# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_ryb1915
_audit_block_doi                 10.5517/ccdc.csd.cc233cd0
_database_code_depnum_ccdc_archive 'CCDC 1939651'
loop_
_audit_author_name
_audit_author_address
'Victor Rybakov'
;Moscow State University Chemistry Department
Russia
;
_audit_update_record             
;
2019-07-10 deposited with the CCDC.	2020-08-27 downloaded from the CCDC.
;
_vrf_PLAT029_I                   
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.937 Why?  
RESPONSE: poor quality of crystal and as a result - ratio 
Observed / Unique Reflections Low, only 40%. 
;

_chemical_name_systematic        
;
 8H,10H,15aH-Benzo[f']pyrano[2,3-b:5,6-c']dichromen-8-one
;
_chemical_name_common            ?
_chemical_melting_point_gt       507
_chemical_melting_point_lt       508
_chemical_formula_moiety         'C23 H13 O4'
_chemical_formula_sum            'C23 H13 O4'
_chemical_formula_weight         353.33

_exptl_crystal_description       needle
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_preparation       DMF

_cell_length_a                   15.4964(18)
_cell_length_b                   4.7961(4)
_cell_length_c                   22.453(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.574(10)
_cell_angle_gamma                90
_cell_volume                     1628.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x+, y+, z+'
'-x+1/2, y+1/2, -z+1/2'
'-x+, -y+, -z+'
'x-1/2, -y-1/2, z-1/2'

_diffrn_ambient_temperature      295(2)

_refine_ls_R_factor_all          0.1717
_refine_ls_R_factor_gt           0.0560
_refine_ls_wR_factor_ref         0.1289
_refine_ls_wR_factor_gt          0.1015

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 0.3720(3) 1.0331(7) 0.02893(19) 0.0454(11) Uani 1 1 d . . . . .
H1 H 0.4083 0.9575 0.0637 0.055 Uiso 1 1 calc R U . . .
C2 C 0.4063(3) 1.2247(8) -0.0058(2) 0.0544(12) Uani 1 1 d . . . . .
H2 H 0.4657 1.2745 0.0052 0.065 Uiso 1 1 calc R U . . .
C3 C 0.3519(4) 1.3428(8) -0.0571(2) 0.0606(13) Uani 1 1 d . . . . .
H3 H 0.3748 1.4741 -0.0800 0.073 Uiso 1 1 calc R U . . .
C4 C 0.2675(3) 1.2687(8) -0.07360(19) 0.0547(12) Uani 1 1 d . . . . .
H4 H 0.2325 1.3470 -0.1085 0.066 Uiso 1 1 calc R U . . .
C4A C 0.2290(3) 1.0712(7) -0.03902(18) 0.0426(11) Uani 1 1 d . . . . .
C5 C 0.1390(3) 0.9969(8) -0.0584(2) 0.0567(12) Uani 1 1 d . . . . .
H5 H 0.1048 1.0791 -0.0932 0.068 Uiso 1 1 calc R U . . .
C6 C 0.1020(3) 0.8069(9) -0.0268(2) 0.0543(12) Uani 1 1 d . . . . .
H6 H 0.0428 0.7573 -0.0395 0.065 Uiso 1 1 calc R U . . .
C6A C 0.1551(3) 0.6871(7) 0.02561(19) 0.0425(10) Uani 1 1 d . . . . .
O7 O 0.10927(18) 0.4994(5) 0.05294(13) 0.0516(8) Uani 1 1 d . . . . .
C8 C 0.1484(3) 0.3611(8) 0.1051(2) 0.0497(12) Uani 1 1 d . . . . .
C8A C 0.2394(3) 0.4224(7) 0.13102(19) 0.0409(10) Uani 1 1 d . . . . .
C9 C 0.2822(3) 0.2973(7) 0.1878(2) 0.0476(11) Uani 1 1 d . . . . .
H9 H 0.2506 0.1764 0.2075 0.057 Uiso 1 1 calc R U . . .
C9A C 0.3666(3) 0.3520(7) 0.21271(18) 0.0449(11) Uani 1 1 d . . . . .
C10 C 0.4242(3) 0.2379(8) 0.26840(19) 0.0535(12) Uani 1 1 d . . . . .
H10A H 0.3934 0.0892 0.2845 0.064 Uiso 1 1 calc R U . . .
H10B H 0.4376 0.3831 0.2991 0.064 Uiso 1 1 calc R U . . .
C10A C 0.5076(3) 0.1283(7) 0.25548(18) 0.0397(10) Uani 1 1 d . . . . .
C11 C 0.5656(3) -0.0473(8) 0.29597(19) 0.0500(12) Uani 1 1 d . . . . .
H11 H 0.5541 -0.0824 0.3342 0.060 Uiso 1 1 calc R U . . .
C12 C 0.6368(3) -0.1660(8) 0.2814(2) 0.0546(12) Uani 1 1 d . . . . .
H12 H 0.6728 -0.2836 0.3091 0.066 Uiso 1 1 calc R U . . .
C13 C 0.6565(3) -0.1143(8) 0.2259(2) 0.0577(12) Uani 1 1 d . . . . .
H13 H 0.7061 -0.1959 0.2161 0.069 Uiso 1 1 calc R U . . .
C14 C 0.6034(3) 0.0573(8) 0.1844(2) 0.0545(12) Uani 1 1 d . . . . .
H14 H 0.6156 0.0884 0.1462 0.065 Uiso 1 1 calc R U . . .
C14A C 0.5314(3) 0.1831(7) 0.20067(19) 0.0395(10) Uani 1 1 d . . . . .
O15 O 0.47891(18) 0.3499(5) 0.15523(11) 0.0456(7) Uani 1 1 d . . . . .
C15A C 0.4189(3) 0.5285(7) 0.17830(17) 0.0371(10) Uani 1 1 d . . . . .
O16 O 0.36991(18) 0.6674(5) 0.12618(12) 0.0444(7) Uani 1 1 d . . . . .
C16A C 0.2839(3) 0.6034(7) 0.10149(18) 0.0388(10) Uani 1 1 d . . . . .
C16B C 0.2420(3) 0.7484(6) 0.04700(17) 0.0319(9) Uani 1 1 d . . . . .
C16C C 0.2838(3) 0.9520(6) 0.01250(18) 0.0360(10) Uani 1 1 d . . . . .
O8 O 0.1027(2) 0.1987(7) 0.12612(14) 0.0698(10) Uani 1 1 d . . . . .


