# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

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

data_mo_RCS_003_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2304010'
loop_
_audit_author_name
_audit_author_address
'Ramesh C. Samanta'
;CSIR National Chemical Laboratory
India
;
_audit_update_record             
;
2023-11-18 deposited with the CCDC.	2024-05-08 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         'C19 H24 O2 S'
_chemical_formula_sum            'C19 H24 O2 S'
_chemical_formula_weight         316.44

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'
S S 0.1246 0.1234 '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/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   11.5620(8)
_cell_length_b                   5.6279(4)
_cell_length_c                   26.4527(18)
_cell_angle_alpha                90
_cell_angle_beta                 92.458(3)
_cell_angle_gamma                90
_cell_volume                     1719.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6564
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      28.55

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.004
_exptl_absorpt_coefficient_mu    0.193
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6037
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_reflns_number            26257
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0663
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.954
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3369
_reflns_number_gt                2783
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0387P)²+2.0474P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'direct method'
_atom_sites_solution_secondary   'difference Fourier'
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3369
_refine_ls_number_parameters     201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1162
_refine_ls_wR_factor_gt          0.1071
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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
S1 S 0.04807(5) 0.97179(10) 0.57327(2) 0.02422(16) Uani 1 1 d . . . . .
O1 O 0.55573(12) -0.0398(3) 0.40601(6) 0.0234(3) Uani 1 1 d . . . . .
O2 O 0.24641(14) 0.4554(3) 0.43276(6) 0.0298(4) Uani 1 1 d . . . . .
C1 C 0.42481(17) 0.4057(4) 0.32043(8) 0.0186(4) Uani 1 1 d . . . . .
C2 C 0.52887(17) 0.2885(4) 0.34878(8) 0.0225(5) Uani 1 1 d . . . . .
H2A H 0.569492 0.186647 0.324725 0.027 Uiso 1 1 calc R U . . .
H2B H 0.583424 0.414853 0.360341 0.027 Uiso 1 1 calc R U . . .
C3 C 0.49906(17) 0.1391(4) 0.39413(8) 0.0191(4) Uani 1 1 d . . . . .
C4 C 0.40184(18) 0.2194(4) 0.42155(8) 0.0226(5) Uani 1 1 d . . . . .
C5 C 0.33702(18) 0.4031(4) 0.40443(8) 0.0226(5) Uani 1 1 d . . . . .
C6 C 0.35464(18) 0.5476(4) 0.35848(8) 0.0204(4) Uani 1 1 d . . . . .
H6A H 0.396535 0.695496 0.367982 0.024 Uiso 1 1 calc R U . . .
H6B H 0.278626 0.592012 0.342585 0.024 Uiso 1 1 calc R U . . .
