# Supplementary Information (SI) for RSC Advances.
# 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_sb1526_hy_compound_3a
_database_code_depnum_ccdc_archive 'CCDC 2312660'
loop_
_audit_author_name
_audit_author_address
'Martin Nieger'
;University of Helsinki
Finland
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-12-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'ethyl 2-amino-4-(furan-2-yl)-5-oxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxylate'

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H16 N2 O5'
_chemical_formula_sum            'C19 H16 N2 O5'
_chemical_formula_weight         352.34

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2266(2)
_cell_length_b                   8.5847(3)
_cell_length_c                   12.5866(3)
_cell_angle_alpha                106.141(3)
_cell_angle_beta                 103.673(2)
_cell_angle_gamma                100.320(2)
_cell_volume                     800.60(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    10226
_cell_measurement_theta_min      3.8
_cell_measurement_theta_max      78.3

_exptl_crystal_description       blocks
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_F_000             368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.104
_exptl_crystal_size_mid          0.077
_exptl_crystal_size_min          0.036
_exptl_absorpt_coefficient_mu    0.895
_shelx_estimated_absorpt_T_min   0.913
_shelx_estimated_absorpt_T_max   0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88553
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?



_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_detector_area_resol_mean 10.0000

_diffrn_measurement_method       'omega scans, 0.5 deg.'

_diffrn_reflns_number            17010
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.836
_diffrn_reflns_theta_max         79.251
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3430
_reflns_number_gt                3087
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_structure_solution    SHELXT
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0651P)²+0.2659P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3430
_refine_ls_number_parameters     244
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.1155
_refine_ls_wR_factor_gt          0.1130
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.69097(12) 0.53171(11) 0.48221(7) 0.0223(2) Uani 1 1 d . . . . .
C2 C 0.71392(16) 0.63514(15) 0.59278(11) 0.0209(3) Uani 1 1 d . . . . .
N2 N 0.66369(16) 0.77405(14) 0.58790(10) 0.0258(2) Uani 1 1 d D . . . .
H2A H 0.620(2) 0.779(2) 0.5192(13) 0.039 Uiso 1 1 d D U . . .
H2B H 0.675(3) 0.844(2) 0.6552(13) 0.039 Uiso 1 1 d D U . . .
C3 C 0.77860(16) 0.59578(15) 0.68877(11) 0.0210(3) Uani 1 1 d . . . . .
C4 C 0.82658(16) 0.43071(15) 0.67970(10) 0.0201(3) Uani 1 1 d . . . . .
H4 H 0.9442 0.4559 0.7359 0.024 Uiso 1 1 calc R U . . .
C4A C 0.83665(16) 0.35131(15) 0.55902(10) 0.0202(3) Uani 1 1 d . . . . .
C5 C 0.92262(16) 0.21661(15) 0.53878(11) 0.0209(3) Uani 1 1 d . . . . .
O5 O 0.99473(12) 0.16854(12) 0.61791(8) 0.0255(2) Uani 1 1 d . . . . .
N6 N 0.92153(14) 0.14386(14) 0.42738(9) 0.0228(2) Uani 1 1 d D . . . .
H6 H 0.963(2) 0.0529(19) 0.4150(14) 0.027 Uiso 1 1 d D U . . .
C6A C 0.84240(16) 0.18600(16) 0.33394(11) 0.0215(3) Uani 1 1 d . . . . .
C7 C 0.84347(17) 0.09928(17) 0.22192(12) 0.0251(3) Uani 1 1 d . . . . .
H7 H 0.9005 0.0119 0.2100 0.030 Uiso 1 1 calc R U . . .
C8 C 0.76135(19) 0.14160(17) 0.12934(12) 0.0276(3) Uani 1 1 d . . . . .
H8 H 0.7626 0.0835 0.0535 0.033 Uiso 1 1 calc R U . . .
C9 C 0.67596(19) 0.26953(18) 0.14602(12) 0.0285(3) Uani 1 1 d . . . . .
H9 H 0.6173 0.2955 0.0812 0.034 Uiso 1 1 calc R U . . .
C10 C 0.67651(18) 0.35801(16) 0.25588(11) 0.0253(3) Uani 1 1 d . . . . .
H10 H 0.6204 0.4462 0.2668 0.030 Uiso 1 1 calc R U . . .
C10A C 0.76029(16) 0.31738(15) 0.35161(11) 0.0210(3) Uani 1 1 d . . . . .
C10B C 0.76528(15) 0.39932(15) 0.46920(11) 0.0200(3) Uani 1 1 d . . . . .
C11 C 0.79351(16) 0.71125(16) 0.80144(11) 0.0225(3) Uani 1 1 d . . . . .
O11 O 0.76573(13) 0.85065(11) 0.82169(8) 0.0271(2) Uani 1 1 d . . . . .
O12 O 0.84011(14) 0.64453(12) 0.88501(8) 0.0280(2) Uani 1 1 d . . . . .
C13 C 0.8435(2) 0.73979(18) 1.00040(12) 0.0320(3) Uani 1 1 d . . . . .
H13A H 0.7488 0.7967 0.9964 0.038 Uiso 1 1 calc R U . . .
H13B H 0.9555 0.8261 1.0409 0.038 Uiso 1 1 calc R U . . .
C14 C 0.8206(2) 0.6172(2) 1.06328(14) 0.0402(4) Uani 1 1 d . . . . .
H14A H 0.8221 0.6767 1.1423 0.060 Uiso 1 1 calc R U . . .
H14B H 0.7094 0.5326 1.0223 0.060 Uiso 1 1 calc R U . . .
H14C H 0.9151 0.5619 1.0665 0.060 Uiso 1 1 calc R U . . .
C15 C 0.70184(16) 0.31039(15) 0.70926(10) 0.0204(3) Uani 1 1 d . . . . .
C16 C 0.71939(18) 0.19775(17) 0.76441(12) 0.0280(3) Uani 1 1 d . . . . .
H16 H 0.8242 0.1723 0.7958 0.034 Uiso 1 1 calc R U . . .
C17 C 0.55060(19) 0.12357(17) 0.76681(12) 0.0285(3) Uani 1 1 d . . . . .
H17 H 0.5215 0.0401 0.8003 0.034 Uiso 1 1 calc R U . . .
C18 C 0.44193(19) 0.19558(18) 0.71223(13) 0.0300(3) Uani 1 1 d . . . . .
H18 H 0.3205 0.1705 0.7007 0.036 Uiso 1 1 calc R U . . .
O19 O 0.53085(12) 0.31074(12) 0.67537(8) 0.0273(2) Uani 1 1 d . . . . .


