# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_mequitazine-glycolate_hydrate
_audit_block_doi                 10.5517/ccdc.csd.cc25jwxj
_database_code_depnum_ccdc_archive 'CCDC 2012238'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.cgd.0c00896 2020
loop_
_audit_author_name
_audit_author_address
'Ryuhei Okura'
;Japan Tobacco Incorporated Central Pharmaceutical Research Institute
Japan
;
_audit_update_record             
;
2020-06-25 deposited with the CCDC.	2021-06-23 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_SHFSU01_mequitazine-glycolate_hydrate 
;
PROBLEM: The absolute value of parameter shift to su ratio > 0.20
RESPONSE: Repeated Rietveld refinement did not improve due to the quality of diffraction data.
;
_vrf_PLAT080_mequitazine-glycolate_hydrate 
;
PROBLEM: Maximum Shift/Error ............................       0.71 Why ?
RESPONSE: Repeated Rietveld refinement did not improve due to the quality of diffraction data.
;
_vrf_PLAT410_mequitazine-glycolate_hydrate 
;
PROBLEM: Short Intra H...H Contact  H2       ..H9       .       1.77 Ang.
RESPONSE: The position of H atom could not be identified by Rietveld refinement due to the quality of diffraction data.
;
_vrf_POWD004_mequitazine-glycolate_hydrate 
;
PROBLEM: No 'Bragg' R factor has been given. Please supply a value
RESPONSE: The Rietveld refinement program PDXL does not have a Bragg R factor output function.
;
_vrf_PLAT340_mequitazine-glycolate_hydrate 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01712 Ang.
RESPONSE: Repeated Rietveld refinement did not improve due to the quality of diffraction data.
;
_vrf_PLAT417_mequitazine-glycolate_hydrate 
;
PROBLEM: Short Inter D-H..H-D       H54      ..H56      .       2.09 Ang.
RESPONSE: The position of H atom could not be identified by Rietveld refinement due to the quality of diffraction data.
;
# Added during the CSD deposition process: Thursday 25 June 2020 11:33 AM
# end Validation Reply Form

#==============================================================================
# CHEMICAL DATA

_chemical_name_systematic        mequitazine-glycolate_hydrate
_chemical_formula_structural     'C44 H56 N4 O8 S2'
_chemical_formula_analytical     ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H56 N4 O8 S2'
_chemical_formula_weight         833.04
_chemical_melting_point          ?
_chemical_compound_source        ?

#==============================================================================
# CRYSTAL DATA

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           ?
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   8.6865(16)
_cell_length_b                   8.8479(12)
_cell_length_c                   28.691(5)
_cell_angle_alpha                89.404(2)
_cell_angle_beta                 85.560(3)
_cell_angle_gamma                74.893(3)
_cell_volume                     2122.4(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    298
_rigaku_reference_intensity_ratio 0.42
_pd_char_colour                  white
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             888.00
_exptl_crystal_description       powder

#==============================================================================
# EXPERIMENTAL DATA

_computing_data_collection       'ENTER THE DATA COLLECTION PROGRAM NAME'
_diffrn_measurement_device_type  'ENTER THE MEASUREMENT DEVICE NAME'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.541861
_diffrn_measurement_method       2θ
_diffrn_ambient_temperature      298

_pd_meas_2theta_range_min        3.0054
_pd_meas_2theta_range_max        89.9884
_pd_meas_2theta_range_inc        0.0130
_pd_meas_number_of_points        6692

_reflns_number_total             3425
_reflns_limit_h_min              0
_reflns_limit_h_max              7
_reflns_limit_k_min              -8
_reflns_limit_k_max              8
_reflns_limit_l_min              -26
_reflns_limit_l_max              26
_reflns_d_resolution_high        1.0894
_reflns_d_resolution_low         28.6035