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 C2 1.384(5) . ?
C1 C16C 1.392(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.391(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.328(6) . ?
C3 H3 0.9300 . ?
C4 C4A 1.435(5) . ?
C4 H4 0.9300 . ?
C4A C16C 1.399(5) . ?
C4A C5 1.413(6) . ?
C5 C6 1.357(6) . ?
C5 H5 0.9300 . ?
C6 C6A 1.404(6) . ?
C6 H6 0.9300 . ?
C6A C16B 1.359(5) . ?
C6A O7 1.372(4) . ?
O7 C8 1.367(5) . ?
C8 O8 1.216(4) . ?
C8 C8A 1.435(6) . ?
C8A C16A 1.367(5) . ?
C8A C9 1.434(6) . ?
C9 C9A 1.332(5) . ?
C9 H9 0.9300 . ?
C9A C10 1.474(6) . ?
C9A C15A 1.498(5) . ?
C10 C10A 1.481(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10A C14A 1.385(5) . ?
C10A C11 1.410(5) . ?
C11 C12 1.345(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.368(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.373(6) . ?
C13 H13 0.9300 . ?
C14 C14A 1.385(6) . ?
C14 H14 0.9300 . ?
C14A O15 1.408(4) . ?
O15 C15A 1.441(4) . ?
C15A O16 1.415(4) . ?
O16 C16A 1.362(4) . ?
C16A C16B 1.434(5) . ?
C16B C16C 1.481(5) . ?