_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
O1 C10B 1.3730(14) . ?
O1 C2 1.3746(15) . ?
C2 N2 1.3423(16) . ?
C2 C3 1.3580(17) . ?
N2 H2A 0.873(14) . ?
N2 H2B 0.863(14) . ?
C3 C11 1.4496(17) . ?
C3 C4 1.5195(16) . ?
C4 C15 1.5076(17) . ?
C4 C4A 1.5109(16) . ?
C4 H4 1.0000 . ?
C4A C10B 1.3507(17) . ?
C4A C5 1.4549(16) . ?
C5 O5 1.2454(15) . ?
C5 N6 1.3642(16) . ?
N6 C6A 1.3773(16) . ?
N6 H6 0.896(14) . ?
C6A C7 1.4024(17) . ?
C6A C10A 1.4080(17) . ?
C7 C8 1.3774(19) . ?
C7 H7 0.9500 . ?
C8 C9 1.401(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.3787(19) . ?
C9 H9 0.9500 . ?
C10 C10A 1.4056(17) . ?
C10 H10 0.9500 . ?
C10A C10B 1.4384(17) . ?
C11 O11 1.2269(16) . ?
C11 O12 1.3433(15) . ?
O12 C13 1.4461(16) . ?
C13 C14 1.494(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.3467(18) . ?
C15 O19 1.3708(15) . ?
C16 C17 1.4312(19) . ?
C16 H16 0.9500 . ?
C17 C18 1.341(2) . ?
C17 H17 0.9500 . ?
C18 O19 1.3726(16) . ?
C18 H18 0.9500 . ?

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
C10B O1 C2 118.28(10) . . ?
N2 C2 C3 127.76(12) . . ?
N2 C2 O1 109.41(11) . . ?
C3 C2 O1 122.83(11) . . ?
C2 N2 H2A 117.3(13) . . ?
C2 N2 H2B 113.3(13) . . ?
H2A N2 H2B 129.3(18) . . ?
C2 C3 C11 118.64(11) . . ?
C2 C3 C4 121.46(11) . . ?
C11 C3 C4 119.84(11) . . ?
C15 C4 C4A 110.50(10) . . ?
C15 C4 C3 112.59(10) . . ?
C4A C4 C3 109.47(10) . . ?
C15 C4 H4 108.0 . . ?
C4A C4 H4 108.0 . . ?
C3 C4 H4 108.0 . . ?
C10B C4A C5 119.18(11) . . ?
C10B C4A C4 121.98(11) . . ?
C5 C4A C4 118.82(11) . . ?
O5 C5 N6 120.71(11) . . ?
O5 C5 C4A 122.68(11) . . ?
N6 C5 C4A 116.62(11) . . ?
C5 N6 C6A 124.91(11) . . ?
C5 N6 H6 115.2(11) . . ?
C6A N6 H6 119.3(11) . . ?
N6 C6A C7 120.48(11) . . ?
N6 C6A C10A 119.47(11) . . ?
C7 C6A C10A 120.04(12) . . ?
C8 C7 C6A 119.61(12) . . ?
C8 C7 H7 120.2 . . ?
C6A C7 H7 120.2 . . ?
C7 C8 C9 120.60(12) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C10 C9 C8 120.46(13) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C10A 119.83(12) . . ?
C9 C10 H10 120.1 . . ?
C10A C10 H10 120.1 . . ?
C10 C10A C6A 119.43(12) . . ?
C10 C10A C10B 124.22(11) . . ?
C6A C10A C10B 116.33(11) . . ?
C4A C10B O1 122.80(11) . . ?
C4A C10B C10A 123.36(11) . . ?
O1 C10B C10A 113.83(10) . . ?
O11 C11 O12 122.53(11) . . ?
O11 C11 C3 126.63(12) . . ?
O12 C11 C3 110.83(10) . . ?
C11 O12 C13 116.62(10) . . ?
O12 C13 C14 106.71(11) . . ?
O12 C13 H13A 110.4 . . ?
C14 C13 H13A 110.4 . . ?
O12 C13 H13B 110.4 . . ?
C14 C13 H13B 110.4 . . ?
H13A C13 H13B 108.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 O19 109.48(11) . . ?
C16 C15 C4 134.10(12) . . ?
O19 C15 C4 116.42(10) . . ?
C15 C16 C17 107.20(12) . . ?
C15 C16 H16 126.4 . . ?
C17 C16 H16 126.4 . . ?
C18 C17 C16 106.12(12) . . ?
C18 C17 H17 126.9 . . ?
C16 C17 H17 126.9 . . ?
C17 C18 O19 110.44(12) . . ?
C17 C18 H18 124.8 . . ?
O19 C18 H18 124.8 . . ?
C15 O19 C18 106.75(10) . . ?