#==============================================================================
# REFINEMENT DATA

_computing_cell_refinement       'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_structure_solution    'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_structure_refinement  'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_publication_material  'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_molecular_graphics    ?
_refine_special_details          
;
;
_pd_calc_method                  'Rietveld Refinement'
_refine_ls_weighting_scheme      sigma
_refine_ls_structure_factor_coef Fsqd
_refine_ls_hydrogen_treatment    
? # CHOOSE reffAll refxyz refU noref constr mixed or undef
_refine_ls_number_restraints     556
_refine_ls_number_constraints    1
_refine_ls_number_parameters     386
_refine_ls_matrix_type           full
_pd_proc_ls_pref_orient_corr     
;
    Spherical harmonics
    Maximum harmonic order: 2
;
_pd_proc_ls_prof_R_factor        0.0326
_pd_proc_ls_prof_wR_expected     0.0166
_pd_proc_ls_prof_wR_factor       0.0468
_refine_ls_goodness_of_fit_all   2.7630
_refine_ls_shift/su_max          0.7130

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C C 0.017 0.009 2.31000 1.02000 1.58860 0.865000 20.8439 10.2075 0.568700
51.6512 0.215600
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
H H 0.000 0.000 0.489918 0.262003 0.196767 0.049879 20.6593 7.74039 49.5519
2.20159 0.001305
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999).
;
N N 0.029 0.018 12.2126 3.13220 2.01250 1.16630 0.005700 9.89330 28.9975
0.582600 -11.529
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
O O 0.046 0.032 3.04850 2.28680 1.54630 0.867000 13.2771 5.70110 0.323900
32.9089 0.250800
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
S S 0.319 0.558 6.90530 5.20340 1.43790 1.58630 1.46790 22.2151 0.253600
56.1720 0.866900
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;