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
C2 C1 C16C 120.8(4) . . ?
C2 C1 H1 119.6 . . ?
C16C C1 H1 119.6 . . ?
C1 C2 C3 119.9(4) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 120.3(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C4A 121.8(4) . . ?
C3 C4 H4 119.1 . . ?
C4A C4 H4 119.1 . . ?
C16C C4A C5 122.2(4) . . ?
C16C C4A C4 117.9(4) . . ?
C5 C4A C4 119.9(4) . . ?
C6 C5 C4A 120.6(4) . . ?
C6 C5 H5 119.7 . . ?
C4A C5 H5 119.7 . . ?
C5 C6 C6A 118.4(4) . . ?
C5 C6 H6 120.8 . . ?
C6A C6 H6 120.8 . . ?
C16B C6A O7 123.6(4) . . ?
C16B C6A C6 124.3(4) . . ?
O7 C6A C6 112.1(4) . . ?
C8 O7 C6A 121.7(3) . . ?
O8 C8 O7 117.2(4) . . ?
O8 C8 C8A 125.3(4) . . ?
O7 C8 C8A 117.5(4) . . ?
C16A C8A C9 120.8(4) . . ?
C16A C8A C8 119.2(4) . . ?
C9 C8A C8 119.9(4) . . ?
C9A C9 C8A 120.8(4) . . ?
C9A C9 H9 119.6 . . ?
C8A C9 H9 119.6 . . ?
C9 C9A C10 129.8(4) . . ?
C9 C9A C15A 119.1(4) . . ?
C10 C9A C15A 110.6(4) . . ?
C9A C10 C10A 111.0(3) . . ?
C9A C10 H10A 109.4 . . ?
C10A C10 H10A 109.4 . . ?
C9A C10 H10B 109.4 . . ?
C10A C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C14A C10A C11 115.5(4) . . ?
C14A C10A C10 121.3(4) . . ?
C11 C10A C10 123.1(4) . . ?
C12 C11 C10A 122.5(4) . . ?
C12 C11 H11 118.7 . . ?
C10A C11 H11 118.7 . . ?
C11 C12 C13 120.2(4) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C14 120.4(5) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C14A 118.7(4) . . ?
C13 C14 H14 120.6 . . ?
C14A C14 H14 120.6 . . ?
C10A C14A C14 122.5(4) . . ?
C10A C14A O15 121.9(4) . . ?
C14 C14A O15 115.4(4) . . ?
C14A O15 C15A 113.2(3) . . ?
O16 C15A O15 104.8(3) . . ?
O16 C15A C9A 116.1(3) . . ?
O15 C15A C9A 108.2(3) . . ?
C16A O16 C15A 122.1(3) . . ?
O16 C16A C8A 119.8(4) . . ?
O16 C16A C16B 117.4(3) . . ?
C8A C16A C16B 122.6(4) . . ?
C6A C16B C16A 115.3(3) . . ?
C6A C16B C16C 118.0(4) . . ?
C16A C16B C16C 126.7(4) . . ?
C1 C16C C4A 119.3(4) . . ?
C1 C16C C16B 124.2(4) . . ?
C4A C16C C16B 116.5(4) . . ?

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
C16C C1 C2 C3 1.3(6) . . . . ?
C1 C2 C3 C4 -1.2(6) . . . . ?
C2 C3 C4 C4A 1.3(6) . . . . ?
C3 C4 C4A C16C -1.4(6) . . . . ?
C3 C4 C4A C5 -179.6(4) . . . . ?
C16C C4A C5 C6 0.8(6) . . . . ?
C4 C4A C5 C6 178.9(4) . . . . ?
C4A C5 C6 C6A 0.2(6) . . . . ?
C5 C6 C6A C16B -0.2(6) . . . . ?
C5 C6 C6A O7 180.0(4) . . . . ?
C16B C6A O7 C8 0.9(5) . . . . ?
C6 C6A O7 C8 -179.3(4) . . . . ?
C6A O7 C8 O8 180.0(4) . . . . ?
C6A O7 C8 C8A 1.0(5) . . . . ?
O8 C8 C8A C16A 178.0(4) . . . . ?
O7 C8 C8A C16A -3.1(5) . . . . ?
O8 C8 C8A C9 -3.0(6) . . . . ?
O7 C8 C8A C9 175.9(3) . . . . ?
C16A C8A C9 C9A -0.8(6) . . . . ?
C8 C8A C9 C9A -179.8(3) . . . . ?
C8A C9 C9A C10 -176.7(4) . . . . ?
C8A C9 C9A C15A -4.8(5) . . . . ?
C9 C9A C10 C10A 127.6(4) . . . . ?
C15A C9A C10 C10A -44.8(4) . . . . ?
C9A C10 C10A C14A 11.7(5) . . . . ?
C9A C10 C10A C11 -165.2(4) . . . . ?
C14A C10A C11 C12 -3.3(6) . . . . ?
C10 C10A C11 C12 173.7(4) . . . . ?
C10A C11 C12 C13 1.2(6) . . . . ?
C11 C12 C13 C14 -0.5(6) . . . . ?
C12 C13 C14 C14A 1.9(6) . . . . ?
C11 C10A C14A C14 4.8(5) . . . . ?
C10 C10A C14A C14 -172.3(4) . . . . ?
C11 C10A C14A O15 178.6(3) . . . . ?
C10 C10A C14A O15 1.5(5) . . . . ?
C13 C14 C14A C10A -4.3(6) . . . . ?
C13 C14 C14A O15 -178.4(4) . . . . ?
C10A C14A O15 C15A 20.3(5) . . . . ?
C14 C14A O15 C15A -165.6(3) . . . . ?
C14A O15 C15A O16 -177.3(3) . . . . ?
C14A O15 C15A C9A -52.9(4) . . . . ?
C9 C9A C15A O16 11.2(5) . . . . ?
C10 C9A C15A O16 -175.4(3) . . . . ?
C9 C9A C15A O15 -106.2(4) . . . . ?
C10 C9A C15A O15 67.2(4) . . . . ?
O15 C15A O16 C16A 106.7(3) . . . . ?
C9A C15A O16 C16A -12.6(5) . . . . ?
C15A O16 C16A C8A 7.4(5) . . . . ?
C15A O16 C16A C16B -177.1(3) . . . . ?
C9 C8A C16A O16 -0.2(5) . . . . ?
C8 C8A C16A O16 178.8(3) . . . . ?
C9 C8A C16A C16B -175.4(3) . . . . ?
C8 C8A C16A C16B 3.6(5) . . . . ?
O7 C6A C16B C16A -0.5(5) . . . . ?
C6 C6A C16B C16A 179.7(4) . . . . ?
O7 C6A C16B C16C 179.1(3) . . . . ?
C6 C6A C16B C16C -0.8(5) . . . . ?
O16 C16A C16B C6A -177.1(3) . . . . ?
C8A C16A C16B C6A -1.8(5) . . . . ?
O16 C16A C16B C16C 3.4(5) . . . . ?
C8A C16A C16B C16C 178.7(3) . . . . ?
C2 C1 C16C C4A -1.4(5) . . . . ?
C2 C1 C16C C16B 179.9(4) . . . . ?
C5 C4A C16C C1 179.6(3) . . . . ?
C4 C4A C16C C1 1.4(5) . . . . ?
C5 C4A C16C C16B -1.6(5) . . . . ?
C4 C4A C16C C16B -179.8(3) . . . . ?
C6A C16B C16C C1 -179.7(3) . . . . ?
C16A C16B C16C C1 -0.2(5) . . . . ?
C6A C16B C16C C4A 1.6(5) . . . . ?
C16A C16B C16C C4A -178.9(3) . . . . ?