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
C10B O1 C2 N2 167.53(11) . . . . ?
C10B O1 C2 C3 -12.31(17) . . . . ?
N2 C2 C3 C11 1.8(2) . . . . ?
O1 C2 C3 C11 -178.36(11) . . . . ?
N2 C2 C3 C4 178.78(12) . . . . ?
O1 C2 C3 C4 -1.42(19) . . . . ?
C2 C3 C4 C15 -108.31(13) . . . . ?
C11 C3 C4 C15 68.60(15) . . . . ?
C2 C3 C4 C4A 15.02(16) . . . . ?
C11 C3 C4 C4A -168.07(11) . . . . ?
C15 C4 C4A C10B 107.58(13) . . . . ?
C3 C4 C4A C10B -16.97(16) . . . . ?
C15 C4 C4A C5 -71.04(14) . . . . ?
C3 C4 C4A C5 164.41(11) . . . . ?
C10B C4A C5 O5 178.27(12) . . . . ?
C4 C4A C5 O5 -3.07(18) . . . . ?
C10B C4A C5 N6 -1.53(18) . . . . ?
C4 C4A C5 N6 177.13(11) . . . . ?
O5 C5 N6 C6A 178.63(11) . . . . ?
C4A C5 N6 C6A -1.57(19) . . . . ?
C5 N6 C6A C7 -177.70(11) . . . . ?
C5 N6 C6A C10A 2.40(19) . . . . ?
N6 C6A C7 C8 179.02(12) . . . . ?
C10A C6A C7 C8 -1.08(19) . . . . ?
C6A C7 C8 C9 -0.4(2) . . . . ?
C7 C8 C9 C10 1.6(2) . . . . ?
C8 C9 C10 C10A -1.3(2) . . . . ?
C9 C10 C10A C6A -0.2(2) . . . . ?
C9 C10 C10A C10B -178.63(12) . . . . ?
N6 C6A C10A C10 -178.71(11) . . . . ?
C7 C6A C10A C10 1.39(19) . . . . ?
N6 C6A C10A C10B -0.15(18) . . . . ?
C7 C6A C10A C10B 179.94(11) . . . . ?
C5 C4A C10B O1 -176.04(11) . . . . ?
C4 C4A C10B O1 5.34(19) . . . . ?
C5 C4A C10B C10A 3.81(19) . . . . ?
C4 C4A C10B C10A -174.81(11) . . . . ?
C2 O1 C10B C4A 10.35(17) . . . . ?
C2 O1 C10B C10A -169.52(10) . . . . ?
C10 C10A C10B C4A 175.52(12) . . . . ?
C6A C10A C10B C4A -2.95(19) . . . . ?
C10 C10A C10B O1 -4.61(18) . . . . ?
C6A C10A C10B O1 176.91(10) . . . . ?
C2 C3 C11 O11 -6.0(2) . . . . ?
C4 C3 C11 O11 177.00(12) . . . . ?
C2 C3 C11 O12 172.78(11) . . . . ?
C4 C3 C11 O12 -4.22(17) . . . . ?
O11 C11 O12 C13 4.61(19) . . . . ?
C3 C11 O12 C13 -174.23(11) . . . . ?
C11 O12 C13 C14 155.70(13) . . . . ?
C4A C4 C15 C16 93.93(17) . . . . ?
C3 C4 C15 C16 -143.32(15) . . . . ?
C4A C4 C15 O19 -86.57(12) . . . . ?
C3 C4 C15 O19 36.18(14) . . . . ?
O19 C15 C16 C17 -0.62(15) . . . . ?
C4 C15 C16 C17 178.90(13) . . . . ?
C15 C16 C17 C18 0.39(16) . . . . ?
C16 C17 C18 O19 -0.02(16) . . . . ?
C16 C15 O19 C18 0.61(14) . . . . ?
C4 C15 O19 C18 -179.01(11) . . . . ?
C17 C18 O19 C15 -0.35(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O19 0.873(14) 2.301(15) 3.1315(15) 158.8(17) 2_666
N2 H2B O11 0.863(14) 2.031(17) 2.7119(15) 135.2(17) .
N6 H6 O5 0.896(14) 1.942(14) 2.8266(14) 168.6(16) 2_756
C18 H18 O5 0.95 2.63 3.5318(17) 158.4 1_455

_refine_diff_density_max         0.343
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.046


####################################################################### 
# 
# 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_sb1525_hy_compound_3b
_database_code_depnum_ccdc_archive 'CCDC 2312661'
loop_
_audit_author_name
_audit_author_address
'Martin Nieger'
;University of Helsinki
Finland
;
_audit_update_record             
;
2023-12-07 deposited with the CCDC.	2024-12-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'ethyl 2-amino-4-(furan-2-yl)-6-methyl-5-oxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxylate'

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H18 N2 O5'
_chemical_formula_sum            'C20 H18 N2 O5'
_chemical_formula_weight         366.36

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9731(2)
_cell_length_b                   8.1795(2)
_cell_length_c                   28.7599(7)
_cell_angle_alpha                91.662(2)
_cell_angle_beta                 90.972(2)
_cell_angle_gamma                115.979(2)
_cell_volume                     1684.45(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    13893
_cell_measurement_theta_min      6.0
_cell_measurement_theta_max      78.7

_exptl_crystal_description       blocks
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.139
_exptl_crystal_size_mid          0.101
_exptl_crystal_size_min          0.031
_exptl_absorpt_coefficient_mu    0.873
_shelx_estimated_absorpt_T_min   0.888
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.93566
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?



_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_detector_area_resol_mean 10.0000

_diffrn_measurement_method       'omega scans, 0.5 deg.'

_diffrn_reflns_number            9888
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         3.076
_diffrn_reflns_theta_max         79.169
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9888
_reflns_number_gt                8552
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_structure_solution    SHELXT
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin (BASF = 0.426(1)).

 HKLF 5 file created by CrysAlisPro, where the Ratio Unique / Expected Reflections 
 is too High 1.354. Reflections from both domains are included in the hkl-file
 and MERG 0 is used (TWIN/BASF refinement).

 34584 collected reflection, 7235 unique (without omitted reflection),
 R(int) = 0.0540

 Correct data (calculated) from the data of the FCF-file.

 Measured   HKL: Reported   9888, Embedded  15871, <Mult>  1.4
 Reported   Hmax= 10, Kmax= 10, Lmax= 36, Nref=   9888        , Th(max)= 79.169
 Obs in FCF Hmax= 10, Kmax= 10, Lmax= 36, Nref=   9888[  7235], Th(max)= 79.169
 Calculated Hmax= 10, Kmax= 10, Lmax= 36, Nref=   7304        , Ratio  =  1.354