C7 C 0.2508(2) 0.2928(4) 0.47741(8) 0.0250(5) Uani 1 1 d . . . . .
H7 H 0.177019 0.200242 0.478066 0.030 Uiso 1 1 calc R U . . .
C8 C 0.3526(2) 0.1217(4) 0.46934(9) 0.0288(5) Uani 1 1 d . . . . .
H8A H 0.410188 0.127616 0.498096 0.035 Uiso 1 1 calc R U . . .
H8B H 0.325327 -0.043910 0.464563 0.035 Uiso 1 1 calc R U . . .
C9 C 0.26244(19) 0.4472(4) 0.52381(8) 0.0244(5) Uani 1 1 d . . . . .
H9A H 0.333703 0.543971 0.522254 0.029 Uiso 1 1 calc R U . . .
H9B H 0.270110 0.345011 0.554231 0.029 Uiso 1 1 calc R U . . .
C10 C 0.15824(19) 0.6121(4) 0.52852(8) 0.0224(5) Uani 1 1 d . . . . .
H10A H 0.147172 0.706077 0.497054 0.027 Uiso 1 1 calc R U . . .
H10B H 0.087762 0.515178 0.532552 0.027 Uiso 1 1 calc R U . . .
C11 C 0.17385(18) 0.7805(4) 0.57341(8) 0.0207(5) Uani 1 1 d . . . . .
H11A H 0.244949 0.876506 0.570295 0.025 Uiso 1 1 calc R U . . .
H11B H 0.180743 0.689296 0.605392 0.025 Uiso 1 1 calc R U . . .
C12 C 0.07528(17) 1.1666(4) 0.62455(7) 0.0181(4) Uani 1 1 d . . . . .
C13 C 0.17566(18) 1.1659(4) 0.65569(8) 0.0232(5) Uani 1 1 d . . . . .
H13 H 0.234462 1.051335 0.650788 0.028 Uiso 1 1 calc R U . . .
C14 C 0.18906(19) 1.3339(4) 0.69390(8) 0.0278(5) Uani 1 1 d . . . . .
H14 H 0.257328 1.332956 0.715207 0.033 Uiso 1 1 calc R U . . .
C15 C 0.10468(19) 1.5026(4) 0.70145(8) 0.0282(5) Uani 1 1 d . . . . .
H15 H 0.114851 1.616896 0.727688 0.034 Uiso 1 1 calc R U . . .
C16 C 0.00509(19) 1.5033(4) 0.67040(8) 0.0264(5) Uani 1 1 d . . . . .
H16 H -0.053207 1.619000 0.675273 0.032 Uiso 1 1 calc R U . . .
C17 C -0.00980(18) 1.3362(4) 0.63231(8) 0.0219(5) Uani 1 1 d . . . . .
H17 H -0.078545 1.337151 0.611310 0.026 Uiso 1 1 calc R U . . .
C18 C 0.4690(2) 0.5751(4) 0.28059(9) 0.0291(5) Uani 1 1 d . . . . .
H18A H 0.515031 0.486212 0.256717 0.044 Uiso 1 1 calc R U . . .
H18B H 0.517360 0.697863 0.297150 0.044 Uiso 1 1 calc R U . . .
H18C H 0.403164 0.650025 0.262303 0.044 Uiso 1 1 calc R U . . .
C19 C 0.3481(2) 0.2176(4) 0.29418(8) 0.0263(5) Uani 1 1 d . . . . .
H19A H 0.283604 0.295439 0.275522 0.039 Uiso 1 1 calc R U . . .
H19B H 0.317709 0.110306 0.319599 0.039 Uiso 1 1 calc R U . . .
H19C H 0.393857 0.126411 0.270603 0.039 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
S1 C12 1.762(2) . ?
S1 C11 1.809(2) . ?
O1 C3 1.234(3) . ?
O2 C5 1.346(2) . ?
O2 C7 1.493(3) . ?
C1 C18 1.526(3) . ?
C1 C19 1.528(3) . ?
C1 C2 1.539(3) . ?
C1 C6 1.543(3) . ?
C2 C3 1.517(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.437(3) . ?
C4 C5 1.344(3) . ?
C4 C8 1.512(3) . ?
C5 C6 1.484(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C9 1.505(3) . ?
C7 C8 1.543(3) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.530(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.524(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C17 1.392(3) . ?
C12 C13 1.394(3) . ?
C13 C14 1.388(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.384(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

