# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_rb007_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2166456'
loop_
_audit_author_name
_audit_author_address
'Mou Mandal'
;University of Hyderabad
India
;
_audit_update_record             
;
2022-04-14 deposited with the CCDC.	2022-07-27 downloaded from the CCDC.
;
_audit_creation_date             2021-11-03
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H19 N O'
_chemical_formula_sum            'C24 H19 N O'
_chemical_formula_weight         337.40
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.9743(5)
_cell_length_b                   10.7749(9)
_cell_length_c                   14.3140(13)
_cell_angle_alpha                90.934(4)
_cell_angle_beta                 95.031(4)
_cell_angle_gamma                105.858(3)
_cell_volume                     882.16(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9879
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6534
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1173 before and 0.0883 after correction. The Ratio of minimum to maximum transmission is 0.8763. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             356
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0757
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            49611
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.639
_diffrn_reflns_theta_min         1.429
_diffrn_ambient_temperature      300.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2765
_reflns_number_total             4086
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         4086
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1010
_refine_ls_R_factor_gt           0.0679
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0914P)²+0.2398P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1700
_refine_ls_wR_factor_ref         0.1896
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C23(H23), C22(H22), C8(H8), C21(H21), C19(H19), C5(H5), C12(H12),
 C3(H3), C20(H20), C4(H4), C1(H1), C2(H2), C15(H15), C13(H13), C14(H14)
2.b Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_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
N1 N 1.1726(3) 0.54578(15) 0.65213(11) 0.0475(4) Uani 1 1 d . . . . .
O1 O 0.5672(3) 0.78274(17) 0.90766(11) 0.0755(5) Uani 1 1 d . . . . .
C18 C 1.0187(3) 0.47471(17) 0.80421(13) 0.0408(4) Uani 1 1 d . . . . .
C17 C 1.0373(3) 0.55781(17) 0.72255(13) 0.0411(4) Uani 1 1 d . . . . .
C10 C 0.9344(3) 0.65743(17) 0.70384(13) 0.0418(4) Uani 1 1 d . . . . .
C9 C 0.7989(3) 0.70230(17) 0.76775(14) 0.0444(4) Uani 1 1 d . . . . .
H9 H 0.791186 0.664366 0.825710 0.053 Uiso 1 1 calc R . . . .
C6 C 0.4320(3) 0.92995(17) 0.81414(14) 0.0458(5) Uani 1 1 d . . . . .
C23 C 1.2141(3) 0.47552(19) 0.86405(14) 0.0496(5) Uani 1 1 d . . . . .
H23 H 1.359621 0.528212 0.852314 0.060 Uiso 1 1 calc R . . . .
C11 C 1.0145(3) 0.70940(17) 0.61620(13) 0.0455(5) Uani 1 1 d . . . . .
C22 C 1.1955(4) 0.3990(2) 0.94095(15) 0.0553(5) Uani 1 1 d . . . . .
H22 H 1.328297 0.399753 0.980306 0.066 Uiso 1 1 calc R . . . .
C7 C 0.5627(3) 0.83068(18) 0.83085(14) 0.0482(5) Uani 1 1 d . . . . .
C8 C 0.6824(4) 0.79121(19) 0.75531(14) 0.0500(5) Uani 1 1 d . . . . .
H8 H 0.677095 0.828911 0.697470 0.060 Uiso 1 1 calc R . . . .
C21 C 0.9816(4) 0.3218(2) 0.95945(15) 0.0568(5) Uani 1 1 d . . . . .
H21 H 0.969392 0.270601 1.011471 0.068 Uiso 1 1 calc R . . . .
C16 C 1.1622(3) 0.63753(19) 0.58724(14) 0.0488(5) Uani 1 1 d . . . . .
C19 C 0.8045(3) 0.3952(2) 0.82381(16) 0.0549(5) Uani 1 1 d . . . . .
H19 H 0.671199 0.392432 0.784109 0.066 Uiso 1 1 calc R . . . .
C24 C 1.2980(4) 0.4498(2) 0.64125(16) 0.0583(6) Uani 1 1 d . . . . .
H24A H 1.256229 0.409003 0.579665 0.088 Uiso 1 1 calc GR . . . .
H24B H 1.257922 0.386068 0.687563 0.088 Uiso 1 1 calc GR . . . .
H24C H 1.463150 0.490744 0.649297 0.088 Uiso 1 1 calc GR . . . .
C5 C 0.4189(4) 0.9910(2) 0.73031(16) 0.0588(6) Uani 1 1 d . . . . .
H5 H 0.495879 0.971719 0.680646 0.071 Uiso 1 1 calc R . . . .
C12 C 0.9844(4) 0.8104(2) 0.56121(15) 0.0582(6) Uani 1 1 d . . . . .
H12 H 0.886786 0.859309 0.578049 0.070 Uiso 1 1 calc R . . . .
C3 C 0.1762(4) 1.1100(2) 0.7921(2) 0.0680(7) Uani 1 1 d . . . . .
H3 H 0.089452 1.169386 0.784374 0.082 Uiso 1 1 calc R . . . .
C20 C 0.7864(4) 0.3201(2) 0.90152(17) 0.0620(6) Uani 1 1 d . . . . .
H20 H 0.641252 0.268268 0.914416 0.074 Uiso 1 1 calc R . . . .
C4 C 0.2917(4) 1.0807(2) 0.71997(18) 0.0686(7) Uani 1 1 d . . . . .
H4 H 0.284745 1.121515 0.663460 0.082 Uiso 1 1 calc R . . . .
C1 C 0.3160(4) 0.9619(2) 0.88700(17) 0.0582(6) Uani 1 1 d . . . . .
H1 H 0.323991 0.922552 0.944070 0.070 Uiso 1 1 calc R . . . .
C2 C 0.1892(4) 1.0511(2) 0.8759(2) 0.0686(7) Uani 1 1 d . . . . .
H2 H 0.112399 1.071352 0.925368 0.082 Uiso 1 1 calc R . . . .
C15 C 1.2761(4) 0.6635(3) 0.50617(17) 0.0686(6) Uani 1 1 d . . . . .
H15 H 1.371871 0.614443 0.487636 0.082 Uiso 1 1 calc R . . . .
C13 C 1.1002(5) 0.8369(2) 0.48194(18) 0.0713(7) Uani 1 1 d . . . . .
H13 H 1.082751 0.905376 0.446009 0.086 Uiso 1 1 calc R . . . .
C14 C 1.2423(5) 0.7636(3) 0.45467(19) 0.0785(8) Uani 1 1 d . . . . .
H14 H 1.316452 0.782851 0.400110 0.094 Uiso 1 1 calc R . . . .


_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
N1 C17 1.372(2) . ?
N1 C16 1.377(2) . ?
N1 C24 1.447(2) . ?
O1 C7 1.224(2) . ?
C18 C17 1.478(3) . ?
C18 C23 1.384(3) . ?
C18 C19 1.387(3) . ?
C17 C10 1.394(2) . ?
C10 C9 1.433(3) . ?
C10 C11 1.449(3) . ?
C9 C8 1.335(3) . ?
C6 C7 1.497(3) . ?
C6 C5 1.384(3) . ?
C6 C1 1.390(3) . ?
C23 C22 1.380(3) . ?
C11 C16 1.406(3) . ?
C11 C12 1.395(3) . ?
C22 C21 1.371(3) . ?
C7 C8 1.466(3) . ?
C21 C20 1.366(3) . ?
C16 C15 1.390(3) . ?
C19 C20 1.381(3) . ?
C5 C4 1.386(3) . ?
C12 C13 1.374(3) . ?
C3 C4 1.369(4) . ?
C3 C2 1.372(3) . ?
C1 C2 1.380(3) . ?
C15 C14 1.366(3) . ?
C13 C14 1.382(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 N1 C16 108.91(15) . . ?
C17 N1 C24 127.62(17) . . ?
C16 N1 C24 123.38(17) . . ?
C23 C18 C17 120.93(17) . . ?
C23 C18 C19 118.17(18) . . ?
C19 C18 C17 120.90(16) . . ?
N1 C17 C18 121.62(15) . . ?
N1 C17 C10 109.66(16) . . ?
C10 C17 C18 128.70(16) . . ?
C17 C10 C9 123.63(17) . . ?
C17 C10 C11 106.23(16) . . ?
C9 C10 C11 129.82(17) . . ?
C8 C9 C10 128.74(19) . . ?
C5 C6 C7 123.86(18) . . ?
C5 C6 C1 118.19(18) . . ?
C1 C6 C7 117.95(18) . . ?
C22 C23 C18 120.72(18) . . ?
C16 C11 C10 106.48(16) . . ?