############################################################################# 


_audit_creation_method           SHELXL-2015/1
_shelx_SHELXL_version_number     2015/1

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;

_cell_measurement_reflns_used    6733
_cell_measurement_theta_min      3.896
_cell_measurement_theta_max      66.610

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             732
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.809
_shelx_estimated_absorpt_T_min   0.855
_shelx_estimated_absorpt_T_max   0.855
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_factor_muR        0.081
_exptl_absorpt_process_details   
;
Walker, N. & Stuart, D. (1983) Acta. Cryst. A39, 158-166
;
_exptl_absorpt_correction_T_min  0.8273
_exptl_absorpt_correction_T_max  0.9223

_diffrn_radiation_wavelength     1.5418
_diffrn_detector                 Pilatus100K
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 5.81
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_voltage           50
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
;
 33 runs, 795 frames, detector distance = 42 mm
;
_diffrn_measurement_device_type  'Stoe STADI VARI'
_diffrn_reflns_number            6733
_diffrn_reflns_av_unetI/netI     0.1811
_diffrn_reflns_av_R_equivalents  0.0517 #before absorption correction
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.896
_diffrn_reflns_theta_max         66.610
_diffrn_reflns_theta_full        66.610
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measured_fraction_theta_full 0.937
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_Laue_measured_fraction_full 0.937
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_point_group_measured_fraction_full 0.937
_reflns_number_total             2705
_reflns_number_gt                1081
_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       'X--AREA       (STOE & CIE, 2015)'
_computing_cell_refinement       'X--AREA       (STOE & CIE, 2015)'
_computing_data_reduction        'X--AREA       (STOE & CIE, 2015)'
_computing_structure_solution    'SHELXS97      (Sheldrick,  2008)'
_computing_structure_refinement  'SHELXL-2015/1 (Sheldrick,  2015)'
_computing_molecular_graphics    'Ortep--3      (Farrugia,   1997)'
_computing_publication_material  'WinGX         (Farrugia,   1999)'

_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)+(0.0378P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2705
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_goodness_of_fit_ref   0.837
_refine_ls_restrained_S_all      0.837
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


_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.
;

_refine_diff_density_max         0.255
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.051