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
C12 S1 C11 104.58(10) . . ?
C5 O2 C7 107.81(16) . . ?
C18 C1 C19 108.92(18) . . ?
C18 C1 C2 109.04(17) . . ?
C19 C1 C2 110.55(18) . . ?
C18 C1 C6 109.18(17) . . ?
C19 C1 C6 110.12(17) . . ?
C2 C1 C6 109.02(17) . . ?
C3 C2 C1 115.07(16) . . ?
C3 C2 H2A 108.5 . . ?
C1 C2 H2A 108.5 . . ?
C3 C2 H2B 108.5 . . ?
C1 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
O1 C3 C4 123.12(19) . . ?
O1 C3 C2 121.15(18) . . ?
C4 C3 C2 115.72(18) . . ?
C5 C4 C3 120.6(2) . . ?
C5 C4 C8 109.68(18) . . ?
C3 C4 C8 129.68(19) . . ?
C4 C5 O2 114.61(19) . . ?
C4 C5 C6 127.11(19) . . ?
O2 C5 C6 118.28(18) . . ?
C5 C6 C1 110.21(17) . . ?
C5 C6 H6A 109.6 . . ?
C1 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
C1 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
O2 C7 C9 106.87(18) . . ?
O2 C7 C8 105.85(16) . . ?
C9 C7 C8 115.52(19) . . ?
O2 C7 H7 109.5 . . ?
C9 C7 H7 109.5 . . ?
C8 C7 H7 109.5 . . ?
C4 C8 C7 101.86(17) . . ?
C4 C8 H8A 111.4 . . ?
C7 C8 H8A 111.4 . . ?
C4 C8 H8B 111.4 . . ?
C7 C8 H8B 111.4 . . ?
H8A C8 H8B 109.3 . . ?
C7 C9 C10 111.91(18) . . ?
C7 C9 H9A 109.2 . . ?
C10 C9 H9A 109.2 . . ?
C7 C9 H9B 109.2 . . ?
C10 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C11 C10 C9 111.93(18) . . ?
C11 C10 H10A 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C10 C11 S1 107.47(14) . . ?
C10 C11 H11A 110.2 . . ?
S1 C11 H11A 110.2 . . ?
C10 C11 H11B 110.2 . . ?
S1 C11 H11B 110.2 . . ?
H11A C11 H11B 108.5 . . ?
C17 C12 C13 119.35(19) . . ?
C17 C12 S1 115.86(16) . . ?
C13 C12 S1 124.75(16) . . ?
C14 C13 C12 119.5(2) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C15 C14 C13 121.0(2) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 119.4(2) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C17 C16 C15 120.3(2) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C12 120.5(2) . . ?
C16 C17 H17 119.8 . . ?
C12 C17 H17 119.8 . . ?
C1 C18 H18A 109.5 . . ?
C1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 C19 H19A 109.5 . . ?
C1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