C12 C11 C10 135.39(19) . . ?
C12 C11 C16 118.09(19) . . ?
C21 C22 C23 120.16(19) . . ?
O1 C7 C6 119.42(18) . . ?
O1 C7 C8 120.61(17) . . ?
C8 C7 C6 119.96(17) . . ?
C9 C8 C7 121.42(18) . . ?
C20 C21 C22 120.02(19) . . ?
N1 C16 C11 108.72(17) . . ?
N1 C16 C15 129.02(19) . . ?
C15 C16 C11 122.24(19) . . ?
C20 C19 C18 120.85(18) . . ?
C6 C5 C4 120.4(2) . . ?
C13 C12 C11 119.4(2) . . ?
C4 C3 C2 119.7(2) . . ?
C21 C20 C19 120.1(2) . . ?
C3 C4 C5 120.7(2) . . ?
C2 C1 C6 121.0(2) . . ?
C3 C2 C1 120.1(2) . . ?
C14 C15 C16 117.7(2) . . ?
C12 C13 C14 121.2(2) . . ?
C15 C14 C13 121.4(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_rb016_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2166458'
loop_
_audit_author_name
_audit_author_address
'Mou Mandal'
;University of Hyderabad
India
;
_audit_update_record             
;
2022-04-14 deposited with the CCDC.	2022-07-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H16 O2'
_chemical_formula_weight         324.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.716(6)
_cell_length_b                   14.621(7)
_cell_length_c                   10.413(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.26(2)
_cell_angle_gamma                90
_cell_volume                     1703.4(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8336
_diffrn_reflns_av_unetI/netI     0.0872
_diffrn_reflns_av_R_equivalents  0.0776
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.820
_diffrn_reflns_theta_max         25.023
_diffrn_reflns_theta_full        25.023
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measured_fraction_theta_full 0.914
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_Laue_measured_fraction_full 0.914
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_point_group_measured_fraction_full 0.914
_reflns_number_total             2759
_reflns_number_gt                1800
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2759
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1864
_refine_ls_R_factor_gt           0.1195
_refine_ls_wR_factor_ref         0.3502
_refine_ls_wR_factor_gt          0.2841
_refine_ls_goodness_of_fit_ref   1.313
_refine_ls_restrained_S_all      1.313
_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 0.6222(2) 0.55715(18) 0.6734(2) 0.0535(8) Uani 1 1 d . . . . .
O2 O 0.8699(3) 0.31350(18) 0.7235(2) 0.0610(9) Uani 1 1 d . . . . .
C17 C 0.8443(3) 0.2693(3) 0.6199(3) 0.0470(10) Uani 1 1 d . . . . .
C18 C 0.8706(3) 0.1695(2) 0.6218(3) 0.0464(10) Uani 1 1 d . . . . .
C9 C 0.7321(3) 0.6103(2) 0.5236(3) 0.0426(9) Uani 1 1 d . . . . .
C2 C 0.6816(3) 0.4410(3) 0.5602(3) 0.0477(10) Uani 1 1 d . . . . .
C23 C 0.8170(3) 0.1122(2) 0.5125(4) 0.0554(12) Uani 1 1 d . . . . .
H23 H 0.763558 0.136778 0.435625 0.066 Uiso 1 1 calc R U . . .
C16 C 0.7914(4) 0.3132(2) 0.4859(4) 0.0534(11) Uani 1 1 d . . . . .
H16 H 0.804520 0.284904 0.411522 0.064 Uiso 1 1 calc R U . . .
C19 C 0.9511(3) 0.1299(3) 0.7358(3) 0.0545(11) Uani 1 1 d . . . . .
H19 H 0.986262 0.165904 0.810756 0.065 Uiso 1 1 calc R U . . .
C4 C 0.5830(3) 0.4764(3) 0.7127(4) 0.0532(11) Uani 1 1 d . . . . .
C8 C 0.5816(4) 0.3150(3) 0.6760(4) 0.0647(13) Uani 1 1 d . . . . .
H8 H 0.601685 0.263930 0.634086 0.078 Uiso 1 1 calc R U . . .
C10 C 0.7100(4) 0.6991(3) 0.5545(4) 0.0568(11) Uani 1 1 d . . . . .
H10 H 0.662942 0.709426 0.610931 0.068 Uiso 1 1 calc R U . . .
C3 C 0.6164(3) 0.4028(3) 0.6481(4) 0.0511(10) Uani 1 1 d . . . . .
C15 C 0.7269(4) 0.3899(3) 0.4648(3) 0.0541(11) Uani 1 1 d . . . . .
H15 H 0.708341 0.413933 0.378412 0.065 Uiso 1 1 calc R U . . .
C13 C 0.8525(4) 0.6720(3) 0.3893(4) 0.0599(11) Uani 1 1 d . . . . .
H13 H 0.900171 0.662625 0.333319 0.072 Uiso 1 1 calc R U . . .
C1 C 0.6812(3) 0.5331(3) 0.5782(3) 0.0479(10) Uani 1 1 d . . . . .
C14 C 0.8067(4) 0.5977(3) 0.4411(4) 0.0552(11) Uani 1 1 d . . . . .
H14 H 0.825722 0.538662 0.421063 0.066 Uiso 1 1 calc R U . . .
C6 C 0.4842(4) 0.3802(4) 0.8296(5) 0.0784(15) Uani 1 1 d . . . . .
H6 H 0.440079 0.371256 0.889510 0.094 Uiso 1 1 calc R U . . .
C21 C 0.9252(4) -0.0165(3) 0.6295(4) 0.0632(12) Uani 1 1 d . . . . .
H21 H 0.944934 -0.078165 0.631345 0.076 Uiso 1 1 calc R U . . .
C12 C 0.8272(4) 0.7591(3) 0.4209(5) 0.0660(12) Uani 1 1 d . . . . .
H12 H 0.857791 0.809026 0.386568 0.079 Uiso 1 1 calc R U . . .
C22 C 0.8418(4) 0.0210(3) 0.5173(4) 0.0678(14) Uani 1 1 d . . . . .
H22 H 0.802963 -0.016384 0.445410 0.081 Uiso 1 1 calc R U . . .
C20 C 0.9780(4) 0.0391(3) 0.7378(4) 0.0650(13) Uani 1 1 d . . . . .
H20 H 1.032940 0.014296 0.813335 0.078 Uiso 1 1 calc R U . . .
C5 C 0.5166(4) 0.4682(4) 0.8044(5) 0.0710(13) Uani 1 1 d . . . . .
H5 H 0.495374 0.519001 0.845939 0.085 Uiso 1 1 calc R U . . .
C7 C 0.5170(4) 0.3056(4) 0.7665(5) 0.0768(15) Uani 1 1 d . . . . .
H7 H 0.494757 0.247284 0.785776 0.092 Uiso 1 1 calc R U . . .
C11 C 0.7558(4) 0.7726(3) 0.5041(5) 0.0680(13) Uani 1 1 d . . . . .
H11 H 0.738818 0.831739 0.525994 0.082 Uiso 1 1 calc R U . . .


_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 C4 1.373(4) . ?
O1 C1 1.411(5) . ?
O2 C17 1.216(4) . ?
C17 C18 1.490(5) . ?
C17 C16 1.494(5) . ?
C18 C23 1.403(5) . ?
C18 C19 1.404(5) . ?
C9 C10 1.380(5) . ?
C9 C14 1.408(6) . ?
C9 C1 1.468(5) . ?
C2 C1 1.359(5) . ?
C2 C15 1.463(6) . ?
C2 C3 1.466(6) . ?
C23 C22 1.362(5) . ?
C16 C15 1.334(5) . ?
C19 C20 1.363(6) . ?
C4 C3 1.386(6) . ?
C4 C5 1.404(7) . ?
C8 C7 1.379(7) . ?
C8 C3 1.403(5) . ?
C10 C11 1.373(6) . ?
C13 C12 1.370(6) . ?
C13 C14 1.390(6) . ?
C6 C7 1.386(7) . ?
C6 C5 1.388(7) . ?
C21 C20 1.378(5) . ?
C21 C22 1.394(5) . ?
C12 C11 1.386(7) . ?

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
C4 O1 C1 105.8(3) . . ?
O2 C17 C18 120.9(3) . . ?
O2 C17 C16 121.6(3) . . ?
C18 C17 C16 117.4(3) . . ?
C23 C18 C19 117.8(3) . . ?
C23 C18 C17 122.2(3) . . ?
C19 C18 C17 119.9(3) . . ?
C10 C9 C14 117.3(4) . . ?
C10 C9 C1 120.5(4) . . ?
C14 C9 C1 122.1(3) . . ?
C1 C2 C15 128.1(4) . . ?