 One furan-2-yl moiety disordered, use of constraints (EADP) and restraints (SAME)
 for the refinement. Disordered atoms refined isotropically.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0743P)²+0.6918P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9888
_refine_ls_number_parameters     495
_refine_ls_number_restraints     34
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1419
_refine_ls_wR_factor_gt          0.1357
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.1715(2) 0.3873(2) 0.43331(5) 0.0275(4) Uani 1 1 d . . . . .
C2 C 0.1647(3) 0.3444(3) 0.38657(8) 0.0256(5) Uani 1 1 d . . . . .
N2 N 0.0188(3) 0.1863(3) 0.37629(7) 0.0343(5) Uani 1 1 d D . . . .
H2A H -0.060(4) 0.128(4) 0.3981(10) 0.051 Uiso 1 1 d D U . . .
H2B H 0.009(5) 0.162(5) 0.3452(7) 0.051 Uiso 1 1 d D U . . .
C3 C 0.2963(3) 0.4526(3) 0.35676(7) 0.0237(4) Uani 1 1 d . . . . .
C4 C 0.4551(3) 0.6331(3) 0.37287(7) 0.0244(5) Uani 1 1 d . . . . .
H4 H 0.5746 0.6288 0.3648 0.029 Uiso 1 1 calc R U . . .
C4A C 0.4557(3) 0.6570(3) 0.42530(8) 0.0242(5) Uani 1 1 d . . . . .
C5 C 0.6116(3) 0.8102(3) 0.44833(8) 0.0262(5) Uani 1 1 d . . . . .
O5 O 0.7492(3) 0.9114(2) 0.42675(6) 0.0333(4) Uani 1 1 d . . . . .
N6 N 0.6032(3) 0.8388(3) 0.49575(7) 0.0269(4) Uani 1 1 d . . . . .
C6 C 0.7580(4) 0.9946(4) 0.51874(9) 0.0350(6) Uani 1 1 d . . . . .
H6A H 0.7103 1.0728 0.5344 0.053 Uiso 1 1 calc R U . . .
H6B H 0.8474 1.0640 0.4955 0.053 Uiso 1 1 calc R U . . .
H6C H 0.8202 0.9517 0.5417 0.053 Uiso 1 1 calc R U . . .
C6A C 0.4569(3) 0.7219(3) 0.52225(8) 0.0250(5) Uani 1 1 d . . . . .
C7 C 0.4515(4) 0.7544(3) 0.57043(8) 0.0301(5) Uani 1 1 d . . . . .
H7 H 0.5485 0.8585 0.5856 0.036 Uiso 1 1 calc R U . . .
C8 C 0.3061(4) 0.6359(4) 0.59568(8) 0.0312(5) Uani 1 1 d . . . . .
H8 H 0.3036 0.6597 0.6281 0.037 Uiso 1 1 calc R U . . .
C9 C 0.1621(4) 0.4811(4) 0.57436(8) 0.0307(5) Uani 1 1 d . . . . .
H9 H 0.0633 0.3993 0.5922 0.037 Uiso 1 1 calc R U . . .
C10 C 0.1654(4) 0.4485(3) 0.52713(8) 0.0285(5) Uani 1 1 d . . . . .
H10 H 0.0673 0.3442 0.5124 0.034 Uiso 1 1 calc R U . . .
C10A C 0.3115(3) 0.5673(3) 0.50058(8) 0.0241(4) Uani 1 1 d . . . . .
C10B C 0.3184(3) 0.5413(3) 0.45128(8) 0.0246(4) Uani 1 1 d . . . . .
C11 C 0.2742(3) 0.3877(3) 0.30870(7) 0.0246(4) Uani 1 1 d . . . . .
O11 O 0.1523(3) 0.2446(2) 0.29212(6) 0.0304(4) Uani 1 1 d . . . . .
O12 O 0.4067(2) 0.5070(2) 0.28196(5) 0.0283(4) Uani 1 1 d . . . . .
C13 C 0.3864(4) 0.4627(4) 0.23244(8) 0.0340(5) Uani 1 1 d . . . . .
H13A H 0.2532 0.4112 0.2223 0.041 Uiso 1 1 calc R U . . .
H13B H 0.4336 0.3717 0.2250 0.041 Uiso 1 1 calc R U . . .
C14 C 0.4966(4) 0.6347(4) 0.20820(8) 0.0397(6) Uani 1 1 d . . . . .
H14A H 0.4856 0.6092 0.1745 0.060 Uiso 1 1 calc R U . . .
H14B H 0.4484 0.7235 0.2158 0.060 Uiso 1 1 calc R U . . .
H14C H 0.6281 0.6843 0.2185 0.060 Uiso 1 1 calc R U . . .
C15 C 0.4503(3) 0.7930(3) 0.34947(7) 0.0276(5) Uani 1 1 d D . . . .
C16 C 0.5491(6) 0.9113(5) 0.31806(11) 0.0312(7) Uiso 0.734(3) 1 d D . P A 1
H16 H 0.6602 0.9173 0.3050 0.037 Uiso 0.734(3) 1 calc R U P A 1
C17 C 0.4656(6) 1.0255(5) 0.30709(11) 0.0284(7) Uiso 0.734(3) 1 d D . P A 1
H17 H 0.5083 1.1209 0.2858 0.034 Uiso 0.734(3) 1 calc R U P A 1
C18 C 0.3126(5) 0.9723(5) 0.33297(12) 0.0333(7) Uiso 0.734(3) 1 d D . P A 1
H18 H 0.2286 1.0263 0.3330 0.040 Uiso 0.734(3) 1 calc R U P A 1
O19 O 0.2955(4) 0.8278(4) 0.35950(8) 0.0291(5) Uiso 0.734(3) 1 d D . P A 1