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
C18 C1 C2 C3 172.50(19) . . . . ?
C19 C1 C2 C3 -67.8(2) . . . . ?
C6 C1 C2 C3 53.4(2) . . . . ?
C1 C2 C3 O1 147.0(2) . . . . ?
C1 C2 C3 C4 -32.9(3) . . . . ?
O1 C3 C4 C5 -174.2(2) . . . . ?
C2 C3 C4 C5 5.7(3) . . . . ?
O1 C3 C4 C8 3.4(4) . . . . ?
C2 C3 C4 C8 -176.7(2) . . . . ?
C3 C4 C5 O2 177.9(2) . . . . ?
C8 C4 C5 O2 -0.1(3) . . . . ?
C3 C4 C5 C6 -1.4(4) . . . . ?
C8 C4 C5 C6 -179.5(2) . . . . ?
C7 O2 C5 C4 2.9(3) . . . . ?
C7 O2 C5 C6 -177.70(19) . . . . ?
C4 C5 C6 C1 23.2(3) . . . . ?
O2 C5 C6 C1 -156.20(19) . . . . ?
C18 C1 C6 C5 -165.17(18) . . . . ?
C19 C1 C6 C5 75.3(2) . . . . ?
C2 C1 C6 C5 -46.1(2) . . . . ?
C5 O2 C7 C9 119.34(19) . . . . ?
C5 O2 C7 C8 -4.3(2) . . . . ?
C5 C4 C8 C7 -2.6(3) . . . . ?
C3 C4 C8 C7 179.6(2) . . . . ?
O2 C7 C8 C4 4.0(2) . . . . ?
C9 C7 C8 C4 -114.0(2) . . . . ?
O2 C7 C9 C10 62.1(2) . . . . ?
C8 C7 C9 C10 179.57(18) . . . . ?
C7 C9 C10 C11 -175.97(18) . . . . ?
C9 C10 C11 S1 177.88(15) . . . . ?
C12 S1 C11 C10 -177.94(14) . . . . ?
C11 S1 C12 C17 179.34(16) . . . . ?
C11 S1 C12 C13 1.6(2) . . . . ?
C17 C12 C13 C14 0.1(3) . . . . ?
S1 C12 C13 C14 177.73(17) . . . . ?
C12 C13 C14 C15 -0.3(3) . . . . ?
C13 C14 C15 C16 0.1(4) . . . . ?
C14 C15 C16 C17 0.2(3) . . . . ?
C15 C16 C17 C12 -0.4(3) . . . . ?
C13 C12 C17 C16 0.3(3) . . . . ?
S1 C12 C17 C16 -177.59(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C6 H6A O1 0.99 2.54 3.483(3) 158.6 1_565 yes
C8 H8A O1 0.99 2.60 3.451(3) 144.4 3_656 yes
C11 H11A O1 0.99 2.53 3.472(3) 157.9 3_666 yes
C17 H17 O2 0.95 2.51 3.379(3) 152.3 3_576 yes