C1 C2 C3 105.6(4) . . ?
C15 C2 C3 126.2(3) . . ?
C22 C23 C18 121.0(3) . . ?
C15 C16 C17 124.9(4) . . ?
C20 C19 C18 120.6(3) . . ?
O1 C4 C3 110.8(4) . . ?
O1 C4 C5 125.4(4) . . ?
C3 C4 C5 123.9(4) . . ?
C7 C8 C3 119.0(5) . . ?
C11 C10 C9 121.8(4) . . ?
C4 C3 C8 117.9(4) . . ?
C4 C3 C2 106.4(4) . . ?
C8 C3 C2 135.7(4) . . ?
C16 C15 C2 128.3(3) . . ?
C12 C13 C14 119.9(4) . . ?
C2 C1 O1 111.5(4) . . ?
C2 C1 C9 133.7(4) . . ?
O1 C1 C9 114.8(3) . . ?
C13 C14 C9 121.0(4) . . ?
C7 C6 C5 120.7(5) . . ?
C20 C21 C22 119.1(4) . . ?
C13 C12 C11 119.8(4) . . ?
C23 C22 C21 120.3(4) . . ?
C19 C20 C21 121.1(3) . . ?
C6 C5 C4 116.5(5) . . ?
C8 C7 C6 122.0(5) . . ?
C10 C11 C12 120.3(4) . . ?

_refine_diff_density_max         0.577
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.157



####################################################################### 
# 
# 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_rb100
_database_code_depnum_ccdc_archive 'CCDC 2166459'
loop_
_audit_author_name
_audit_author_address
'Mou Mandal'
;University of Hyderabad
India
;
_audit_update_record             
;
2022-04-14 deposited with the CCDC.	2022-07-27 downloaded from the CCDC.
;
_audit_creation_date             2022-03-17
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H19 N O3'
_chemical_formula_sum            'C19 H19 N O3'
_chemical_formula_weight         309.35
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_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'

_cell_length_a                   10.6702(4)
_cell_length_b                   9.9677(4)
_cell_length_c                   15.8095(8)
_cell_angle_alpha                90
_cell_angle_beta                 109.575(5)
_cell_angle_gamma                90
_cell_volume                     1584.27(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5259
_cell_measurement_temperature    297.42(10)
_cell_measurement_theta_min      2.0240
_cell_measurement_theta_max      26.6140
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.994
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26625
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10397
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.157
_diffrn_reflns_theta_min         2.029
_diffrn_ambient_temperature      297.42(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device_type  'rigaku oxford'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2236
_reflns_number_total             3248
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0495
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0720P)²+0.1102P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1290
_refine_ls_wR_factor_ref         0.1437
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C3(H3), C19(H19), C16(H16), C18(H18), C6(H6), C17(H17), C4(H4),
 C5(H5)
2.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.22021(13) 0.17373(13) 0.53140(10) 0.0612(4) Uani 1 1 d . . . . .
O2 O 0.51057(13) 0.46678(15) 0.82108(9) 0.0608(4) Uani 1 1 d . . . . .
O1 O 0.33516(13) 0.35562(17) 0.73247(11) 0.0772(5) Uani 1 1 d . . . . .
N1 N 0.59137(16) 0.16479(16) 0.61087(11) 0.0562(5) Uani 1 1 d . . . . .
C14 C 0.16613(15) 0.38555(17) 0.46341(11) 0.0392(4) Uani 1 1 d . . . . .
C2 C 0.47369(16) 0.28417(17) 0.48665(12) 0.0395(4) Uani 1 1 d . . . . .
C13 C 0.25994(16) 0.28321(18) 0.51907(12) 0.0410(4) Uani 1 1 d . . . . .
C1 C 0.40808(15) 0.31604(17) 0.55595(11) 0.0390(4) Uani 1 1 d . . . . .
H1 H 0.420158 0.411308 0.571942 0.047 Uiso 1 1 calc R . . . .
C7 C 0.57593(17) 0.19193(18) 0.52340(13) 0.0441(4) Uani 1 1 d . . . . .
C8 C 0.48704(16) 0.22951(18) 0.63786(12) 0.0433(4) Uani 1 1 d . . . . .
H8 H 0.428574 0.161143 0.649180 0.052 Uiso 1 1 calc R . . . .
C11 C 0.45127(18) 0.3780(2) 0.75688(12) 0.0479(5) Uani 1 1 d . . . . .
C15 C 0.20555(17) 0.51221(19) 0.44598(13) 0.0478(5) Uani 1 1 d . . . . .
H15 H 0.294414 0.537154 0.470518 0.057 Uiso 1 1 calc R . . . .
C3 C 0.44681(19) 0.32841(19) 0.39982(13) 0.0496(5) Uani 1 1 d . . . . .
H3 H 0.377863 0.388776 0.374763 0.060 Uiso 1 1 calc R . . . .
C19 C 0.03233(17) 0.3519(2) 0.42692(13) 0.0487(5) Uani 1 1 d . . . . .
H19 H 0.003928 0.267576 0.438018 0.058 Uiso 1 1 calc R . . . .
C10 C 0.55006(17) 0.3120(2) 0.72210(12) 0.0482(5) Uani 1 1 d . . . . .
H10A H 0.606931 0.254184 0.768521 0.058 Uiso 1 1 calc R . . . .
H10B H 0.605780 0.380616 0.709423 0.058 Uiso 1 1 calc R . . . .
C16 C 0.11416(19) 0.6016(2) 0.39257(14) 0.0573(5) Uani 1 1 d . . . . .
H16 H 0.141908 0.685779 0.380649 0.069 Uiso 1 1 calc R . . . .
C18 C -0.05876(18) 0.4421(2) 0.37447(14) 0.0580(6) Uani 1 1 d . . . . .
H18 H -0.148158 0.418697 0.350879 0.070 Uiso 1 1 calc R . . . .
C6 C 0.65031(19) 0.1430(2) 0.47308(14) 0.0571(5) Uani 1 1 d . . . . .
H6 H 0.717058 0.079889 0.496800 0.069 Uiso 1 1 calc R . . . .
C17 C -0.01754(19) 0.5665(2) 0.35703(14) 0.0592(6) Uani 1 1 d . . . . .
H17 H -0.078908 0.626951 0.321128 0.071 Uiso 1 1 calc R . . . .
C4 C 0.5228(2) 0.2827(2) 0.35013(14) 0.0633(6) Uani 1 1 d . . . . .
H4 H 0.506489 0.314088 0.292028 0.076 Uiso 1 1 calc R . . . .
C9 C 0.66025(19) 0.0489(2) 0.65839(15) 0.0636(6) Uani 1 1 d . . . . .
H9A H 0.616858 -0.031007 0.628857 0.095 Uiso 1 1 calc GR . . . .
H9B H 0.659278 0.050411 0.718886 0.095 Uiso 1 1 calc GR . . . .
H9C H 0.750590 0.049877 0.659154 0.095 Uiso 1 1 calc GR . . . .
C5 C 0.6222(2) 0.1911(2) 0.38626(15) 0.0663(6) Uani 1 1 d . . . . .
H5 H 0.671975 0.160405 0.351842 0.080 Uiso 1 1 calc R . . . .
C12 C 0.4276(2) 0.5345(2) 0.86307(16) 0.0738(7) Uani 1 1 d . . . . .
H12A H 0.357123 0.580454 0.818171 0.111 Uiso 1 1 calc GR . . . .
H12B H 0.480037 0.598255 0.905943 0.111 Uiso 1 1 calc GR . . . .
H12C H 0.390461 0.470053 0.893076 0.111 Uiso 1 1 calc GR . . . .


_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 1.210(2) . ?
O2 C11 1.336(2) . ?
O2 C12 1.440(2) . ?
O1 C11 1.189(2) . ?
N1 C7 1.364(2) . ?
N1 C8 1.468(2) . ?
N1 C9 1.439(2) . ?
C14 C13 1.492(2) . ?
C14 C15 1.387(2) . ?
C14 C19 1.390(2) . ?
C2 C1 1.518(2) . ?
C2 C7 1.396(2) . ?
C2 C3 1.377(2) . ?
C13 C1 1.526(2) . ?
C1 H1 0.9800 . ?
C1 C8 1.549(2) . ?
C7 C6 1.387(3) . ?
C8 H8 0.9800 . ?
C8 C10 1.517(3) . ?
C11 C10 1.495(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.381(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.378(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C16 H16 0.9300 . ?
C16 C17 1.372(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.375(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.388(3) . ?
C17 H17 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.371(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C5 H5 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?

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
C11 O2 C12 116.96(16) . . ?
C7 N1 C8 111.21(14) . . ?