####################################################################### 
# 
# 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_os_2_298_new
_database_code_depnum_ccdc_archive 'CCDC 1943197'
loop_
_audit_author_name
_audit_author_address
'Oleg Demidov'
;North Caucasus Federal University, Department of Chemistry
Russia
;
_audit_update_record             
;
2019-11-06 deposited with the CCDC.	2020-08-27 downloaded from the CCDC.
;
_audit_creation_date             2019-11-06
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.10.31 svn.r3677 for OlexSys, GUI svn.r5972)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
(E)-2-[(1H-Benzo[f]chromen-2-yl)methylene]indolin-3-one
_chemical_name_common            
(E)-2-[(1H-Benzo[f]chromen-2-yl)methylene]indolin-3-one
_chemical_formula_moiety         'C22 H15 N O2'
_chemical_formula_sum            'C22 H15 N O2'
_chemical_compound_source        'Samara, Russia'
_chemical_formula_weight         325.35
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Butano/DMFA/Ethanoll'
_chemical_melting_point          '535-537 '
_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_diffrn_ambient_temperature      293.0
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   18.6924(7)
_cell_length_b                   5.1694(2)
_cell_length_c                   35.6807(13)
_cell_angle_alpha                90
_cell_angle_beta                 92.495(4)
_cell_angle_gamma                90
_cell_volume                     3444.5(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6920
_cell_measurement_temperature    293
_cell_measurement_theta_max      73.9520
_cell_measurement_theta_min      4.9240
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.643
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.965
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
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_special_details   ?
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1360
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 23 0.0519
4 0 21 0.0380
4 1 21 0.0742
0 -3 1 0.1881
-12 0 -6 0.0285
-12 0 2 0.0285
-11 0 9 0.0323
-3 0 22 0.0418
-10 0 -12 0.0323
-12 0 2 0.0382
-12 -1 2 0.0500
0 3 -1 0.1938
-11 0 9 0.0361
12 0 1 0.0038
-1 -3 -9 0.1819
-2 0 -23 0.0210