_refine_diff_density_max         0.805
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.057



####################################################################### 
# 
# 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_mo_RCS_A_024_180124_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2326943'
loop_
_audit_author_name
_audit_author_address
'Ramesh Samanta'
;CSIR National Chemical Laboratory
India
;
_audit_update_record             
;
2024-01-23 deposited with the CCDC.	2024-05-08 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         'C16 H24 O2'
_chemical_formula_sum            'C16 H24 O2'

_chemical_formula_weight         248.35

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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   10.399(2)
_cell_length_b                   13.561(3)
_cell_length_c                   9.8880(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1394.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1935
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      21.16

_exptl_crystal_description       PLATE
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_F_000             544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.992
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5973
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus Mo X-ray source'
_diffrn_measurement_device_type  'Photon II Detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            18011
_diffrn_reflns_av_unetI/netI     0.1210
_diffrn_reflns_av_R_equivalents  0.1388
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.468
_diffrn_reflns_theta_max         28.368
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3472
_reflns_number_gt                2070
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.884
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.995

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0447P)²+0.1240P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'direct method'
_atom_sites_solution_secondary   'difference Fourier'
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.029(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 688 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.4(10)
_chemical_absolute_configuration .
_refine_ls_number_reflns         3472
_refine_ls_number_parameters     166
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1378
_refine_ls_R_factor_gt           0.0637
_refine_ls_wR_factor_ref         0.1352
_refine_ls_wR_factor_gt          0.1100
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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 0.7763(3) 0.8380(2) 0.4220(3) 0.0336(8) Uani 1 1 d . . . . .
O2 O 0.3553(3) 0.7869(2) 0.5525(3) 0.0271(7) Uani 1 1 d . . . . .
C1 C 0.6598(4) 0.8496(3) 0.4007(4) 0.0242(10) Uani 1 1 d . . . . .
C5 C 0.4375(4) 0.8260(3) 0.4607(4) 0.0218(10) Uani 1 1 d . . . . .
C6 C 0.5612(4) 0.8093(3) 0.4874(4) 0.0230(10) Uani 1 1 d . . . . .
C7 C 0.5742(4) 0.7409(3) 0.6083(4) 0.0236(10) Uani 1 1 d . . . . .
H7 H 0.636546 0.769408 0.674639 0.028 Uiso 1 1 calc R U . . .
C8 C 0.4353(4) 0.7482(3) 0.6660(5) 0.0256(10) Uani 1 1 d . . . . .
H8 H 0.435099 0.798003 0.740579 0.031 Uiso 1 1 calc R U . . .
C9 C 0.3682(4) 0.6574(3) 0.7150(5) 0.0292(10) Uani 1 1 d . . . . .
H9A H 0.387839 0.602581 0.652217 0.035 Uiso 1 1 calc R U . . .
H9B H 0.274235 0.669031 0.711533 0.035 Uiso 1 1 calc R U . . .
C10 C 0.4042(4) 0.6259(3) 0.8578(5) 0.0309(11) Uani 1 1 d . . . . .
H10A H 0.376407 0.677974 0.921506 0.037 Uiso 1 1 calc R U . . .
H10B H 0.355779 0.565194 0.880354 0.037 Uiso 1 1 calc R U . . .
C11 C 0.5466(4) 0.6063(3) 0.8796(5) 0.0300(11) Uani 1 1 d . . . . .
H11A H 0.559856 0.582298 0.973158 0.036 Uiso 1 1 calc R U . . .
H11B H 0.594490 0.668950 0.869569 0.036 Uiso 1 1 calc R U . . .
C12 C 0.6013(5) 0.5300(3) 0.7798(5) 0.0364(12) Uani 1 1 d . . . . .
H12A H 0.653076 0.481499 0.831113 0.044 Uiso 1 1 calc R U . . .
H12B H 0.528766 0.494015 0.737748 0.044 Uiso 1 1 calc R U . . .
C13 C 0.6852(5) 0.5739(3) 0.6673(5) 0.0416(13) Uani 1 1 d . . . . .
H13A H 0.754717 0.612433 0.710662 0.050 Uiso 1 1 calc R U . . .
H13B H 0.726551 0.518483 0.618599 0.050 Uiso 1 1 calc R U . . .
C14 C 0.6207(4) 0.6399(3) 0.5623(5) 0.0300(10) Uani 1 1 d . . . . .
H14A H 0.682215 0.649910 0.487074 0.036 Uiso 1 1 calc R U . . .
H14B H 0.545991 0.603761 0.525031 0.036 Uiso 1 1 calc R U . . .
C15 C 0.4916(4) 0.7772(3) 0.1635(5) 0.0336(11) Uani 1 1 d . . . . .
H15A H 0.407928 0.757957 0.126402 0.050 Uiso 1 1 calc R U . . .
H15B H 0.517969 0.729420 0.232554 0.050 Uiso 1 1 calc R U . . .
H15C H 0.555633 0.778523 0.090815 0.050 Uiso 1 1 calc R U . . .
C16 C 0.4387(4) 0.9526(4) 0.1207(5) 0.0421(13) Uani 1 1 d . . . . .
H16A H 0.499332 0.951712 0.044919 0.063 Uiso 1 1 calc R U . . .
H16B H 0.436365 1.018845 0.160378 0.063 Uiso 1 1 calc R U . . .
H16C H 0.352680 0.934943 0.088226 0.063 Uiso 1 1 calc R U . . .
C2 C 0.6133(4) 0.9106(3) 0.2833(5) 0.0276(10) Uani 1 1 d . . . . .
H2A H 0.677648 0.906660 0.209676 0.033 Uiso 1 1 calc R U . . .
H2B H 0.608064 0.980393 0.312299 0.033 Uiso 1 1 calc R U . . .
C3 C 0.4813(4) 0.8791(3) 0.2269(4) 0.0261(10) Uani 1 1 d . . . . .
C4 C 0.3834(4) 0.8782(3) 0.3429(4) 0.0272(10) Uani 1 1 d . . . . .
H4A H 0.361535 0.946743 0.368519 0.033 Uiso 1 1 calc R U . . .
H4B H 0.303619 0.844905 0.312992 0.033 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 C1 1.240(5) . ?
O2 C5 1.355(5) . ?
O2 C8 1.493(5) . ?
C1 C6 1.444(6) . ?
C1 C2 1.506(6) . ?
C5 C6 1.332(6) . ?
C5 C4 1.475(6) . ?
C6 C7 1.520(6) . ?
C7 C14 1.522(6) . ?
C7 C8 1.555(6) . ?
C8 C9 1.496(6) . ?
C9 C10 1.522(6) . ?
C10 C11 1.520(6) . ?
C11 C12 1.539(6) . ?
C12 C13 1.535(6) . ?
C13 C14 1.526(6) . ?
C15 C3 1.521(6) . ?
C16 C3 1.514(6) . ?
C2 C3 1.543(6) . ?
C3 C4 1.534(6) . ?