C7 N1 C9 123.77(16) . . ?
C9 N1 C8 120.37(16) . . ?
C15 C14 C13 123.45(15) . . ?
C15 C14 C19 118.34(16) . . ?
C19 C14 C13 118.21(16) . . ?
C7 C2 C1 108.81(15) . . ?
C3 C2 C1 131.28(16) . . ?
C3 C2 C7 119.90(17) . . ?
O3 C13 C14 120.64(16) . . ?
O3 C13 C1 120.39(15) . . ?
C14 C13 C1 118.89(15) . . ?
C2 C1 C13 110.39(14) . . ?
C2 C1 H1 109.6 . . ?
C2 C1 C8 103.51(13) . . ?
C13 C1 H1 109.6 . . ?
C13 C1 C8 113.81(14) . . ?
C8 C1 H1 109.6 . . ?
N1 C7 C2 111.40(16) . . ?
N1 C7 C6 127.88(17) . . ?
C6 C7 C2 120.69(18) . . ?
N1 C8 C1 104.76(14) . . ?
N1 C8 H8 109.8 . . ?
N1 C8 C10 109.70(14) . . ?
C1 C8 H8 109.8 . . ?
C10 C8 C1 112.88(15) . . ?
C10 C8 H8 109.8 . . ?
O2 C11 C10 110.99(16) . . ?
O1 C11 O2 123.22(18) . . ?
O1 C11 C10 125.79(19) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.65(17) . . ?
C16 C15 H15 119.7 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.67(18) . . ?
C4 C3 H3 120.2 . . ?
C14 C19 H19 119.6 . . ?
C18 C19 C14 120.77(18) . . ?
C18 C19 H19 119.6 . . ?
C8 C10 H10A 108.8 . . ?
C8 C10 H10B 108.8 . . ?
C11 C10 C8 113.68(15) . . ?
C11 C10 H10A 108.8 . . ?
C11 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H16 119.9 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 C19 120.03(18) . . ?
C17 C18 H18 120.0 . . ?
C7 C6 H6 121.0 . . ?
C7 C6 C5 118.06(19) . . ?
C5 C6 H6 121.0 . . ?
C16 C17 C18 120.02(19) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C5 H5 119.3 . . ?
C4 C5 C6 121.49(19) . . ?
C4 C5 H5 119.3 . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_rb32
_database_code_depnum_ccdc_archive 'CCDC 2166457'
loop_
_audit_author_name
_audit_author_address
'Mou Mandal'
;University of Hyderabad
India
;
_audit_update_record             
;
2022-04-14 deposited with the CCDC.	2022-07-27 downloaded from the CCDC.
;
_audit_creation_date             2022-02-17
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H21 N O3'
_chemical_formula_sum            'C25 H21 N O3'
_chemical_formula_weight         383.43
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.0647(2)
_cell_length_b                   12.8133(2)
_cell_length_c                   15.8157(3)
_cell_angle_alpha                111.413(2)
_cell_angle_beta                 91.0600(10)
_cell_angle_gamma                102.4440(10)
_cell_volume                     2026.78(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14553
_cell_measurement_temperature    297.8(8)
_cell_measurement_theta_max      25.2080
_cell_measurement_theta_min      2.2230
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            32547
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         1.896
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.8(8)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -56.00  11.00   0.50    5.00    --   16.22 -77.00   0.00  134
  2  ω    -30.00  19.00   0.50    5.00    --  -14.97 -94.00 -30.00   98
  3  ω     10.00  67.00   0.50    5.00    --   16.22-125.00 -30.00  114
  4  ω     12.00  46.00   0.50    5.00    --   16.22-120.00 -82.00   68
  5  ω    -36.00  13.00   0.50    5.00    --  -14.97 -94.00 -60.00   98
  6  ω     16.00  95.00   0.50    5.00    --   16.22  15.00-120.00  158
  7  ω     12.00  63.00   0.50    5.00    --   16.22  45.00-120.00  102
  8  ω     -3.00  23.00   0.50    5.00    --  -14.97  77.00 -90.00   52
  9  ω    -31.00  -5.00   0.50    5.00    --   16.22  15.00-120.00   52
 10  ω    -41.00  56.00   0.50    5.00    --  -14.97  30.00-120.00  194
 11  ω    -64.00 -12.00   0.50    5.00    --  -14.97 120.00   1.00  104
 12  ω    -51.00  43.00   0.50    5.00    --   16.22 -61.00  60.00  188
 13  ω     53.00  79.00   0.50    5.00    --   16.22-154.00 120.00   52
 14  ω    -29.00   8.00   0.50    5.00    --  -14.97 -94.00 120.00   74
 15  ω    -80.00   0.00   0.50    5.00    --  -14.97 -61.00  90.00  160
 16  ω    -32.00   8.00   0.50    5.00    --  -14.97  30.00  60.00   80
 17  ω     26.00  59.00   0.50    5.00    --  -14.97  30.00  60.00   66
 18  ω    -40.00 -13.00   0.50    5.00    --   16.22 130.00  25.97   54
 19  ω    -65.00 -29.00   0.50    5.00    --  -14.97 125.00 120.00   72
 20  ω    -68.00 -34.00   0.50    5.00    --  -14.97 125.00 150.00   68
 21  ω    -81.00 -56.00   0.50    5.00    --  -14.97 154.00 159.00   50
 22  ω    -79.00 -14.00   0.50    5.00    --  -14.97 -45.00  90.00  130
 23  ω    -63.00   3.00   0.50    5.00    --  -14.97 -61.00   0.00  132
 24  ω    -81.00  -8.00   0.50    5.00    --  -14.97 -45.00-120.00  146
 25  ω    -84.00  -7.00   0.50    5.00    --  -14.97 -30.00-120.00  154
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0244653000
_diffrn_orient_matrix_UB_12      0.0378466000
_diffrn_orient_matrix_UB_13      0.0367685000
_diffrn_orient_matrix_UB_21      -0.0295550000
_diffrn_orient_matrix_UB_22      0.0175201000
_diffrn_orient_matrix_UB_23      -0.0309618000
_diffrn_orient_matrix_UB_31      -0.0537334000
_diffrn_orient_matrix_UB_32      -0.0448330000
_diffrn_orient_matrix_UB_33      -0.0060748000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5150
_reflns_number_total             7171
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.116
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     536
_refine_ls_number_reflns         7171
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0464
_refine_ls_restrained_S_all      1.048
_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)+(0.0626P)²+0.1543P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1151
_refine_ls_wR_factor_ref         0.1279
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H) groups, All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), N1(H1), C9(H9), C34(H34), C16(H16), C5(H5), C8(H8), C31(H31), C1(H1A),
  C41(H41), C33(H33), C15(H15), C3(H3), C27(H27), C13(H13), C44(H44), C14(H14),
 C48(H48), C29(H29), C40(H40), C38(H38), C39(H39), C45(H45), C23(H23), C19(H19),
  C46(H46), C47(H47), C21(H21), C20(H20), C22(H22)
2.b Idealised Me refined as rotating group:
 C49(H49A,H49B,H49C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
O1 O 0.16601(11) 0.41177(11) 1.02354(8) 0.0627(3) Uani 1 1 d . . . . .
O4 O -0.27610(14) -0.09533(11) 0.57427(8) 0.0751(4) Uani 1 1 d . . . . .
O3 O 0.07004(12) 0.75198(12) 1.28099(9) 0.0758(4) Uani 1 1 d . . . . .
O2 O 0.11647(13) 0.86313(11) 1.02624(9) 0.0799(4) Uani 1 1 d . . . . .
N2 N -0.27449(13) -0.29764(12) 0.88581(9) 0.0589(4) Uani 1 1 d . . . . .
H2 H -0.235501 -0.331622 0.911231 0.071 Uiso 1 1 calc R . . . .
O6 O -0.45995(13) 0.29971(11) 0.81233(10) 0.0797(4) Uani 1 1 d . . . . .
N1 N 0.25697(13) 0.24207(12) 0.60307(10) 0.0608(4) Uani 1 1 d . . . . .
H1 H 0.247531 0.183539 0.552413 0.073 Uiso 1 1 calc R . . . .
C17 C 0.29938(14) 0.42459(14) 0.70510(11) 0.0477(4) Uani 1 1 d . . . . .
C10 C 0.25456(14) 0.34714(14) 0.75116(11) 0.0476(4) Uani 1 1 d . . . . .
C35 C -0.32604(15) -0.21959(13) 0.78878(11) 0.0493(4) Uani 1 1 d . . . . .
C36 C -0.24740(15) -0.28125(13) 0.80732(11) 0.0508(4) Uani 1 1 d . . . . .