C16A C 0.3331(13) 0.8583(13) 0.3494(4) 0.0312(7) Uiso 0.266(3) 1 d D . P A 2
H16A H 0.2235 0.8164 0.3670 0.037 Uiso 0.266(3) 1 calc R U P A 2
C17A C 0.3916(14) 1.0042(12) 0.3186(3) 0.0284(7) Uiso 0.266(3) 1 d D . P A 2
H17A H 0.3286 1.0757 0.3110 0.034 Uiso 0.266(3) 1 calc R U P A 2
C18A C 0.5560(14) 1.0200(12) 0.3024(3) 0.0333(7) Uiso 0.266(3) 1 d D . P A 2
H18A H 0.6284 1.1078 0.2810 0.040 Uiso 0.266(3) 1 calc R U P A 2
O19A O 0.6062(9) 0.8907(9) 0.3212(2) 0.0291(5) Uiso 0.266(3) 1 d D . P A 2
O21 O 0.6893(2) 0.4225(2) 0.06937(5) 0.0243(3) Uani 1 1 d . . . . .
C22 C 0.6976(3) 0.3967(3) 0.11605(7) 0.0228(4) Uani 1 1 d . . . . .
N22 N 0.5483(3) 0.2474(3) 0.12768(7) 0.0285(4) Uani 1 1 d D . . . .
H22A H 0.544(5) 0.224(4) 0.1587(7) 0.043 Uiso 1 1 d D U . . .
H22B H 0.468(4) 0.175(4) 0.1057(9) 0.043 Uiso 1 1 d D U . . .
C23 C 0.8431(3) 0.5098(3) 0.14479(7) 0.0231(4) Uani 1 1 d . . . . .
C24 C 0.9903(3) 0.6905(3) 0.12837(7) 0.0248(4) Uani 1 1 d . . . . .
H24 H 1.1166 0.7049 0.1387 0.030 Uiso 1 1 calc R U . . .
C24A C 0.9806(3) 0.6908(3) 0.07587(7) 0.0229(4) Uani 1 1 d . . . . .
C25 C 1.1321(3) 0.8362(3) 0.05294(8) 0.0248(4) Uani 1 1 d . . . . .
O25 O 1.2720(2) 0.9474(2) 0.07491(6) 0.0316(4) Uani 1 1 d . . . . .
N26 N 1.1124(3) 0.8457(3) 0.00534(6) 0.0248(4) Uani 1 1 d . . . . .
C26 C 1.2614(4) 0.9942(3) -0.01783(9) 0.0325(5) Uani 1 1 d . . . . .
H26A H 1.3536 1.0751 0.0055 0.049 Uiso 1 1 calc R U . . .
H26B H 1.2083 1.0631 -0.0351 0.049 Uiso 1 1 calc R U . . .
H26C H 1.3221 0.9439 -0.0395 0.049 Uiso 1 1 calc R U . . .
C26A C 0.9616(3) 0.7181(3) -0.02120(8) 0.0242(4) Uani 1 1 d . . . . .
C27 C 0.9474(4) 0.7314(3) -0.06933(8) 0.0283(5) Uani 1 1 d . . . . .
H27 H 1.0414 0.8297 -0.0845 0.034 Uiso 1 1 calc R U . . .
C28 C 0.7968(4) 0.6018(4) -0.09490(8) 0.0304(5) Uani 1 1 d . . . . .
H28 H 0.7888 0.6119 -0.1276 0.036 Uiso 1 1 calc R U . . .
C29 C 0.6571(4) 0.4570(4) -0.07342(8) 0.0300(5) Uani 1 1 d . . . . .
H29 H 0.5551 0.3681 -0.0914 0.036 Uiso 1 1 calc R U . . .
C30 C 0.6678(3) 0.4437(3) -0.02597(8) 0.0272(5) Uani 1 1 d . . . . .
H30 H 0.5715 0.3460 -0.0112 0.033 Uiso 1 1 calc R U . . .
C30A C 0.8190(3) 0.5725(3) 0.00075(7) 0.0229(4) Uani 1 1 d . . . . .
C30B C 0.8359(3) 0.5663(3) 0.05030(7) 0.0232(4) Uani 1 1 d . . . . .
C31 C 0.8432(3) 0.4649(3) 0.19298(7) 0.0250(4) Uani 1 1 d . . . . .
O31 O 0.7222(3) 0.3340(2) 0.21181(5) 0.0301(4) Uani 1 1 d . . . . .
O32 O 0.9987(2) 0.5849(2) 0.21659(5) 0.0280(3) Uani 1 1 d . . . . .
C33 C 1.0045(4) 0.5690(4) 0.26673(8) 0.0322(5) Uani 1 1 d . . . . .
H33A H 1.1356 0.6317 0.2786 0.039 Uiso 1 1 calc R U . . .
H33B H 0.9553 0.4390 0.2740 0.039 Uiso 1 1 calc R U . . .
C34 C 0.8912(4) 0.6509(4) 0.29066(8) 0.0389(6) Uani 1 1 d . . . . .
H34A H 0.8977 0.6383 0.3243 0.058 Uiso 1 1 calc R U . . .
H34B H 0.9411 0.7802 0.2839 0.058 Uiso 1 1 calc R U . . .
H34C H 0.7609 0.5876 0.2793 0.058 Uiso 1 1 calc R U . . .
C35 C 0.9595(3) 0.8451(3) 0.14932(7) 0.0255(4) Uani 1 1 d D . . . .
C36 C 1.0382(4) 0.9672(3) 0.18498(8) 0.0328(5) Uani 1 1 d D . . . .
H36 H 1.1461 0.9844 0.2029 0.039 Uiso 1 1 calc R U . . .
C37 C 0.9305(4) 1.0659(3) 0.19086(8) 0.0360(6) Uani 1 1 d D . . . .
H37 H 0.9516 1.1603 0.2135 0.043 Uiso 1 1 calc R U . . .
C38 C 0.7927(4) 0.9988(3) 0.15797(8) 0.0335(5) Uani 1 1 d D . . . .
H38 H 0.6993 1.0399 0.1536 0.040 Uiso 1 1 calc R U . . .
O39 O 0.8061(2) 0.8623(2) 0.13155(5) 0.0285(4) Uani 1 1 d D . . . .