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
C5 O2 C8 106.8(3) . . ?
O1 C1 C6 123.1(4) . . ?
O1 C1 C2 120.9(4) . . ?
C6 C1 C2 116.0(4) . . ?
C6 C5 O2 114.3(4) . . ?
C6 C5 C4 127.3(4) . . ?
O2 C5 C4 118.4(4) . . ?
C5 C6 C1 120.3(4) . . ?
C5 C6 C7 110.2(4) . . ?
C1 C6 C7 129.4(4) . . ?
C6 C7 C14 110.0(3) . . ?
C6 C7 C8 99.6(3) . . ?
C14 C7 C8 117.5(3) . . ?
O2 C8 C9 105.8(3) . . ?
O2 C8 C7 105.4(3) . . ?
C9 C8 C7 120.0(3) . . ?
C8 C9 C10 114.6(4) . . ?
C11 C10 C9 114.9(4) . . ?
C10 C11 C12 112.7(4) . . ?
C13 C12 C11 114.5(4) . . ?
C14 C13 C12 118.1(4) . . ?
C7 C14 C13 117.7(4) . . ?
C1 C2 C3 114.3(4) . . ?
C16 C3 C15 109.5(4) . . ?
C16 C3 C4 109.2(4) . . ?
C15 C3 C4 110.4(4) . . ?
C16 C3 C2 109.2(3) . . ?
C15 C3 C2 109.8(4) . . ?
C4 C3 C2 108.8(3) . . ?
C5 C4 C3 110.0(3) . . ?

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
C8 O2 C5 C6 7.4(4) . . . . ?
C8 O2 C5 C4 -174.4(3) . . . . ?
O2 C5 C6 C1 -177.8(3) . . . . ?
C4 C5 C6 C1 4.2(6) . . . . ?
O2 C5 C6 C7 5.8(5) . . . . ?
C4 C5 C6 C7 -172.2(4) . . . . ?
O1 C1 C6 C5 178.6(4) . . . . ?
C2 C1 C6 C5 0.8(5) . . . . ?
O1 C1 C6 C7 -5.9(7) . . . . ?
C2 C1 C6 C7 176.3(4) . . . . ?
C5 C6 C7 C14 108.7(4) . . . . ?
C1 C6 C7 C14 -67.2(5) . . . . ?
C5 C6 C7 C8 -15.4(4) . . . . ?
C1 C6 C7 C8 168.7(4) . . . . ?
C5 O2 C8 C9 -145.0(3) . . . . ?
C5 O2 C8 C7 -17.0(4) . . . . ?
C6 C7 C8 O2 18.8(4) . . . . ?
C14 C7 C8 O2 -99.9(4) . . . . ?
C6 C7 C8 C9 137.8(4) . . . . ?
C14 C7 C8 C9 19.1(6) . . . . ?
O2 C8 C9 C10 -159.6(3) . . . . ?
C7 C8 C9 C10 81.6(5) . . . . ?
C8 C9 C10 C11 -57.7(5) . . . . ?
C9 C10 C11 C12 -55.2(5) . . . . ?
C10 C11 C12 C13 105.4(5) . . . . ?
C11 C12 C13 C14 -66.8(6) . . . . ?
C6 C7 C14 C13 158.4(4) . . . . ?
C8 C7 C14 C13 -88.7(5) . . . . ?
C12 C13 C14 C7 69.9(6) . . . . ?
O1 C1 C2 C3 151.2(4) . . . . ?
C6 C1 C2 C3 -31.0(5) . . . . ?
C1 C2 C3 C16 173.6(4) . . . . ?
C1 C2 C3 C15 -66.3(5) . . . . ?
C1 C2 C3 C4 54.5(5) . . . . ?
C6 C5 C4 C3 21.0(5) . . . . ?
O2 C5 C4 C3 -157.0(3) . . . . ?
C16 C3 C4 C5 -166.5(4) . . . . ?
C15 C3 C4 C5 73.1(4) . . . . ?
C2 C3 C4 C5 -47.4(4) . . . . ?