#==============================================================================
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
S1 S 0.3086(10) 0.3795(11) 0.4974(3) 0.064(3) Uiso 1
S2 S 1.8900(13) -1.2123(10) 0.0062(3) 0.064(3) Uiso 1
O1 O 1.201(2) 0.2354(19) 0.2511(9) 0.064(3) Uiso 1
O2 O 1.4282(19) 0.075(3) 0.2215(7) 0.064(3) Uiso 1
O3 O 1.036(2) 0.030(2) 0.2420(9) 0.064(3) Uiso 1
O4 O 1.507(3) -0.421(2) 0.2594(8) 0.064(3) Uiso 1
O5 O 1.713(2) -0.334(2) 0.2344(6) 0.064(3) Uiso 1
O6 O 1.626(4) -0.091(2) 0.2922(7) 0.064(3) Uiso 1
O7 O 0.963(3) -0.222(2) 0.2617(11) 0.064(3) Uiso 1
O8 O 1.240(3) -0.483(3) 0.2543(8) 0.064(3) Uiso 1
N1 N 0.4343(11) 0.2869(12) 0.3989(3) 0.064(3) Uiso 1
N2 N 0.9583(12) 0.244(2) 0.3218(4) 0.064(3) Uiso 1
N3 N 1.8101(13) -1.0924(11) 0.1041(3) 0.064(3) Uiso 1
N4 N 1.732(2) -0.5893(12) 0.1718(3) 0.064(3) Uiso 1
C1 C 0.3365(9) 0.1928(10) 0.4725(3) 0.064(3) Uiso 1
C2 C 0.3987(10) 0.1636(10) 0.4259(3) 0.064(3) Uiso 1
C3 C 0.3230(12) 0.4327(11) 0.4032(3) 0.064(3) Uiso 1
C4 C 0.2533(11) 0.4893(10) 0.4473(3) 0.064(3) Uiso 1
C5 C 0.1392(14) 0.6321(11) 0.4518(4) 0.064(3) Uiso 1
C6 C 0.0949(17) 0.7204(11) 0.4128(5) 0.064(3) Uiso 1
C7 C 0.1641(18) 0.6640(13) 0.3691(5) 0.064(3) Uiso 1
C8 C 0.2759(16) 0.5219(13) 0.3644(4) 0.064(3) Uiso 1
C9 C 0.2968(12) 0.0749(12) 0.4990(3) 0.064(3) Uiso 1
C10 C 0.3186(14) -0.0727(11) 0.4802(5) 0.064(3) Uiso 1
C11 C 0.3789(14) -0.1041(11) 0.4343(5) 0.064(3) Uiso 1
C12 C 0.4188(13) 0.0134(12) 0.4067(4) 0.064(3) Uiso 1
C13 C 0.5296(11) 0.2476(17) 0.3544(3) 0.064(3) Uiso 1
C14 C 0.7088(11) 0.2043(12) 0.3584(4) 0.064(3) Uiso 1
C15 C 0.8206(13) 0.179(2) 0.3141(4) 0.064(3) Uiso 1
C16 C 1.0483(11) 0.1611(14) 0.3604(6) 0.064(3) Uiso 1
C17 C 0.9398(17) 0.185(2) 0.4057(5) 0.064(3) Uiso 1
C18 C 0.7742(13) 0.285(2) 0.3961(3) 0.064(3) Uiso 1
C19 C 0.7901(16) 0.4418(13) 0.3779(7) 0.064(3) Uiso 1
C20 C 0.9007(19) 0.4153(17) 0.3332(6) 0.064(3) Uiso 1
C21 C 1.2805(17) 0.1098(16) 0.2326(4) 0.064(3) Uiso 1
C22 C 1.197(2) -0.010(2) 0.2231(8) 0.064(3) Uiso 1
C23 C 1.6963(12) -1.1611(10) 0.0355(3) 0.064(3) Uiso 1
C24 C 1.6755(12) -1.1028(10) 0.0814(3) 0.064(3) Uiso 1
C25 C 1.9464(12) -1.2187(11) 0.0988(3) 0.064(3) Uiso 1
C26 C 1.9970(11) -1.2864(9) 0.0545(3) 0.064(3) Uiso 1
C27 C 2.1305(11) -1.4129(12) 0.0485(4) 0.064(3) Uiso 1
C28 C 2.2129(12) -1.4723(13) 0.0866(5) 0.064(3) Uiso 1
C29 C 2.1640(14) -1.4068(15) 0.1301(5) 0.064(3) Uiso 1
C30 C 2.0312(15) -1.2810(14) 0.1365(3) 0.064(3) Uiso 1
C31 C 1.5648(14) -1.1803(14) 0.0131(4) 0.064(3) Uiso 1
C32 C 1.4129(13) -1.1405(17) 0.0364(5) 0.064(3) Uiso 1
C33 C 1.3918(12) -1.0838(16) 0.0816(5) 0.064(3) Uiso 1
C34 C 1.5214(14) -1.0652(14) 0.1046(4) 0.064(3) Uiso 1
C35 C 1.786(2) -0.9960(10) 0.1459(3) 0.064(3) Uiso 1
C36 C 1.6958(14) -0.8293(10) 0.1370(4) 0.064(3) Uiso 1
C37 C 1.6709(19) -0.7291(13) 0.1811(4) 0.064(3) Uiso 1