_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
O1 C10B 1.369(3) . ?
O1 C2 1.374(3) . ?
C2 N2 1.327(3) . ?
C2 C3 1.371(3) . ?
N2 H2A 0.89(2) . ?
N2 H2B 0.90(2) . ?
C3 C11 1.446(3) . ?
C3 C4 1.517(3) . ?
C4 C15 1.503(3) . ?
C4 C4A 1.515(3) . ?
C4 H4 1.0000 . ?
C4A C10B 1.347(3) . ?
C4A C5 1.454(3) . ?
C5 O5 1.238(3) . ?
C5 N6 1.385(3) . ?
N6 C6A 1.397(3) . ?
N6 C6 1.460(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C6A C10A 1.406(3) . ?
C6A C7 1.408(3) . ?
C7 C8 1.377(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.398(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.379(3) . ?
C9 H9 0.9500 . ?
C10 C10A 1.402(3) . ?
C10 H10 0.9500 . ?
C10A C10B 1.433(3) . ?
C11 O11 1.224(3) . ?
C11 O12 1.352(3) . ?
O12 C13 1.448(3) . ?
C13 C14 1.494(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16A 1.263(7) . ?
C15 C16 1.334(4) . ?
C15 O19 1.415(3) . ?
C15 O19A 1.431(6) . ?
C16 C17 1.404(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.348(5) . ?
C17 H17 0.9500 . ?
C18 O19 1.383(4) . ?
C18 H18 0.9500 . ?
C16A C17A 1.418(8) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.351(9) . ?
C17A H17A 0.9500 . ?
C18A O19A 1.402(8) . ?
C18A H18A 0.9500 . ?
O21 C22 1.370(2) . ?
O21 C30B 1.380(3) . ?
C22 N22 1.336(3) . ?
C22 C23 1.367(3) . ?
N22 H22A 0.915(19) . ?
N22 H22B 0.89(2) . ?
C23 C31 1.444(3) . ?
C23 C24 1.525(3) . ?
C24 C35 1.502(3) . ?
C24 C24A 1.511(3) . ?
C24 H24 1.0000 . ?
C24A C30B 1.344(3) . ?
C24A C25 1.457(3) . ?
C25 O25 1.235(3) . ?
C25 N26 1.384(3) . ?
N26 C26A 1.393(3) . ?
N26 C26 1.463(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C26A C27 1.398(3) . ?
C26A C30A 1.411(3) . ?
C27 C28 1.384(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.376(3) . ?
C29 H29 0.9500 . ?
C30 C30A 1.401(3) . ?
C30 H30 0.9500 . ?
C30A C30B 1.434(3) . ?
C31 O31 1.232(3) . ?
C31 O32 1.352(3) . ?
O32 C33 1.453(3) . ?
C33 C34 1.504(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.347(3) . ?
C35 O39 1.382(3) . ?
C36 C37 1.422(4) . ?
C36 H36 0.9500 . ?
C37 C38 1.345(4) . ?
C37 H37 0.9500 . ?
C38 O39 1.376(3) . ?
C38 H38 0.9500 . ?