_refine_diff_density_max         0.282
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.062



####################################################################### 
# 
# 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_cu_SMS_11_18_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2323204'
loop_
_audit_author_name
_audit_author_address
'Ramesh Samanta'
;CSIR National Chemical Laboratory
India
;
_audit_update_record             
;
2024-01-03 deposited with the CCDC.	2024-05-08 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         'C17 H18 O2'
_chemical_formula_sum            'C17 H18 O2'
_chemical_formula_weight         254.31

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'

_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                   11.0571(5)
_cell_length_b                   10.1834(5)
_cell_length_c                   11.8525(6)
_cell_angle_alpha                90
_cell_angle_beta                 102.100(2)
_cell_angle_gamma                90
_cell_volume                     1304.93(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2667
_cell_measurement_theta_min      1.972
_cell_measurement_theta_max      74.727

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_F_000             544
_exptl_transmission_factor_min   0.917
_exptl_transmission_factor_max   0.961
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.658
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6689
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_process_details   'SADABS (Bruker, 2006)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36901
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.089
_diffrn_reflns_theta_max         74.727
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2667
_reflns_number_gt                2333
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0379P)²+0.6437P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'direct method'
_atom_sites_solution_secondary   'difference Fourier'
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2667
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.0927
_refine_ls_wR_factor_gt          0.0884
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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 0.26119(7) 0.54029(8) 0.72824(7) 0.0178(2) Uani 1 1 d . . . . .
O2 O 0.50145(8) 0.31739(9) 0.51518(7) 0.0225(2) Uani 1 1 d . . . . .
C1 C 0.10251(10) 0.30557(12) 0.54473(9) 0.0171(2) Uani 1 1 d . . . . .
C2 C 0.02873(11) 0.19380(12) 0.53885(10) 0.0202(3) Uani 1 1 d . . . . .
H2 H 0.035220 0.125442 0.485907 0.024 Uiso 1 1 calc R U . . .
C3 C -0.05437(11) 0.18376(13) 0.61143(10) 0.0223(3) Uani 1 1 d . . . . .
H3 H -0.105107 0.107960 0.607933 0.027 Uiso 1 1 calc R U . . .
C4 C -0.06419(11) 0.28343(13) 0.68924(10) 0.0234(3) Uani 1 1 d . . . . .
H4 H -0.120618 0.274616 0.739176 0.028 Uiso 1 1 calc R U . . .
C5 C 0.00807(11) 0.39587(13) 0.69438(10) 0.0213(3) Uani 1 1 d . . . . .
H5 H 0.000572 0.464767 0.746515 0.026 Uiso 1 1 calc R U . . .
C6 C 0.09158(10) 0.40567(12) 0.62177(10) 0.0174(3) Uani 1 1 d . . . . .
C7 C 0.18012(10) 0.51580(12) 0.61433(10) 0.0175(3) Uani 1 1 d . . . . .
H7 H 0.135480 0.597301 0.581989 0.021 Uiso 1 1 calc R U . . .
C8 C 0.26309(10) 0.46171(12) 0.53402(10) 0.0169(3) Uani 1 1 d . . . . .
H8 H 0.277792 0.529150 0.477045 0.020 Uiso 1 1 calc R U . . .
C9 C 0.19613(11) 0.33906(12) 0.47347(10) 0.0192(3) Uani 1 1 d . . . . .
H9A H 0.155020 0.359251 0.392838 0.023 Uiso 1 1 calc R U . . .
H9B H 0.254933 0.265751 0.473460 0.023 Uiso 1 1 calc R U . . .
C10 C 0.37940(10) 0.43250(11) 0.62278(9) 0.0154(2) Uani 1 1 d . . . . .
C11 C 0.48898(10) 0.36379(11) 0.60791(10) 0.0166(2) Uani 1 1 d . . . . .
C12 C 0.58798(10) 0.34511(12) 0.71686(10) 0.0176(3) Uani 1 1 d . . . . .
H12A H 0.669147 0.337059 0.694696 0.021 Uiso 1 1 calc R U . . .
H12B H 0.571919 0.261287 0.753410 0.021 Uiso 1 1 calc R U . . .
C13 C 0.59668(10) 0.45552(11) 0.80707(9) 0.0157(2) Uani 1 1 d . . . . .
C14 C 0.46712(10) 0.47644(12) 0.83428(9) 0.0159(2) Uani 1 1 d . . . . .
H14A H 0.448655 0.403756 0.883521 0.019 Uiso 1 1 calc R U . . .
H14B H 0.466290 0.559623 0.877345 0.019 Uiso 1 1 calc R U . . .
C15 C 0.37069(10) 0.48126(11) 0.72599(10) 0.0151(2) Uani 1 1 d . . . . .
C16 C 0.64435(11) 0.58155(12) 0.76097(10) 0.0188(3) Uani 1 1 d . . . . .
H16A H 0.647407 0.652019 0.817810 0.028 Uiso 1 1 calc R U . . .
H16B H 0.588665 0.606933 0.688599 0.028 Uiso 1 1 calc R U . . .
H16C H 0.727500 0.566356 0.747007 0.028 Uiso 1 1 calc R U . . .
C17 C 0.68749(11) 0.41441(13) 0.91713(10) 0.0206(3) Uani 1 1 d . . . . .
H17A H 0.693924 0.484544 0.974692 0.031 Uiso 1 1 calc R U . . .
H17B H 0.768985 0.398380 0.899580 0.031 Uiso 1 1 calc R U . . .
H17C H 0.657794 0.333927 0.947672 0.031 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 C15 1.3571(14) . ?
O1 C7 1.4769(13) . ?
O2 C11 1.2303(14) . ?
C1 C6 1.3906(17) . ?
C1 C2 1.3936(17) . ?
C1 C9 1.5059(16) . ?
C2 C3 1.3878(17) . ?
C3 C4 1.3908(18) . ?
C4 C5 1.3903(18) . ?
C5 C6 1.3915(17) . ?
C6 C7 1.5034(16) . ?
C7 C8 1.5549(16) . ?
C8 C10 1.5106(15) . ?
C8 C9 1.5493(16) . ?
C10 C15 1.3422(16) . ?
C10 C11 1.4417(16) . ?
C11 C12 1.5197(15) . ?
C12 C13 1.5406(16) . ?
C13 C17 1.5284(15) . ?
C13 C16 1.5311(16) . ?
C13 C14 1.5476(15) . ?
C14 C15 1.4876(15) . ?