_exptl_crystal_size_max          0.385
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.033
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            17354
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.803
_diffrn_reflns_theta_min         4.736
_diffrn_detector_area_resol_mean 5.2529
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     53.00  85.00   1.00   20.91    --   41.16-130.00 -26.00   32
  2  ω     91.00 137.00   1.00   83.61    --  108.84 -30.00  90.00   46
  3  ω     96.00 177.00   1.00   83.61    --  108.84  45.00 -30.00   81
  4  ω    123.00 169.00   1.00   83.61    --  108.84 125.00 -60.00   46
  5  ω     98.00 178.00   1.00   83.61    --  108.84  30.00 -90.00   80
  6  ω     68.00 122.00   1.00   83.61    --  108.84-125.00-180.00   54
  7  ω     44.00 138.00   1.00   83.61    --  108.84 -61.00-180.00   94
  8  ω   -106.00 -25.00   1.00   20.91    --  -41.16 -38.00 -30.00   81
  9  ω   -109.00 -17.00   1.00   20.91    --  -41.16 -38.00-120.00   92
 10  ω     84.00 109.00   1.00   83.61    --  107.59 -94.00   0.00   25
 11  ω   -116.00 -17.00   1.00   20.91    --  -41.60 -38.00  90.00   99
 12  ω    -66.00  33.00   1.00   20.91    --  -41.60  38.00  60.00   99
 13  ω     23.00  98.00   1.00   20.91    --   41.60-125.00-120.00   75
 14  ω     75.00 178.00   1.00   83.61    --  107.59  77.00-150.00  103
 15  ω     79.00 178.00   1.00   83.61    --  107.59  30.00  90.00   99
 16  ω     94.00 178.00   1.00   83.61    --  107.59 125.00  90.00   84
 17  ω     82.00 159.00   1.00   83.61    --  107.59  45.00  30.00   77
 18  ω     75.00 178.00   1.00   83.61    --  107.59  77.00 150.00  103
 19  ω    123.00 149.00   1.00   83.61    --  112.00 178.00 150.00   26
 20  ω   -118.00  -9.00   1.00   20.91    --  -41.60 -77.00  60.00  109
 21  ω   -118.00  -9.00   1.00   20.91    --  -41.60 -77.00 -30.00  109
 22  ω   -114.00 -64.00   1.00   20.91    --  -41.60-139.00 158.00   50
 23  ω   -118.00  -9.00   1.00   20.91    --  -41.60 -77.00-150.00  109
 24  ω     23.00  86.00   1.00   20.91    --   41.60-125.00-180.00   63
 25  ω     55.00 100.00   1.00   83.61    --  112.00-111.00 -60.00   45
 26  ω    140.00 165.00   1.00   83.61    --  112.00 -15.00  30.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2844
_reflns_number_total             3498
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.168
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3498
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0709P)²+1.1852P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1278
_refine_ls_wR_factor_ref         0.1367
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B)
1.b Aromatic/amide H refined with riding coordinates:
 C31(H31), C5(H5), C21(H21), C23(H23), C34(H34), C38(H38), C16(H16), C20(H20),
 C26(H26), C10(H10), C14(H14), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O3 O 0.70137(7) -0.1722(2) 0.59705(4) 0.0633(3) Uani 1 1 d . . . . .
O2 O 0.55872(7) 0.7181(2) 0.50906(3) 0.0652(4) Uani 1 1 d . . . . .
N19 N 0.46771(8) 0.8774(3) 0.54339(4) 0.0553(4) Uani 1 1 d . . . . .
C7 C 0.61367(8) 0.1674(3) 0.59396(4) 0.0488(4) Uani 1 1 d . . . . .
C17 C 0.47993(8) 0.6373(3) 0.59729(4) 0.0452(3) Uani 1 1 d . . . . .
C25 C 0.44161(8) 0.8401(3) 0.57898(4) 0.0479(3) Uani 1 1 d . . . . .
C29 C 0.63620(8) -0.0845(3) 0.65266(4) 0.0471(4) Uani 1 1 d . . . . .
C35 C 0.53270(8) 0.5464(3) 0.57097(4) 0.0474(3) Uani 1 1 d . . . . .
C33 C 0.59203(8) 0.1256(3) 0.63338(4) 0.0463(3) Uani 1 1 d . . . . .
H33A H 0.5418 0.0781 0.6332 0.054(5) Uiso 1 1 calc R . . . .
H33B H 0.5980 0.2856 0.6474 0.057(5) Uiso 1 1 calc R . . . .
C13 C 0.68645(9) -0.2176(3) 0.63408(5) 0.0525(4) Uani 1 1 d . . . . .
C27 C 0.52277(9) 0.7163(3) 0.53724(4) 0.0522(4) Uani 1 1 d . . . . .
C31 C 0.46205(9) 0.5787(3) 0.63370(4) 0.0521(4) Uani 1 1 d . . . . .
H31 H 0.4859 0.4466 0.6468 0.068(6) Uiso 1 1 calc R . . . .
C39 C 0.62685(9) -0.1480(3) 0.69101(5) 0.0506(4) Uani 1 1 d . . . . .
C5 C 0.37202(10) 0.9126(4) 0.63155(5) 0.0596(4) Uani 1 1 d . . . . .
H5 H 0.3363 1.0027 0.6433 0.082(7) Uiso 1 1 calc R . . . .
C21 C 0.40863(10) 0.7168(3) 0.65059(5) 0.0576(4) Uani 1 1 d . . . . .
H21 H 0.3973 0.6772 0.6751 0.059(5) Uiso 1 1 calc R . . . .
C23 C 0.58382(9) 0.3640(3) 0.56907(4) 0.0521(4) Uani 1 1 d . . . . .
H23 H 0.6052 0.3646 0.5460 0.051(4) Uiso 1 1 calc R . . . .
C32 C 0.66925(9) -0.3469(3) 0.70849(5) 0.0595(5) Uani 1 1 d . . . . .
C34 C 0.38790(9) 0.9758(3) 0.59536(5) 0.0575(4) Uani 1 1 d . . . . .
H34 H 0.3631 1.1061 0.5824 0.073(6) Uiso 1 1 calc R . . . .
C38 C 0.72889(9) -0.4166(3) 0.65068(6) 0.0628(5) Uani 1 1 d . . . . .
H38 H 0.7622 -0.5044 0.6368 0.072(6) Uiso 1 1 calc R . . . .
C16 C 0.57649(10) -0.0196(3) 0.71293(5) 0.0584(4) Uani 1 1 d . . . . .
H16 H 0.5478 0.1091 0.7020 0.066(5) Uiso 1 1 calc R . . . .
C20 C 0.66464(9) 0.0218(3) 0.57945(5) 0.0587(4) Uani 1 1 d . . . . .
H20 H 0.6760 0.0572 0.5549 0.069(6) Uiso 1 1 calc R . . . .
C26 C 0.72022(10) -0.4772(3) 0.68717(6) 0.0681(5) Uani 1 1 d . . . . .
H26 H 0.7483 -0.6066 0.6984 0.079(6) Uiso 1 1 calc R . . . .
C10 C 0.65935(12) -0.4037(4) 0.74674(6) 0.0745(6) Uani 1 1 d . . . . .
H10 H 0.6868 -0.5333 0.7583 0.077(6) Uiso 1 1 calc R . . . .
C14 C 0.56897(12) -0.0800(4) 0.74975(5) 0.0703(5) Uani 1 1 d . . . . .
H14 H 0.5357 0.0085 0.7636 0.107(9) Uiso 1 1 calc R . . . .
C8 C 0.61111(13) -0.2751(4) 0.76693(6) 0.0771(6) Uani 1 1 d . . . . .
H8 H 0.6059 -0.3157 0.7921 0.101(8) Uiso 1 1 calc R . . . .
H19 H 0.4560(11) 1.010(4) 0.5271(6) 0.077(6) Uiso 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
O3 C13 1.383(2) . ?
O3 C20 1.354(2) . ?
O2 C27 1.234(2) . ?
N19 C25 1.394(2) . ?
N19 C27 1.349(2) . ?
N19 H19 0.92(2) . ?
C7 C33 1.496(2) . ?
C7 C23 1.446(2) . ?
C7 C20 1.336(2) . ?
C17 C25 1.413(2) . ?
C17 C35 1.469(2) . ?
C17 C31 1.389(2) . ?
C25 C34 1.376(2) . ?
C29 C33 1.5116(19) . ?
C29 C13 1.360(2) . ?
C29 C39 1.425(2) . ?
C35 C27 1.495(2) . ?
C35 C23 1.346(2) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C13 C38 1.413(2) . ?
C31 H31 0.9300 . ?
C31 C21 1.386(2) . ?
C39 C32 1.425(2) . ?
C39 C16 1.415(3) . ?
C5 H5 0.9300 . ?
C5 C21 1.384(2) . ?
C5 C34 1.377(3) . ?
C21 H21 0.9300 . ?
C23 H23 0.9300 . ?
C32 C26 1.415(3) . ?
C32 C10 1.416(3) . ?
C34 H34 0.9300 . ?
C38 H38 0.9300 . ?
C38 C26 1.355(3) . ?
C16 H16 0.9300 . ?
C16 C14 1.364(2) . ?
C20 H20 0.9300 . ?
C26 H26 0.9300 . ?
C10 H10 0.9300 . ?
C10 C8 1.353(3) . ?
C14 H14 0.9300 . ?
C14 C8 1.404(3) . ?
C8 H8 0.9300 . ?