C38 C 1.6452(14) -0.4937(10) 0.1344(6) 0.064(3) Uiso 1
C39 C 1.670(2) -0.5899(16) 0.0890(4) 0.064(3) Uiso 1
C40 C 1.776(2) -0.7534(13) 0.0978(3) 0.064(3) Uiso 1
C41 C 1.9360(13) -0.7376(17) 0.1129(7) 0.064(3) Uiso 1
C42 C 1.9068(17) -0.6375(18) 0.1576(7) 0.064(3) Uiso 1
C43 C 1.5986(16) -0.3373(14) 0.2629(4) 0.064(3) Uiso 1
C44 C 1.573(3) -0.228(2) 0.3020(4) 0.064(3) Uiso 1
H1 H 1.0299(18) 0.230(3) 0.2932(5) 0.064(3) Uiso 1
H2 H 0.5016(13) 0.336(2) 0.3338(4) 0.064(3) Uiso 1
H3 H 0.5013(14) 0.161(2) 0.3401(4) 0.064(3) Uiso 1
H4 H 0.2572(16) 0.0945(15) 0.5301(4) 0.064(3) Uiso 1
H5 H 0.2927(18) -0.1512(14) 0.4984(6) 0.064(3) Uiso 1
H6 H 0.4589(17) -0.0080(15) 0.3757(4) 0.064(3) Uiso 1
H7 H 0.3930(18) -0.2036(13) 0.4216(6) 0.064(3) Uiso 1
H8 H 0.7024(18) 0.299(3) 0.4247(4) 0.064(3) Uiso 1
H9 H 0.3207(19) 0.4856(17) 0.3348(4) 0.064(3) Uiso 1
H10 H 0.0943(16) 0.6696(13) 0.4813(5) 0.064(3) Uiso 1
H11 H 0.992(2) 0.457(2) 0.3372(9) 0.064(3) Uiso 1
H12 H 0.844(3) 0.470(2) 0.3075(8) 0.064(3) Uiso 1
H13 H 0.7276(15) 0.0981(15) 0.3706(7) 0.064(3) Uiso 1
H14 H 0.686(2) 0.5073(17) 0.3715(10) 0.064(3) Uiso 1
H15 H 0.834(2) 0.494(2) 0.4013(9) 0.064(3) Uiso 1
H16 H 0.134(2) 0.7226(16) 0.3427(6) 0.064(3) Uiso 1
H17 H 0.019(2) 0.8166(13) 0.4158(7) 0.064(3) Uiso 1
H18 H 0.7641(18) 0.230(3) 0.2879(4) 0.064(3) Uiso 1
H19 H 0.8585(18) 0.067(2) 0.3069(8) 0.064(3) Uiso 1
H20 H 1.0852(18) 0.0502(17) 0.3529(10) 0.064(3) Uiso 1
H21 H 1.1407(13) 0.200(2) 0.3644(7) 0.064(3) Uiso 1
H22 H 0.985(2) 0.237(3) 0.4291(5) 0.064(3) Uiso 1
H23 H 0.931(3) 0.085(3) 0.4179(8) 0.064(3) Uiso 1
H24 H 1.254(2) -0.1086(16) 0.236(2) 0.064(3) Uiso 1
H25 H 1.200(5) -0.025(6) 0.1895(9) 0.064(3) Uiso 1
H26 H 1.629(7) -0.282(3) 0.3280(6) 0.064(3) Uiso 1
H27 H 1.459(3) -0.197(5) 0.3117(15) 0.064(3) Uiso 1
H28 H 1.726(3) -1.0393(13) 0.1700(4) 0.064(3) Uiso 1
H29 H 1.889(2) -0.9971(13) 0.1571(5) 0.064(3) Uiso 1
H30 H 1.5064(17) -1.0280(17) 0.1353(5) 0.064(3) Uiso 1
H31 H 1.5782(17) -1.2174(18) -0.0177(4) 0.064(3) Uiso 1
H32 H 1.9992(19) -1.2376(18) 0.1662(4) 0.064(3) Uiso 1
H33 H 1.3248(15) -1.151(2) 0.0212(6) 0.064(3) Uiso 1
H34 H 1.2898(14) -1.057(2) 0.0969(7) 0.064(3) Uiso 1
H35 H 2.2212(18) -1.4475(19) 0.1557(6) 0.064(3) Uiso 1
H36 H 1.793(3) -0.8174(18) 0.0692(4) 0.064(3) Uiso 1
H37 H 1.5898(18) -0.8311(15) 0.1275(7) 0.064(3) Uiso 1
H38 H 2.3029(14) -1.5567(16) 0.0827(7) 0.064(3) Uiso 1
H39 H 2.1634(14) -1.4574(14) 0.0189(5) 0.064(3) Uiso 1
H40 H 1.989(2) -0.689(2) 0.0883(9) 0.064(3) Uiso 1
H41 H 2.0052(17) -0.840(2) 0.1186(10) 0.064(3) Uiso 1
H42 H 1.5315(17) -0.4599(17) 0.1440(8) 0.064(3) Uiso 1
H43 H 1.685(2) -0.4014(12) 0.1292(7) 0.064(3) Uiso 1
H44 H 1.946(2) -0.545(2) 0.1521(9) 0.064(3) Uiso 1
H45 H 1.964(3) -0.697(3) 0.1825(9) 0.064(3) Uiso 1
H46 H 1.727(3) -0.7895(17) 0.2060(4) 0.064(3) Uiso 1