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
C10B O1 C2 118.90(18) . . ?
N2 C2 C3 127.3(2) . . ?
N2 C2 O1 110.0(2) . . ?
C3 C2 O1 122.7(2) . . ?
C2 N2 H2A 120(2) . . ?
C2 N2 H2B 110(2) . . ?
H2A N2 H2B 129(3) . . ?
C2 C3 C11 116.6(2) . . ?
C2 C3 C4 122.05(19) . . ?
C11 C3 C4 121.4(2) . . ?
C15 C4 C4A 110.87(19) . . ?
C15 C4 C3 113.18(19) . . ?
C4A C4 C3 109.91(19) . . ?
C15 C4 H4 107.5 . . ?
C4A C4 H4 107.5 . . ?
C3 C4 H4 107.5 . . ?
C10B C4A C5 119.0(2) . . ?
C10B C4A C4 122.5(2) . . ?
C5 C4A C4 118.5(2) . . ?
O5 C5 N6 120.5(2) . . ?
O5 C5 C4A 121.7(2) . . ?
N6 C5 C4A 117.9(2) . . ?
C5 N6 C6A 122.7(2) . . ?
C5 N6 C6 117.9(2) . . ?
C6A N6 C6 119.35(19) . . ?
N6 C6 H6A 109.5 . . ?
N6 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N6 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N6 C6A C10A 119.5(2) . . ?
N6 C6A C7 121.6(2) . . ?
C10A C6A C7 118.9(2) . . ?
C8 C7 C6A 120.2(2) . . ?
C8 C7 H7 119.9 . . ?
C6A C7 H7 119.9 . . ?
C7 C8 C9 121.1(2) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C10 C9 C8 119.2(2) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C10A 120.9(2) . . ?
C9 C10 H10 119.6 . . ?
C10A C10 H10 119.6 . . ?
C10 C10A C6A 119.7(2) . . ?
C10 C10A C10B 122.8(2) . . ?
C6A C10A C10B 117.4(2) . . ?
C4A C10B O1 123.5(2) . . ?
C4A C10B C10A 123.3(2) . . ?
O1 C10B C10A 113.3(2) . . ?
O11 C11 O12 121.4(2) . . ?
O11 C11 C3 126.7(2) . . ?
O12 C11 C3 111.93(19) . . ?
C11 O12 C13 116.18(19) . . ?
O12 C13 C14 107.5(2) . . ?
O12 C13 H13A 110.2 . . ?
C14 C13 H13A 110.2 . . ?
O12 C13 H13B 110.2 . . ?
C14 C13 H13B 110.2 . . ?
H13A C13 H13B 108.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 O19 107.2(3) . . ?
C16A C15 O19A 112.6(5) . . ?
C16A C15 C4 132.4(5) . . ?
C16 C15 C4 137.1(3) . . ?
O19 C15 C4 115.5(2) . . ?
O19A C15 C4 114.9(3) . . ?
C15 C16 C17 110.3(3) . . ?
C15 C16 H16 124.8 . . ?
C17 C16 H16 124.8 . . ?
C18 C17 C16 106.0(3) . . ?
C18 C17 H17 127.0 . . ?
C16 C17 H17 127.0 . . ?
C17 C18 O19 110.2(3) . . ?
C17 C18 H18 124.9 . . ?
O19 C18 H18 124.9 . . ?
C18 O19 C15 106.3(2) . . ?
C15 C16A C17A 109.0(7) . . ?
C15 C16A H16A 125.5 . . ?
C17A C16A H16A 125.5 . . ?
C18A C17A C16A 105.4(6) . . ?
C18A C17A H17A 127.3 . . ?
C16A C17A H17A 127.3 . . ?
C17A C18A O19A 111.6(6) . . ?
C17A C18A H18A 124.2 . . ?
O19A C18A H18A 124.2 . . ?
C18A O19A C15 101.3(5) . . ?
C22 O21 C30B 118.70(17) . . ?
N22 C22 C23 127.1(2) . . ?
N22 C22 O21 110.13(18) . . ?
C23 C22 O21 122.8(2) . . ?
C22 N22 H22A 115(2) . . ?
C22 N22 H22B 120(2) . . ?
H22A N22 H22B 125(3) . . ?
C22 C23 C31 118.4(2) . . ?
C22 C23 C24 121.28(19) . . ?
C31 C23 C24 119.98(19) . . ?
C35 C24 C24A 110.53(19) . . ?
C35 C24 C23 109.98(18) . . ?
C24A C24 C23 109.50(18) . . ?
C35 C24 H24 108.9 . . ?
C24A C24 H24 108.9 . . ?
C23 C24 H24 108.9 . . ?
C30B C24A C25 119.7(2) . . ?
C30B C24A C24 122.4(2) . . ?
C25 C24A C24 117.8(2) . . ?
O25 C25 N26 121.1(2) . . ?
O25 C25 C24A 121.7(2) . . ?
N26 C25 C24A 117.2(2) . . ?
C25 N26 C26A 123.08(19) . . ?
C25 N26 C26 117.64(19) . . ?
C26A N26 C26 119.25(19) . . ?
N26 C26 H26A 109.5 . . ?
N26 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N26 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N26 C26A C27 121.4(2) . . ?
N26 C26A C30A 119.6(2) . . ?
C27 C26A C30A 118.9(2) . . ?
C28 C27 C26A 120.2(2) . . ?
C28 C27 H27 119.9 . . ?
C26A C27 H27 119.9 . . ?
C27 C28 C29 121.0(2) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C30 C29 C28 119.5(2) . . ?
C30 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C29 C30 C30A 120.8(2) . . ?
C29 C30 H30 119.6 . . ?
C30A C30 H30 119.6 . . ?
C30 C30A C26A 119.6(2) . . ?
C30 C30A C30B 123.0(2) . . ?
C26A C30A C30B 117.3(2) . . ?
C24A C30B O21 123.15(19) . . ?
C24A C30B C30A 122.9(2) . . ?
O21 C30B C30A 113.95(19) . . ?
O31 C31 O32 121.80(19) . . ?
O31 C31 C23 126.6(2) . . ?
O32 C31 C23 111.6(2) . . ?
C31 O32 C33 116.97(19) . . ?
O32 C33 C34 111.3(2) . . ?
O32 C33 H33A 109.4 . . ?
C34 C33 H33A 109.4 . . ?
O32 C33 H33B 109.4 . . ?
C34 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 O39 109.3(2) . . ?
C36 C35 C24 135.0(2) . . ?
O39 C35 C24 115.38(18) . . ?
C35 C36 C37 107.6(2) . . ?
C35 C36 H36 126.2 . . ?
C37 C36 H36 126.2 . . ?
C38 C37 C36 106.3(2) . . ?
C38 C37 H37 126.8 . . ?
C36 C37 H37 126.8 . . ?
C37 C38 O39 110.4(2) . . ?
C37 C38 H38 124.8 . . ?
O39 C38 H38 124.8 . . ?
C38 O39 C35 106.27(18) . . ?

