(4) . ?
C22 O2 1.234(4) . ?
C22 N2 1.396(5) . ?
C23 C26B 1.223(13) . ?
C23 C24A 1.457(9) . ?
C23 N2 1.482(4) . ?
C23 C26A 1.552(8) . ?
C23 C24B 1.563(15) . ?
C23 H23A 1 . ?
C23 H23B 1 . ?
C24A C25 1.468(8) . ?
C24A H24A 0.99 . ?
C24A H24B 0.99 . ?
C24B C25 1.483(14) . ?
C24B H24C 0.99 . ?
C24B H24D 0.99 . ?
C25 H25A 0.98 . ?
C25 H25B 0.98 . ?
C25 H25C 0.98 . ?
C25 H25D 0.98 . ?
C25 H25E 0.98 . ?
C25 H25F 0.98 . ?
C26A C27 1.403(8) . ?
C26A H26A 0.99 . ?
C26A H26B 0.99 . ?
C26B C27 1.595(15) . ?
C26B H26C 0.99 . ?
C26B H26D 0.99 . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H27C 0.98 . ?
C27 H27D 0.98 . ?
C27 H27E 0.98 . ?
C27 H27F 0.98 . ?
N1 H1 0.88 . ?
O3 H3A 0.87 . ?
O3 H3B 0.87 . ?

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
N1 C1 C10 122.0(3) . . ?
N1 C1 C2 115.4(3) . . ?
C10 C1 C2 122.6(3) . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 121.3(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 119.3(3) . . ?
C3 C4 C9 120.2(3) . . ?
C5 C4 C9 120.5(3) . . ?
C6 C5 C4 121.7(3) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 117.9(3) . . ?
C5 C6 H6 121 . . ?
C7 C6 H6 121 . . ?
C8 C7 C6 121.9(4) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C7 C8 C9 122.8(4) . . ?
C7 C8 H8 118.6 . . ?
C9 C8 H8 118.6 . . ?
C8 C9 C4 114.6(3) . . ?
C8 C9 C10 125.8(3) . . ?
C4 C9 C10 119.4(3) . . ?
C1 C10 C9 116.6(3) . . ?
C1 C10 C11 116.5(3) . . ?
C9 C10 C11 126.9(3) . . ?
C20 C11 C12 114.5(3) . . ?
C20 C11 C10 126.7(3) . . ?
C12 C11 C10 118.7(3) . . ?
C13 C12 C17 117.6(3) . . ?
C13 C12 C11 120.7(3) . . ?
C17 C12 C11 121.7(3) . . ?
N1 C13 C14 120.7(3) . . ?
N1 C13 C12 118.1(3) . . ?
C14 C13 C12 121.2(3) . . ?
C15 C14 C13 119.8(3) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 121.5(3) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C17 119.5(3) . . ?
C15 C16 C21 120.4(3) . . ?
C17 C16 C21 120.1(3) . . ?
C18 C17 C16 120.2(3) . . ?
C18 C17 C12 119.5(3) . . ?
C16 C17 C12 120.3(3) . . ?
C19 C18 C17 118.2(3) . . ?
C19 C18 C22 121.4(3) . . ?
C17 C18 C22 120.3(3) . . ?
C20 C19 C18 122.1(3) . . ?
C20 C19 H19 119 . . ?
C18 C19 H19 119 . . ?
C19 C20 C11 123.6(3) . . ?
C19 C20 H20 118.2 . . ?
C11 C20 H20 118.2 . . ?
O1 C21 N2 118.8(3) . . ?
O1 C21 C16 123.2(3) . . ?
N2 C21 C16 118.0(3) . . ?
O2 C22 N2 119.6(3) . . ?
O2 C22 C18 122.7(3) . . ?
N2 C22 C18 117.6(3) . . ?
C26B C23 N2 112.0(6) . . ?
C24A C23 N2 115.6(4) . . ?
C24A C23 C26A 115.3(6) . . ?
N2 C23 C26A 113.6(3) . . ?
C26B C23 C24B 131.9(9) . . ?
N2 C23 C24B 108.8(6) . . ?
C24A C23 H23A 103.4 . . ?
N2 C23 H23A 103.4 . . ?
C26A C23 H23A 103.4 . . ?
C26B C23 H23B 98.9 . . ?
N2 C23 H23B 98.9 . . ?
C24B C23 H23B 98.9 . . ?
C23 C24A C25 119.1(6) . . ?
C23 C24A H24A 107.5 . . ?
C25 C24A H24A 107.5 . . ?
C23 C24A H24B 107.5 . . ?
C25 C24A H24B 107.5 . . ?
H24A C24A H24B 107 . . ?
C25 C24B C23 111.7(10) . . ?
C25 C24B H24C 109.3 . . ?
C23 C24B H24C 109.3 . . ?
C25 C24B H24D 109.3 . . ?
C23 C24B H24D 109.3 . . ?
H24C C24B H24D 107.9 . . ?
C24A C25 H25A 109.5 . . ?
C24A C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24A C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24B C25 H25D 109.5 . . ?
C24B C25 H25E 109.5 . . ?
H25D C25 H25E 109.5 . . ?
C24B C25 H25F 109.5 . . ?
H25D C25 H25F 109.5 . . ?
H25E C25 H25F 109.5 . . ?
C27 C26A C23 119.4(5) . . ?
C27 C26A H26A 107.5 . . ?
C23 C26A H26A 107.5 . . ?
C27 C26A H26B 107.5 . . ?
C23 C26A H26B 107.5 . . ?
H26A C26A H26B 107 . . ?
C23 C26B C27 129.5(11) . . ?
C23 C26B H26C 104.9 . . ?
C27 C26B H26C 104.9 . . ?
C23 C26B H26D 104.9 . . ?
C27 C26B H26D 104.9 . . ?
H26C C26B H26D 105.8 . . ?
C26A C27 H27A 109.5 . . ?
C26A C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26A C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26B C27 H27D 109.5 . . ?
C26B C27 H27E 109.5 . . ?
H27D C27 H27E 109.5 . . ?
C26B C27 H27F 109.5 . . ?
H27D C27 H27F 109.5 . . ?
H27E C27 H27F 109.5 . . ?
C13 N1 C1 123.7(3) . . ?
C13 N1 H1 118.2 . . ?
C1 N1 H1 118.2 . . ?
C22 N2 C21 122.6(3) . . ?
C22 N2 C23 119.7(3) . . ?
C21 N2 C23 117.6(3) . . ?
H3A O3 H3B 104.5 . . ?



# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