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
C20 O3 C13 116.73(13) . . ?
C25 N19 H19 126.7(13) . . ?
C27 N19 C25 111.25(13) . . ?
C27 N19 H19 121.3(14) . . ?
C23 C7 C33 124.49(14) . . ?
C20 C7 C33 120.62(14) . . ?
C20 C7 C23 114.88(15) . . ?
C25 C17 C35 106.43(13) . . ?
C31 C17 C25 117.16(15) . . ?
C31 C17 C35 136.38(14) . . ?
N19 C25 C17 109.47(14) . . ?
C34 C25 N19 127.41(14) . . ?
C34 C25 C17 123.11(15) . . ?
C13 C29 C33 121.12(14) . . ?
C13 C29 C39 117.87(14) . . ?
C39 C29 C33 121.01(14) . . ?
C17 C35 C27 105.27(13) . . ?
C23 C35 C17 138.99(14) . . ?
C23 C35 C27 115.74(15) . . ?
C7 C33 C29 111.54(13) . . ?
C7 C33 H33A 109.3 . . ?
C7 C33 H33B 109.3 . . ?
C29 C33 H33A 109.3 . . ?
C29 C33 H33B 109.3 . . ?
H33A C33 H33B 108.0 . . ?
O3 C13 C38 113.05(16) . . ?
C29 C13 O3 123.51(14) . . ?
C29 C13 C38 123.44(17) . . ?
O2 C27 N19 125.05(14) . . ?
O2 C27 C35 127.42(15) . . ?
N19 C27 C35 107.50(14) . . ?
C17 C31 H31 119.9 . . ?
C21 C31 C17 120.10(15) . . ?
C21 C31 H31 119.9 . . ?
C32 C39 C29 119.83(17) . . ?
C16 C39 C29 122.33(14) . . ?
C16 C39 C32 117.84(16) . . ?
C21 C5 H5 119.6 . . ?
C34 C5 H5 119.6 . . ?
C34 C5 C21 120.78(17) . . ?
C31 C21 H21 119.6 . . ?
C5 C21 C31 120.89(16) . . ?
C5 C21 H21 119.6 . . ?
C7 C23 H23 112.1 . . ?
C35 C23 C7 135.82(16) . . ?
C35 C23 H23 112.1 . . ?
C26 C32 C39 118.84(17) . . ?
C26 C32 C10 122.61(17) . . ?
C10 C32 C39 118.55(19) . . ?
C25 C34 C5 117.95(15) . . ?
C25 C34 H34 121.0 . . ?
C5 C34 H34 121.0 . . ?
C13 C38 H38 120.6 . . ?
C26 C38 C13 118.83(18) . . ?
C26 C38 H38 120.6 . . ?
C39 C16 H16 119.2 . . ?
C14 C16 C39 121.61(17) . . ?
C14 C16 H16 119.2 . . ?
O3 C20 H20 116.8 . . ?
C7 C20 O3 126.40(17) . . ?
C7 C20 H20 116.8 . . ?
C32 C26 H26 119.4 . . ?
C38 C26 C32 121.20(15) . . ?
C38 C26 H26 119.4 . . ?
C32 C10 H10 119.0 . . ?
C8 C10 C32 121.97(18) . . ?
C8 C10 H10 119.0 . . ?
C16 C14 H14 119.8 . . ?
C16 C14 C8 120.4(2) . . ?
C8 C14 H14 119.8 . . ?
C10 C8 C14 119.64(19) . . ?
C10 C8 H8 120.2 . . ?
C14 C8 H8 120.2 . . ?