O5 O -0.37310(17) 0.23802(15) 0.50741(12) 0.1069(6) Uani 1 1 d . . . . .
C7 C 0.17929(14) 0.49008(15) 0.99435(11) 0.0496(4) Uani 1 1 d . . . . .
C9 C 0.22264(14) 0.37294(14) 0.84267(11) 0.0488(4) Uani 1 1 d . . . . .
H9 H 0.197941 0.310152 0.859935 0.059 Uiso 1 1 calc R . . . .
C34 C -0.31141(15) -0.17307(14) 0.71885(11) 0.0508(4) Uani 1 1 d . . . . .
H34 H -0.257419 -0.200579 0.676386 0.061 Uiso 1 1 calc R . . . .
C42 C -0.40870(15) -0.20136(13) 0.85953(11) 0.0515(4) Uani 1 1 d . . . . .
C6 C 0.14810(14) 0.60092(14) 1.05017(11) 0.0490(4) Uani 1 1 d . . . . .
C16 C 0.34444(14) 0.54438(14) 0.73201(12) 0.0538(4) Uani 1 1 d . . . . .
H16 H 0.348309 0.593134 0.792804 0.065 Uiso 1 1 calc R . . . .
C12 C 0.29969(15) 0.35544(15) 0.61297(12) 0.0534(4) Uani 1 1 d . . . . .
C26 C -0.36968(15) 0.06025(14) 0.64333(12) 0.0528(4) Uani 1 1 d . . . . .
C11 C 0.23196(15) 0.23640(14) 0.68522(11) 0.0520(4) Uani 1 1 d . . . . .
C5 C 0.12133(14) 0.61980(15) 1.13967(11) 0.0535(4) Uani 1 1 d . . . . .
H5 H 0.121099 0.563299 1.163513 0.064 Uiso 1 1 calc R . . . .
C32 C -0.33424(17) -0.04826(15) 0.63690(12) 0.0563(4) Uani 1 1 d . . . . .
C8 C 0.22403(15) 0.47638(15) 0.90631(11) 0.0538(4) Uani 1 1 d . . . . .
H8 H 0.254844 0.541954 0.893612 0.065 Uiso 1 1 calc R . . . .
C43 C -0.14675(16) -0.32511(14) 0.75794(12) 0.0550(4) Uani 1 1 d . . . . .
C4 C 0.09525(15) 0.72305(16) 1.19228(12) 0.0563(4) Uani 1 1 d . . . . .
C31 C -0.40625(16) 0.13039(15) 0.72272(12) 0.0575(4) Uani 1 1 d . . . . .
H31 H -0.415885 0.107214 0.771975 0.069 Uiso 1 1 calc R . . . .
C1 C 0.14496(15) 0.68451(15) 1.01485(12) 0.0564(4) Uani 1 1 d . . . . .
H1A H 0.161427 0.671628 0.954886 0.068 Uiso 1 1 calc R . . . .
C37 C -0.37369(16) -0.25165(14) 0.91842(12) 0.0556(4) Uani 1 1 d . . . . .
C41 C -0.51055(17) -0.15102(15) 0.87870(13) 0.0635(5) Uani 1 1 d . . . . .
H41 H -0.536107 -0.115555 0.842015 0.076 Uiso 1 1 calc R . . . .
C33 C -0.36563(16) -0.09513(14) 0.70705(11) 0.0557(4) Uani 1 1 d . . . . .
H33 H -0.425406 -0.069921 0.744843 0.067 Uiso 1 1 calc R . . . .
C2 C 0.11738(16) 0.78715(15) 1.06850(13) 0.0588(4) Uani 1 1 d . . . . .
C15 C 0.38259(16) 0.58829(16) 0.66739(13) 0.0615(5) Uani 1 1 d . . . . .
H15 H 0.411561 0.667698 0.684943 0.074 Uiso 1 1 calc R . . . .
C3 C 0.09347(16) 0.80721(16) 1.15729(13) 0.0612(5) Uani 1 1 d . . . . .
H3 H 0.076229 0.876817 1.193592 0.073 Uiso 1 1 calc R . . . .
C27 C -0.35709(16) 0.09337(16) 0.56880(13) 0.0621(5) Uani 1 1 d . . . . .
H27 H -0.331903 0.046660 0.515183 0.075 Uiso 1 1 calc R . . . .
C18 C 0.18304(16) 0.12435(15) 0.69257(12) 0.0598(5) Uani 1 1 d . . . . .
C30 C -0.42866(16) 0.23502(16) 0.72946(14) 0.0600(5) Uani 1 1 d . . . . .
C13 C 0.33924(17) 0.39976(17) 0.54793(13) 0.0661(5) Uani 1 1 d . . . . .
H13 H 0.338817 0.351767 0.487338 0.079 Uiso 1 1 calc R . . . .
C44 C -0.03130(17) -0.30779(17) 0.80337(13) 0.0675(5) Uani 1 1 d . . . . .
H44 H -0.017424 -0.269294 0.866458 0.081 Uiso 1 1 calc R . . . .
C14 C 0.37921(17) 0.51755(18) 0.57638(14) 0.0682(5) Uani 1 1 d . . . . .
H14 H 0.404375 0.550387 0.534055 0.082 Uiso 1 1 calc R . . . .
C48 C -0.16470(19) -0.38510(17) 0.66419(13) 0.0717(5) Uani 1 1 d . . . . .
H48 H -0.242028 -0.399437 0.632593 0.086 Uiso 1 1 calc R . . . .
C29 C -0.41788(17) 0.26811(17) 0.65645(15) 0.0710(5) Uani 1 1 d . . . . .
H29 H -0.434008 0.338003 0.660573 0.085 Uiso 1 1 calc R . . . .
C40 C -0.57222(19) -0.15484(17) 0.95262(14) 0.0739(6) Uani 1 1 d . . . . .
H40 H -0.640126 -0.121790 0.965343 0.089 Uiso 1 1 calc R . . . .
C38 C -0.43574(19) -0.25519(17) 0.99305(13) 0.0697(5) Uani 1 1 d . . . . .
H38 H -0.410453 -0.289157 1.030998 0.084 Uiso 1 1 calc R . . . .
C28 C -0.38258(18) 0.19649(18) 0.57589(15) 0.0712(6) Uani 1 1 d . . . . .
C39 C -0.5359(2) -0.20645(18) 1.00841(14) 0.0780(6) Uani 1 1 d . . . . .
H39 H -0.580360 -0.208163 1.057408 0.094 Uiso 1 1 calc R . . . .
C45 C 0.06262(19) -0.3474(2) 0.75536(16) 0.0800(6) Uani 1 1 d . . . . .
H45 H 0.139611 -0.335155 0.786606 0.096 Uiso 1 1 calc R . . . .
C49 C -0.43813(18) 0.42078(15) 0.83624(16) 0.0808(6) Uani 1 1 d . . . . .
H49A H -0.495991 0.436709 0.799334 0.121 Uiso 1 1 calc GR . . . .
H49B H -0.354678 0.450328 0.826022 0.121 Uiso 1 1 calc GR . . . .
H49C H -0.448972 0.457198 0.899529 0.121 Uiso 1 1 calc GR . . . .
C23 C 0.2335(2) 0.09715(17) 0.75975(15) 0.0762(6) Uani 1 1 d . . . . .
H23 H 0.301333 0.148616 0.799922 0.091 Uiso 1 1 calc R . . . .
C19 C 0.08269(19) 0.04560(17) 0.63209(15) 0.0772(6) Uani 1 1 d . . . . .
H19 H 0.048990 0.063255 0.586130 0.093 Uiso 1 1 calc R . . . .
C46 C 0.0453(2) -0.4040(2) 0.66325(17) 0.0858(6) Uani 1 1 d . . . . .
H46 H 0.110086 -0.429145 0.631518 0.103 Uiso 1 1 calc R . . . .
C47 C -0.0694(2) -0.4237(2) 0.61742(15) 0.0874(7) Uani 1 1 d . . . . .
H47 H -0.082563 -0.463266 0.554424 0.105 Uiso 1 1 calc R . . . .
C24 C 0.0577(2) 0.6672(2) 1.31937(14) 0.0846(6) Uani 1 1 d . . . . .
H24A H -0.006034 0.600652 1.283066 0.127 Uiso 1 1 calc GR . . . .
H24B H 0.035366 0.697641 1.380456 0.127 Uiso 1 1 calc GR . . . .
H24C H 0.135264 0.645440 1.320720 0.127 Uiso 1 1 calc GR . . . .
C21 C 0.0824(3) -0.0839(2) 0.7071(2) 0.1076(9) Uani 1 1 d . . . . .