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
C15 O1 C7 106.28(8) . . ?
C6 C1 C2 120.06(11) . . ?
C6 C1 C9 111.52(10) . . ?
C2 C1 C9 128.39(11) . . ?
C3 C2 C1 119.07(11) . . ?
C2 C3 C4 120.73(11) . . ?
C5 C4 C3 120.40(11) . . ?
C4 C5 C6 118.80(11) . . ?
C1 C6 C5 120.92(11) . . ?
C1 C6 C7 111.16(10) . . ?
C5 C6 C7 127.91(11) . . ?
O1 C7 C6 110.51(9) . . ?
O1 C7 C8 107.25(8) . . ?
C6 C7 C8 104.28(9) . . ?
C10 C8 C9 114.73(10) . . ?
C10 C8 C7 99.72(9) . . ?
C9 C8 C7 106.45(9) . . ?
C1 C9 C8 103.93(9) . . ?
C15 C10 C11 120.91(10) . . ?
C15 C10 C8 110.41(10) . . ?
C11 C10 C8 128.68(10) . . ?
O2 C11 C10 123.37(10) . . ?
O2 C11 C12 121.03(10) . . ?
C10 C11 C12 115.53(10) . . ?
C11 C12 C13 115.31(9) . . ?
C17 C13 C16 108.69(9) . . ?
C17 C13 C12 109.06(9) . . ?
C16 C13 C12 109.89(9) . . ?
C17 C13 C14 109.34(9) . . ?
C16 C13 C14 111.22(9) . . ?
C12 C13 C14 108.61(9) . . ?
C15 C14 C13 110.61(9) . . ?
C10 C15 O1 114.61(10) . . ?
C10 C15 C14 126.79(10) . . ?
O1 C15 C14 118.60(10) . . ?

_refine_diff_density_max         0.284
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.040