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
O3 C13 C38 C26 178.97(15) . . . . ?
N19 C25 C34 C5 -177.81(16) . . . . ?
C17 C25 C34 C5 1.2(3) . . . . ?
C17 C35 C27 O2 175.49(17) . . . . ?
C17 C35 C27 N19 -2.66(17) . . . . ?
C17 C35 C23 C7 -2.6(4) . . . . ?
C17 C31 C21 C5 0.5(3) . . . . ?
C25 N19 C27 O2 -175.40(17) . . . . ?
C25 N19 C27 C35 2.80(19) . . . . ?
C25 C17 C35 C27 1.56(16) . . . . ?
C25 C17 C35 C23 -178.22(19) . . . . ?
C25 C17 C31 C21 0.0(2) . . . . ?
C29 C13 C38 C26 -1.0(3) . . . . ?
C29 C39 C32 C26 0.2(2) . . . . ?
C29 C39 C32 C10 179.28(15) . . . . ?
C29 C39 C16 C14 -178.98(16) . . . . ?
C35 C17 C25 N19 0.03(17) . . . . ?
C35 C17 C25 C34 -179.14(15) . . . . ?
C35 C17 C31 C21 177.58(17) . . . . ?
C33 C7 C23 C35 -2.3(3) . . . . ?
C33 C7 C20 O3 0.3(3) . . . . ?
C33 C29 C13 O3 0.4(2) . . . . ?
C33 C29 C13 C38 -179.64(14) . . . . ?
C33 C29 C39 C32 -179.97(13) . . . . ?
C33 C29 C39 C16 -0.1(2) . . . . ?
C13 O3 C20 C7 -2.5(3) . . . . ?
C13 C29 C33 C7 -2.4(2) . . . . ?
C13 C29 C39 C32 -0.4(2) . . . . ?
C13 C29 C39 C16 179.43(15) . . . . ?
C13 C38 C26 C32 0.7(3) . . . . ?
C27 N19 C25 C17 -1.84(19) . . . . ?
C27 N19 C25 C34 177.29(16) . . . . ?
C27 C35 C23 C7 177.65(18) . . . . ?
C31 C17 C25 N19 178.29(14) . . . . ?
C31 C17 C25 C34 -0.9(2) . . . . ?
C31 C17 C35 C27 -176.20(18) . . . . ?
C31 C17 C35 C23 4.0(3) . . . . ?
C39 C29 C33 C7 177.06(13) . . . . ?
C39 C29 C13 O3 -179.09(14) . . . . ?
C39 C29 C13 C38 0.8(2) . . . . ?
C39 C32 C26 C38 -0.3(3) . . . . ?
C39 C32 C10 C8 0.0(3) . . . . ?
C39 C16 C14 C8 -0.6(3) . . . . ?
C21 C5 C34 C25 -0.7(3) . . . . ?
C23 C7 C33 C29 -176.69(14) . . . . ?
C23 C7 C20 O3 179.22(16) . . . . ?
C23 C35 C27 O2 -4.7(3) . . . . ?
C23 C35 C27 N19 177.18(14) . . . . ?
C32 C39 C16 C14 0.9(3) . . . . ?
C32 C10 C8 C14 0.4(3) . . . . ?
C34 C5 C21 C31 -0.2(3) . . . . ?
C16 C39 C32 C26 -179.69(15) . . . . ?
C16 C39 C32 C10 -0.6(2) . . . . ?
C16 C14 C8 C10 -0.1(3) . . . . ?
C20 O3 C13 C29 2.1(2) . . . . ?
C20 O3 C13 C38 -177.83(14) . . . . ?
C20 C7 C33 C29 2.1(2) . . . . ?
C20 C7 C23 C35 178.81(19) . . . . ?
C26 C32 C10 C8 179.04(19) . . . . ?
C10 C32 C26 C38 -179.36(18) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.250 -0.352 0.000 107.3 27.1 ?
2 0.250 -0.198 0.500 107.3 27.1 ?
3 0.750 -0.697 1.000 107.3 27.1 ?
4 0.750 -0.931 0.500 107.3 27.1 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'I 2/a'
_symmetry_int_tables_number      15
_chemical_absolute_configuration ?