H21 H 0.048050 -0.153864 0.712467 0.129 Uiso 1 1 calc R . . . .
C20 C 0.0332(2) -0.0579(2) 0.6399(2) 0.0996(8) Uani 1 1 d . . . . .
H20 H -0.033821 -0.110201 0.599350 0.120 Uiso 1 1 calc R . . . .
C22 C 0.1823(3) -0.0079(2) 0.76708(19) 0.0999(8) Uani 1 1 d . . . . .
H22 H 0.215492 -0.026813 0.812496 0.120 Uiso 1 1 calc R . . . .
C50 C -0.3175(3) 0.1790(3) 0.4302(2) 0.1091(10) Uani 1 1 d . . . . .
H50A H -0.360(3) 0.093(3) 0.393(2) 0.164 Uiso 1 1 d R . . . .
H50B H -0.229(3) 0.179(3) 0.451(2) 0.164 Uiso 1 1 d R . . . .
C25 C 0.1023(3) 0.97333(18) 1.07919(17) 0.1126(9) Uani 1 1 d . . . . .
H25A H 0.112330 1.020254 1.043187 0.169 Uiso 1 1 calc GR . . . .
H25B H 0.164032 1.007975 1.131172 0.169 Uiso 1 1 calc GR . . . .
H25C H 0.020806 0.967394 1.099551 0.169 Uiso 1 1 calc GR . . . .
H50C H -0.312(2) 0.223(2) 0.3970(16) 0.107(8) 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
O1 C7 1.2324(18) . ?
O4 C32 1.230(2) . ?
O3 C4 1.365(2) . ?
O3 C24 1.410(2) . ?
O2 C2 1.369(2) . ?
O2 C25 1.399(2) . ?
N2 H2 0.8600 . ?
N2 C36 1.361(2) . ?
N2 C37 1.377(2) . ?
O6 C30 1.368(2) . ?
O6 C49 1.419(2) . ?
N1 H1 0.8600 . ?
N1 C12 1.376(2) . ?
N1 C11 1.358(2) . ?
C17 C10 1.446(2) . ?
C17 C16 1.404(2) . ?
C17 C12 1.403(2) . ?
C10 C9 1.431(2) . ?
C10 C11 1.386(2) . ?
C35 C36 1.387(2) . ?
C35 C34 1.432(2) . ?
C35 C42 1.443(2) . ?
C36 C43 1.465(2) . ?
O5 C28 1.367(2) . ?
O5 C50 1.413(3) . ?
C7 C6 1.491(2) . ?
C7 C8 1.449(2) . ?
C9 H9 0.9300 . ?
C9 C8 1.337(2) . ?
C34 H34 0.9300 . ?
C34 C33 1.335(2) . ?
C42 C37 1.402(2) . ?
C42 C41 1.400(2) . ?
C6 C5 1.395(2) . ?
C6 C1 1.383(2) . ?
C16 H16 0.9300 . ?
C16 C15 1.368(2) . ?
C12 C13 1.381(2) . ?
C26 C32 1.493(2) . ?
C26 C31 1.378(2) . ?
C26 C27 1.391(2) . ?
C11 C18 1.469(2) . ?
C5 H5 0.9300 . ?
C5 C4 1.377(2) . ?
C32 C33 1.457(2) . ?
C8 H8 0.9300 . ?
C43 C44 1.387(2) . ?
C43 C48 1.386(2) . ?
C4 C3 1.383(3) . ?
C31 H31 0.9300 . ?
C31 C30 1.382(2) . ?
C1 H1A 0.9300 . ?
C1 C2 1.382(2) . ?
C37 C38 1.386(2) . ?
C41 H41 0.9300 . ?
C41 C40 1.375(2) . ?
C33 H33 0.9300 . ?
C2 C3 1.374(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.388(2) . ?
C3 H3 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.375(3) . ?
C18 C23 1.376(3) . ?
C18 C19 1.393(3) . ?
C30 C29 1.367(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.373(2) . ?
C44 H44 0.9300 . ?
C44 C45 1.374(3) . ?
C14 H14 0.9300 . ?
C48 H48 0.9300 . ?
C48 C47 1.374(3) . ?
C29 H29 0.9300 . ?
C29 C28 1.392(3) . ?
C40 H40 0.9300 . ?
C40 C39 1.380(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.369(3) . ?
C39 H39 0.9300 . ?
C45 H45 0.9300 . ?
C45 C46 1.358(3) . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C23 H23 0.9300 . ?
C23 C22 1.391(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.372(3) . ?
C46 H46 0.9300 . ?
C46 C47 1.377(3) . ?
C47 H47 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C21 H21 0.9300 . ?
C21 C20 1.360(4) . ?
C21 C22 1.376(4) . ?
C20 H20 0.9300 . ?
C22 H22 0.9300 . ?
C50 H50A 1.04(3) . ?
C50 H50B 1.02(3) . ?
C50 H50C 0.89(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

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
C4 O3 C24 118.34(15) . . ?
C2 O2 C25 117.96(17) . . ?
C36 N2 H2 125.1 . . ?
C36 N2 C37 109.78(14) . . ?
C37 N2 H2 125.1 . . ?
C30 O6 C49 117.95(16) . . ?
C12 N1 H1 125.1 . . ?
C11 N1 H1 125.1 . . ?
C11 N1 C12 109.85(14) . . ?
C16 C17 C10 135.46(15) . . ?
C12 C17 C10 106.72(14) . . ?
C12 C17 C16 117.74(15) . . ?
C9 C10 C17 129.47(15) . . ?
C11 C10 C17 106.25(14) . . ?
C11 C10 C9 123.85(15) . . ?
C36 C35 C34 123.78(15) . . ?
C36 C35 C42 106.46(14) . . ?
C34 C35 C42 129.28(15) . . ?
N2 C36 C35 109.17(15) . . ?
N2 C36 C43 120.30(15) . . ?
C35 C36 C43 130.52(15) . . ?
C28 O5 C50 117.23(18) . . ?
O1 C7 C6 119.59(15) . . ?
O1 C7 C8 121.25(16) . . ?
C8 C7 C6 119.16(15) . . ?
C10 C9 H9 116.1 . . ?
C8 C9 C10 127.84(16) . . ?
C8 C9 H9 116.1 . . ?
C35 C34 H34 116.0 . . ?
C33 C34 C35 128.07(16) . . ?
C33 C34 H34 116.0 . . ?
C37 C42 C35 106.74(15) . . ?
C41 C42 C35 135.59(16) . . ?
C41 C42 C37 117.64(16) . . ?
C5 C6 C7 118.93(15) . . ?
C1 C6 C7 121.31(15) . . ?
C1 C6 C5 119.76(16) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 C17 118.97(16) . . ?
C15 C16 H16 120.5 . . ?
N1 C12 C17 107.74(14) . . ?
N1 C12 C13 129.02(16) . . ?
C13 C12 C17 123.22(16) . . ?
C31 C26 C32 121.40(15) . . ?
C31 C26 C27 120.21(16) . . ?
C27 C26 C32 118.25(16) . . ?
N1 C11 C10 109.41(15) . . ?
N1 C11 C18 120.39(15) . . ?
C10 C11 C18 130.14(16) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 C6 119.22(17) . . ?
C4 C5 H5 120.4 . . ?
O4 C32 C26 120.00(15) . . ?
O4 C32 C33 120.68(16) . . ?
C33 C32 C26 119.29(16) . . ?
C7 C8 H8 118.8 . . ?
C9 C8 C7 122.41(16) . . ?
C9 C8 H8 118.8 . . ?
C44 C43 C36 121.18(16) . . ?
C48 C43 C36 120.59(16) . . ?
C48 C43 C44 118.23(17) . . ?
O3 C4 C5 124.43(17) . . ?
O3 C4 C3 114.55(17) . . ?
C5 C4 C3 121.02(17) . . ?
C26 C31 H31 119.8 . . ?
C26 C31 C30 120.31(17) . . ?
C30 C31 H31 119.8 . . ?
C6 C1 H1A 119.9 . . ?
C2 C1 C6 120.12(17) . . ?
C2 C1 H1A 119.9 . . ?
N2 C37 C42 107.79(15) . . ?
N2 C37 C38 128.83(17) . . ?
C38 C37 C42 123.32(18) . . ?
C42 C41 H41 120.5 . . ?
C40 C41 C42 118.98(18) . . ?
C40 C41 H41 120.5 . . ?
C34 C33 C32 122.17(16) . . ?
C34 C33 H33 118.9 . . ?
C32 C33 H33 118.9 . . ?
O2 C2 C1 114.98(16) . . ?
O2 C2 C3 124.64(17) . . ?
C3 C2 C1 120.38(18) . . ?