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
C10B O1 C2 N2 176.5(2) . . . . ?
C10B O1 C2 C3 -2.1(3) . . . . ?
N2 C2 C3 C11 0.0(4) . . . . ?
O1 C2 C3 C11 178.3(2) . . . . ?
N2 C2 C3 C4 178.8(2) . . . . ?
O1 C2 C3 C4 -2.9(4) . . . . ?
C2 C3 C4 C15 -117.4(2) . . . . ?
C11 C3 C4 C15 61.3(3) . . . . ?
C2 C3 C4 C4A 7.2(3) . . . . ?
C11 C3 C4 C4A -174.1(2) . . . . ?
C15 C4 C4A C10B 118.4(2) . . . . ?
C3 C4 C4A C10B -7.5(3) . . . . ?
C15 C4 C4A C5 -62.1(3) . . . . ?
C3 C4 C4A C5 172.0(2) . . . . ?
C10B C4A C5 O5 173.6(2) . . . . ?
C4 C4A C5 O5 -5.9(3) . . . . ?
C10B C4A C5 N6 -5.5(3) . . . . ?
C4 C4A C5 N6 175.0(2) . . . . ?
O5 C5 N6 C6A -175.8(2) . . . . ?
C4A C5 N6 C6A 3.4(3) . . . . ?
O5 C5 N6 C6 2.0(3) . . . . ?
C4A C5 N6 C6 -178.8(2) . . . . ?
C5 N6 C6A C10A 0.5(4) . . . . ?
C6 N6 C6A C10A -177.3(2) . . . . ?
C5 N6 C6A C7 -179.8(2) . . . . ?
C6 N6 C6A C7 2.4(4) . . . . ?
N6 C6A C7 C8 -179.5(2) . . . . ?
C10A C6A C7 C8 0.2(4) . . . . ?
C6A C7 C8 C9 0.4(4) . . . . ?
C7 C8 C9 C10 -0.8(4) . . . . ?
C8 C9 C10 C10A 0.6(4) . . . . ?
C9 C10 C10A C6A 0.0(4) . . . . ?
C9 C10 C10A C10B -178.4(2) . . . . ?
N6 C6A C10A C10 179.3(2) . . . . ?
C7 C6A C10A C10 -0.4(4) . . . . ?
N6 C6A C10A C10B -2.2(3) . . . . ?
C7 C6A C10A C10B 178.1(2) . . . . ?
C5 C4A C10B O1 -176.0(2) . . . . ?
C4 C4A C10B O1 3.5(4) . . . . ?
C5 C4A C10B C10A 4.0(4) . . . . ?
C4 C4A C10B C10A -176.5(2) . . . . ?
C2 O1 C10B C4A 1.8(3) . . . . ?
C2 O1 C10B C10A -178.2(2) . . . . ?
C10 C10A C10B C4A 178.3(2) . . . . ?
C6A C10A C10B C4A -0.2(4) . . . . ?
C10 C10A C10B O1 -1.7(3) . . . . ?
C6A C10A C10B O1 179.9(2) . . . . ?
C2 C3 C11 O11 -1.6(4) . . . . ?
C4 C3 C11 O11 179.7(2) . . . . ?
C2 C3 C11 O12 177.7(2) . . . . ?
C4 C3 C11 O12 -1.1(3) . . . . ?
O11 C11 O12 C13 5.0(3) . . . . ?
C3 C11 O12 C13 -174.3(2) . . . . ?
C11 O12 C13 C14 159.4(2) . . . . ?
C4A C4 C15 C16A -61.3(8) . . . . ?
C3 C4 C15 C16A 62.7(8) . . . . ?
C4A C4 C15 C16 126.8(3) . . . . ?
C3 C4 C15 C16 -109.2(4) . . . . ?
C4A C4 C15 O19 -58.8(3) . . . . ?
C3 C4 C15 O19 65.2(3) . . . . ?
C4A C4 C15 O19A 119.7(3) . . . . ?
C3 C4 C15 O19A -116.3(4) . . . . ?
O19 C15 C16 C17 0.6(4) . . . . ?
C4 C15 C16 C17 175.3(3) . . . . ?
C15 C16 C17 C18 0.0(4) . . . . ?
C16 C17 C18 O19 -0.6(4) . . . . ?
C17 C18 O19 C15 0.9(4) . . . . ?
C16 C15 O19 C18 -0.9(3) . . . . ?
C4 C15 O19 C18 -176.9(2) . . . . ?
O19A C15 C16A C17A 3.0(10) . . . . ?
C4 C15 C16A C17A -176.0(5) . . . . ?
C15 C16A C17A C18A -2.0(11) . . . . ?
C16A C17A C18A O19A 0.2(11) . . . . ?
C17A C18A O19A C15 1.4(9) . . . . ?
C16A C15 O19A C18A -2.8(8) . . . . ?
C4 C15 O19A C18A 176.4(5) . . . . ?
C30B O21 C22 N22 -177.26(19) . . . . ?
C30B O21 C22 C23 1.6(3) . . . . ?
N22 C22 C23 C31 1.9(4) . . . . ?
O21 C22 C23 C31 -176.7(2) . . . . ?
N22 C22 C23 C24 -171.0(2) . . . . ?
O21 C22 C23 C24 10.4(3) . . . . ?
C22 C23 C24 C35 104.8(2) . . . . ?
C31 C23 C24 C35 -68.0(3) . . . . ?
C22 C23 C24 C24A -16.8(3) . . . . ?
C31 C23 C24 C24A 170.4(2) . . . . ?
C35 C24 C24A C30B -107.7(3) . . . . ?
C23 C24 C24A C30B 13.6(3) . . . . ?
C35 C24 C24A C25 70.2(3) . . . . ?
C23 C24 C24A C25 -168.5(2) . . . . ?
C30B C24A C25 O25 -176.1(2) . . . . ?
C24 C24A C25 O25 5.9(3) . . . . ?
C30B C24A C25 N26 4.3(3) . . . . ?
C24 C24A C25 N26 -173.6(2) . . . . ?
O25 C25 N26 C26A 176.8(2) . . . . ?
C24A C25 N26 C26A -3.7(3) . . . . ?
O25 C25 N26 C26 -1.2(3) . . . . ?
C24A C25 N26 C26 178.3(2) . . . . ?
C25 N26 C26A C27 -179.4(2) . . . . ?
C26 N26 C26A C27 -1.5(3) . . . . ?
C25 N26 C26A C30A 0.9(3) . . . . ?
C26 N26 C26A C30A 178.8(2) . . . . ?
N26 C26A C27 C28 179.4(2) . . . . ?
C30A C26A C27 C28 -0.9(4) . . . . ?
C26A C27 C28 C29 0.2(4) . . . . ?
C27 C28 C29 C30 0.7(4) . . . . ?
C28 C29 C30 C30A -1.0(4) . . . . ?
C29 C30 C30A C26A 0.3(4) . . . . ?
C29 C30 C30A C30B 179.2(2) . . . . ?
N26 C26A C30A C30 -179.7(2) . . . . ?
C27 C26A C30A C30 0.6(3) . . . . ?
N26 C26A C30A C30B 1.4(3) . . . . ?
C27 C26A C30A C30B -178.3(2) . . . . ?
C25 C24A C30B O21 178.6(2) . . . . ?
C24 C24A C30B O21 -3.6(4) . . . . ?
C25 C24A C30B C30A -2.3(4) . . . . ?
C24 C24A C30B C30A 175.6(2) . . . . ?
C22 O21 C30B C24A -5.1(3) . . . . ?
C22 O21 C30B C30A 175.63(19) . . . . ?
C30 C30A C30B C24A -179.5(2) . . . . ?
C26A C30A C30B C24A -0.6(3) . . . . ?
C30 C30A C30B O21 -0.3(3) . . . . ?
C26A C30A C30B O21 178.6(2) . . . . ?
C22 C23 C31 O31 -1.3(4) . . . . ?
C24 C23 C31 O31 171.8(2) . . . . ?
C22 C23 C31 O32 177.7(2) . . . . ?
C24 C23 C31 O32 -9.3(3) . . . . ?
O31 C31 O32 C33 -9.0(3) . . . . ?
C23 C31 O32 C33 172.06(19) . . . . ?
C31 O32 C33 C34 -78.3(3) . . . . ?
C24A C24 C35 C36 -137.7(3) . . . . ?
C23 C24 C35 C36 101.3(3) . . . . ?
C24A C24 C35 O39 48.9(3) . . . . ?
C23 C24 C35 O39 -72.1(2) . . . . ?
O39 C35 C36 C37 0.7(3) . . . . ?
C24 C35 C36 C37 -173.0(2) . . . . ?
C35 C36 C37 C38 -0.6(3) . . . . ?
C36 C37 C38 O39 0.3(3) . . . . ?
C37 C38 O39 C35 0.2(3) . . . . ?
C36 C35 O39 C38 -0.5(3) . . . . ?
C24 C35 O39 C38 174.51(19) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O5 0.89(2) 1.97(2) 2.801(3) 155(3) 1_445
N2 H2B O11 0.90(2) 1.88(3) 2.632(3) 139(3) .
N22 H22A O31 0.915(19) 1.97(3) 2.684(3) 133(3) .
N22 H22B O25 0.89(2) 2.00(2) 2.848(3) 159(3) 1_445

_refine_diff_density_max         0.300
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.053



# start Validation Reply Form
_vrf_PLAT201_sb1525_hy_compound_3b 
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......          4 Report
RESPONSE: one furan-2-yl moiety disordered, disordered atoms
refined isotropicall
;
# end Validation Reply Form
#==============================================================================