C16 C15 H15 119.1 . . ?
C16 C15 C14 121.78(17) . . ?
C14 C15 H15 119.1 . . ?
C4 C3 H3 120.3 . . ?
C2 C3 C4 119.47(17) . . ?
C2 C3 H3 120.3 . . ?
C26 C27 H27 120.6 . . ?
C28 C27 C26 118.75(18) . . ?
C28 C27 H27 120.6 . . ?
C23 C18 C11 120.80(17) . . ?
C23 C18 C19 119.55(18) . . ?
C19 C18 C11 119.64(18) . . ?
O6 C30 C31 115.50(16) . . ?
C29 C30 O6 124.41(17) . . ?
C29 C30 C31 120.09(19) . . ?
C12 C13 H13 121.4 . . ?
C14 C13 C12 117.29(17) . . ?
C14 C13 H13 121.4 . . ?
C43 C44 H44 119.9 . . ?
C45 C44 C43 120.16(19) . . ?
C45 C44 H44 119.9 . . ?
C15 C14 H14 119.5 . . ?
C13 C14 C15 120.95(17) . . ?
C13 C14 H14 119.5 . . ?
C43 C48 H48 119.7 . . ?
C47 C48 C43 120.69(19) . . ?
C47 C48 H48 119.7 . . ?
C30 C29 H29 120.2 . . ?
C30 C29 C28 119.55(18) . . ?
C28 C29 H29 120.2 . . ?
C41 C40 H40 119.2 . . ?
C41 C40 C39 121.7(2) . . ?
C39 C40 H40 119.2 . . ?
C37 C38 H38 121.5 . . ?
C39 C38 C37 117.04(19) . . ?
C39 C38 H38 121.5 . . ?
O5 C28 C27 123.9(2) . . ?
O5 C28 C29 114.98(18) . . ?
C27 C28 C29 121.07(18) . . ?
C40 C39 H39 119.3 . . ?
C38 C39 C40 121.32(19) . . ?
C38 C39 H39 119.3 . . ?
C44 C45 H45 119.3 . . ?
C46 C45 C44 121.3(2) . . ?
C46 C45 H45 119.3 . . ?
O6 C49 H49A 109.5 . . ?
O6 C49 H49B 109.5 . . ?
O6 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C18 C23 H23 120.3 . . ?
C18 C23 C22 119.5(2) . . ?
C22 C23 H23 120.3 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.4(2) . . ?
C20 C19 H19 119.8 . . ?
C45 C46 H46 120.4 . . ?
C45 C46 C47 119.2(2) . . ?
C47 C46 H46 120.4 . . ?
C48 C47 C46 120.4(2) . . ?
C48 C47 H47 119.8 . . ?
C46 C47 H47 119.8 . . ?
O3 C24 H24A 109.5 . . ?
O3 C24 H24B 109.5 . . ?
O3 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 C21 H21 119.6 . . ?
C20 C21 C22 120.7(2) . . ?
C22 C21 H21 119.6 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 119.9(2) . . ?
C21 C20 H20 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 C23 119.9(3) . . ?
C21 C22 H22 120.0 . . ?
O5 C50 H50A 117.3(17) . . ?
O5 C50 H50B 108.9(18) . . ?
O5 C50 H50C 103.7(15) . . ?
H50A C50 H50B 105(2) . . ?
H50A C50 H50C 113(2) . . ?
H50B C50 H50C 108(2) . . ?
O2 C25 H25A 109.5 . . ?
O2 C25 H25B 109.5 . . ?
O2 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.659
_oxdiff_exptl_absorpt_empirical_full_min 0.698
####################################################################### 
# 
# 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_rb38
_database_code_depnum_ccdc_archive 'CCDC 2166460'
loop_
_audit_author_name
_audit_author_address
'Mou Mandal'
;University of Hyderabad
India
;
_audit_update_record             
;
2022-04-14 deposited with the CCDC.	2022-07-27 downloaded from the CCDC.
;
_audit_creation_date             2022-03-31
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H21 N O3'
_chemical_formula_sum            'C26 H21 N O3'
_chemical_formula_weight         395.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_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'

_cell_length_a                   19.4449(8)
_cell_length_b                   5.9085(2)
_cell_length_c                   19.6048(8)
_cell_angle_alpha                90
_cell_angle_beta                 116.246(5)
_cell_angle_gamma                90
_cell_volume                     2020.18(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8517
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.7700
_cell_measurement_theta_min      1.9740
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic orangish orange'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       'rect. Prism'
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            24726
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.982
_diffrn_reflns_theta_min         1.975
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  68.00   0.50    6.00    --   16.22  30.00   0.00  156
  2  ω    -37.00  22.00   0.50    6.00    --  -14.97 -94.00 -30.00  118
  3  ω     36.00  68.00   0.50    6.00    --   16.22-125.00  30.00   64
  4  ω    -37.00  21.00   0.50    6.00    --  -14.97 -94.00  60.00  116
  5  ω    -63.00  98.00   0.50    6.00    --   16.22   9.00 -19.00  322
  6  ω     33.00  86.00   0.50    6.00    --   16.22  45.00-120.00  106
  7  ω     54.00  88.00   0.50    6.00    --   16.22  30.00-150.00   68
  8  ω     -8.00  50.00   0.50    6.00    --   16.22  30.00-150.00  116
  9  ω     -8.00  26.00   0.50    6.00    --   16.22  45.00-120.00   68
 10  ω    -50.00 -11.00   0.50    6.00    --  -14.97 125.00-180.00   78
 11  ω    -45.00 -11.00   0.50    6.00    --  -14.97 125.00-120.00   68
 12  ω    -94.00  67.00   0.50    6.00    --  -14.97   9.00 -19.00  322
 13  ω    -69.00 -43.00   0.50    6.00    --  -14.97 125.00 150.00   52
 14  ω    -86.00 -16.00   0.50    6.00    --  -14.97  -9.00 165.00  140
 15  ω    -65.00  -8.00   0.50    6.00    --   16.22  -9.00 165.00  114
 16  ω    -35.00  19.00   0.50    6.00    --  -14.97 -94.00-180.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0379148000
_diffrn_orient_matrix_UB_12      -0.0041394000
_diffrn_orient_matrix_UB_13      -0.0296665000
_diffrn_orient_matrix_UB_21      0.0147321000
_diffrn_orient_matrix_UB_22      -0.0133368000
_diffrn_orient_matrix_UB_23      -0.0270310000
_diffrn_orient_matrix_UB_31      -0.0003239000
_diffrn_orient_matrix_UB_32      -0.1191975000
_diffrn_orient_matrix_UB_33      0.0040500000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2574
_reflns_number_total             4222
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4222
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0881
_refine_ls_R_factor_gt           0.0514
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0582P)²+0.1038P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1260
_refine_ls_wR_factor_ref         0.1502
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C11(H11), C5(H5), C1(H1), C12(H12), C14(H14), C22(H22),
 C19(H19), C20(H20), C23(H23), C13(H13), C4(H4), C3(H3), C2(H2)
2.b Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.46669(8) 1.1377(2) 0.10017(8) 0.0679(4) Uani 1 1 d . . . . .
N1 N 0.57351(8) -0.0626(2) 0.41653(8) 0.0473(4) Uani 1 1 d . . . . .
O1 O 0.40998(8) -0.5466(2) 0.38570(10) 0.0848(5) Uani 1 1 d . . . . .
O2 O 0.57044(9) 1.1524(3) 0.08006(10) 0.0882(5) Uani 1 1 d . . . . .
C6 C 0.30814(10) -0.2951(3) 0.35692(10) 0.0452(4) Uani 1 1 d . . . . .
C15 C 0.69232(10) -0.0454(3) 0.40060(10) 0.0469(4) Uani 1 1 d . . . . .
C9 C 0.51637(10) -0.2103(3) 0.40567(10) 0.0486(5) Uani 1 1 d . . . . .
H9 H 0.528974 -0.363061 0.408665 0.058 Uiso 1 1 calc R . . . .
C10 C 0.64819(9) -0.1429(3) 0.43352(10) 0.0440(4) Uani 1 1 d . . . . .
C8 C 0.44379(10) -0.1626(3) 0.39112(10) 0.0477(5) Uani 1 1 d . . . . .
H8 H 0.427943 -0.013075 0.388783 0.057 Uiso 1 1 calc R . . . .
C21 C 0.56306(10) 0.8690(3) 0.16252(10) 0.0502(5) Uani 1 1 d . . . . .
C7 C 0.39025(10) -0.3465(3) 0.37905(11) 0.0516(5) Uani 1 1 d . . . . .
C11 C 0.67767(10) -0.3220(3) 0.48338(10) 0.0492(5) Uani 1 1 d . . . . .
H11 H 0.649060 -0.383384 0.506327 0.059 Uiso 1 1 calc R . . . .
C5 C 0.25384(10) -0.4585(3) 0.31784(10) 0.0531(5) Uani 1 1 d . . . . .
H5 H 0.269377 -0.596015 0.306193 0.064 Uiso 1 1 calc R . . . .
C24 C 0.53530(11) 1.0658(3) 0.11016(11) 0.0566(5) Uani 1 1 d . . . . .
C16 C 0.66591(10) 0.1400(3) 0.34802(11) 0.0525(5) Uani 1 1 d . . . . .
C26 C 0.55828(11) 0.1772(3) 0.41830(12) 0.0579(5) Uani 1 1 d . . . . .
H26A H 0.521810 0.225507 0.368637 0.087 Uiso 1 1 calc GR . . . .
H26B H 0.605089 0.260679 0.433333 0.087 Uiso 1 1 calc GR . . . .
H26C H 0.537852 0.203965 0.454085 0.087 Uiso 1 1 calc GR . . . .
C1 C 0.28390(11) -0.0927(3) 0.37409(11) 0.0558(5) Uani 1 1 d . . . . .
H1 H 0.319469 0.020025 0.399444 0.067 Uiso 1 1 calc R . . . .
C12 C 0.74855(11) -0.4110(3) 0.49968(12) 0.0580(5) Uani 1 1 d . . . . .
H12 H 0.766875 -0.534227 0.532305 0.070 Uiso 1 1 calc R . . . .
C17 C 0.64619(11) 0.2997(3) 0.30665(11) 0.0570(5) Uani 1 1 d . . . . .
C14 C 0.76479(11) -0.1370(4) 0.41920(11) 0.0582(5) Uani 1 1 d . . . . .
H14 H 0.794862 -0.073902 0.398153 0.070 Uiso 1 1 calc R . . . .
C18 C 0.61871(11) 0.4937(3) 0.25802(10) 0.0537(5) Uani 1 1 d . . . . .
C22 C 0.63316(11) 0.7757(3) 0.17700(11) 0.0578(5) Uani 1 1 d . . . . .
H22 H 0.662012 0.838704 0.154568 0.069 Uiso 1 1 calc R . . . .
C19 C 0.54874(11) 0.5897(3) 0.24428(11) 0.0608(5) Uani 1 1 d . . . . .
H19 H 0.520093 0.528196 0.267170 0.073 Uiso 1 1 calc R . . . .
C20 C 0.52088(11) 0.7754(3) 0.19707(11) 0.0592(5) Uani 1 1 d . . . . .
H20 H 0.473817 0.837757 0.188421 0.071 Uiso 1 1 calc R . . . .
C23 C 0.66123(11) 0.5909(4) 0.22407(11) 0.0608(5) Uani 1 1 d . . . . .
H23 H 0.708729 0.530744 0.233244 0.073 Uiso 1 1 calc R . . . .
C13 C 0.79257(11) -0.3176(4) 0.46768(12) 0.0625(6) Uani 1 1 d . . . . .
H13 H 0.840723 -0.376754 0.478937 0.075 Uiso 1 1 calc R . . . .
C4 C 0.17754(11) -0.4199(4) 0.29614(11) 0.0624(6) Uani 1 1 d . . . . .
H4 H 0.141551 -0.529667 0.268915 0.075 Uiso 1 1 calc R . . . .
C3 C 0.15411(11) -0.2195(4) 0.31452(12) 0.0662(6) Uani 1 1 d . . . . .
H3 H 0.102354 -0.194199 0.300324 0.079 Uiso 1 1 calc R . . . .
C2 C 0.20711(12) -0.0566(4) 0.35381(13) 0.0661(6) Uani 1 1 d . . . . .
H2 H 0.191331 0.078358 0.366838 0.079 Uiso 1 1 calc R . . . .
C25 C 0.43512(13) 1.3256(4) 0.04851(13) 0.0785(7) Uani 1 1 d . . . . .
H25A H 0.428981 1.283145 -0.001127 0.118 Uiso 1 1 calc GR . . . .
H25B H 0.469231 1.452755 0.066520 0.118 Uiso 1 1 calc GR . . . .
H25C H 0.386147 1.365977 0.045804 0.118 Uiso 1 1 calc GR . . . .


_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 C24 1.329(2) . ?
O3 C25 1.444(2) . ?
N1 C9 1.354(2) . ?
N1 C10 1.420(2) . ?
N1 C26 1.451(2) . ?
O1 C7 1.2322(19) . ?
O2 C24 1.197(2) . ?
C6 C7 1.489(2) . ?
C6 C5 1.385(2) . ?
C6 C1 1.381(2) . ?
C15 C10 1.405(2) . ?
C15 C16 1.435(3) . ?
C15 C14 1.399(2) . ?
C9 H9 0.9300 . ?
C9 C8 1.340(2) . ?
C10 C11 1.381(2) . ?
C8 H8 0.9300 . ?
C8 C7 1.450(2) . ?
C21 C24 1.486(3) . ?
C21 C22 1.379(2) . ?
C21 C20 1.389(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.374(2) . ?
C5 H5 0.9300 . ?
C5 C4 1.370(2) . ?
C16 C17 1.191(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C1 H1 0.9300 . ?
C1 C2 1.381(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.380(3) . ?
C17 C18 1.435(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.371(3) . ?
C18 C19 1.386(3) . ?
C18 C23 1.394(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.377(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.382(3) . ?
C20 H20 0.9300 . ?
C23 H23 0.9300 . ?
C13 H13 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.373(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.371(3) . ?
C2 H2 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

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
C24 O3 C25 115.89(16) . . ?
C9 N1 C10 120.27(14) . . ?
C9 N1 C26 118.14(15) . . ?
C10 N1 C26 121.28(15) . . ?
C5 C6 C7 118.44(16) . . ?
C1 C6 C7 122.90(17) . . ?
C1 C6 C5 118.66(17) . . ?
C10 C15 C16 123.07(16) . . ?
C14 C15 C10 118.10(17) . . ?
C14 C15 C16 118.82(17) . . ?
N1 C9 H9 116.2 . . ?
C8 C9 N1 127.67(17) . . ?
C8 C9 H9 116.2 . . ?
C15 C10 N1 121.60(16) . . ?
C11 C10 N1 118.90(16) . . ?
C11 C10 C15 119.50(16) . . ?
C9 C8 H8 120.4 . . ?
C9 C8 C7 119.30(16) . . ?
C7 C8 H8 120.4 . . ?
C22 C21 C24 118.63(17) . . ?
C22 C21 C20 118.93(18) . . ?
C20 C21 C24 122.44(18) . . ?
O1 C7 C6 118.03(17) . . ?
O1 C7 C8 122.31(17) . . ?
C8 C7 C6 119.66(16) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.15(18) . . ?
C12 C11 H11 119.4 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.81(18) . . ?
C4 C5 H5 119.6 . . ?
O3 C24 C21 112.70(17) . . ?
O2 C24 O3 123.0(2) . . ?
O2 C24 C21 124.27(19) . . ?
C17 C16 C15 177.2(2) . . ?
N1 C26 H26A 109.5 . . ?
N1 C26 H26B 109.5 . . ?
N1 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C6 C1 H1 119.8 . . ?
C6 C1 C2 120.37(18) . . ?
C2 C1 H1 119.8 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.07(19) . . ?
C13 C12 H12 120.0 . . ?
C16 C17 C18 176.5(2) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 C15 121.64(19) . . ?
C13 C14 H14 119.2 . . ?
C19 C18 C17 120.08(18) . . ?
C19 C18 C23 118.50(19) . . ?
C23 C18 C17 121.41(19) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.19(18) . . ?
C23 C22 H22 119.4 . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 121.01(19) . . ?
C20 C19 H19 119.5 . . ?
C21 C20 H20 119.9 . . ?
C19 C20 C21 120.12(19) . . ?
C19 C20 H20 119.9 . . ?
C18 C23 H23 119.9 . . ?
C22 C23 C18 120.24(19) . . ?
C22 C23 H23 119.9 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.52(19) . . ?
C14 C13 H13 120.2 . . ?
C5 C4 H4 119.9 . . ?
C5 C4 C3 120.10(19) . . ?
C3 C4 H4 119.9 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 C4 119.91(19) . . ?
C2 C3 H3 120.0 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.13(19) . . ?
C3 C2 H2 119.9 . . ?
O3 C25 H25A 109.5 . . ?
O3 C25 H25B 109.5 . . ?
O3 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 3.585
_oxdiff_exptl_absorpt_empirical_full_min 0.392