H47 H 1.557(2) -0.6968(18) 0.1912(7) 0.064(3) Uiso 1
H48 H 1.568(3) -0.597(2) 0.0791(8) 0.064(3) Uiso 1
H49 H 1.722(3) -0.540(2) 0.0644(5) 0.064(3) Uiso 1
H50 H 1.711(3) -0.5182(17) 0.1999(5) 0.064(3) Uiso 1
H51 H 1.26(3) -0.595(3) 0.2501(19) 0.064(3) Uiso 1
H52 H 0.878(17) -0.259(14) 0.251(7) 0.064(3) Uiso 1
H53 H 1.567(4) -0.033(6) 0.268(2) 0.064(3) Uiso 1
H54 H 1.006(3) -0.064(3) 0.2513(10) 0.064(3) Uiso 1
H55 H 1.341(16) -0.46(4) 0.258(9) 0.064(3) Uiso 1
H56 H 1.059(16) -0.306(18) 0.260(5) 0.064(3) Uiso 1
#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C1 1.757(13) yes . .
S1 C4 1.753(12) yes . .
S2 C23 1.771(14) yes . .
S2 C26 1.755(12) yes . .
O1 C21 1.24(2) yes . .
O2 C21 1.25(2) yes . .
O3 C22 1.42(3) yes . .
O4 C43 1.23(3) yes . .
O5 C43 1.24(2) yes . .
O6 C44 1.43(3) yes . .
N4 C38 1.485(17) yes . .
N3 C24 1.405(16) yes . .
N3 C25 1.400(13) yes . .
N3 C35 1.449(13) yes . .
N4 C42 1.49(2) yes . .
N4 C37 1.483(19) yes . .
N1 C2 1.416(14) yes . .
N1 C3 1.396(13) yes . .
N1 C13 1.459(12) yes . .
N2 C15 1.49(2) yes . .
N2 C16 1.481(19) yes . .
N2 C20 1.50(2) yes . .
C35 C36 1.508(12) yes . .
C36 C37 1.524(15) yes . .
C36 C40 1.518(17) yes . .
C38 C39 1.533(19) yes . .
C39 C40 1.529(17) yes . .
C40 C41 1.53(2) yes . .
C41 C42 1.53(3) yes . .
C43 C44 1.46(2) yes . .
C1 C2 1.403(11) yes . .
C1 C9 1.385(14) yes . .
C2 C12 1.407(14) yes . .
C3 C4 1.398(12) yes . .
C3 C8 1.382(14) yes . .
C4 C5 1.388(12) yes . .
C5 C6 1.380(18) yes . .
C14 C18 1.525(17) yes . .
C6 C7 1.386(19) yes . .
C11 C12 1.399(16) yes . .
C7 C8 1.375(16) yes . .
C16 C17 1.53(2) yes . .
C14 C15 1.520(15) yes . .
C9 C10 1.380(15) yes . .
C13 C14 1.516(13) yes . .
C10 C11 1.383(18) yes . .
C17 C18 1.524(18) yes . .
C18 C19 1.51(2) yes . .
C19 C20 1.52(2) yes . .
C21 C22 1.47(3) yes . .
C23 C24 1.402(13) yes . .
C23 C31 1.401(17) yes . .
C24 C34 1.406(15) yes . .
C25 C26 1.399(12) yes . .
C25 C30 1.385(14) yes . .
C26 C27 1.387(12) yes . .
C27 C28 1.377(18) yes . .
C28 C29 1.371(19) yes . .
C29 C30 1.381(15) yes . .
C31 C32 1.392(16) yes . .
C32 C33 1.38(2) yes . .
C33 C34 1.393(19) yes . .
O3 H54 0.96(3) no . .
O6 H53 0.96(6) no . .
O7 H52 0.96(17) no . .
O7 H56 0.96(13) no . .
O8 H55 1.0(2) no . .
O8 H51 0.97(5) no . .
N2 H1 0.980(17) no . .
N4 H50 1.005(17) no . .
C20 H12 0.97(3) no . .
C8 H9 0.931(15) no . .
C22 H24 0.97(3) no . .
C22 H25 0.97(4) no . .
C9 H4 0.930(14) no . .
C10 H5 0.928(19) no . .
C11 H7 0.930(16) no . .
C12 H6 0.931(16) no . .
C13 H2 0.97(2) no . .
C13 H3 0.97(2) no . .
C14 H13 0.976(18) no . .
C27 H39 0.931(18) no . .
C15 H18 0.973(19) no . .
C28 H38 0.930(15) no . .
C15 H19 0.97(3) no . .
C29 H35 0.93(2) no . .
C30 H32 0.930(15) no . .
C16 H20 0.970(19) no . .
C31 H31 0.934(17) no . .
C16 H21 0.97(2) no . .
C32 H33 0.93(2) no . .
C5 H10 0.930(18) no . .
C33 H34 0.932(17) no . .
C34 H30 0.933(18) no . .
C17 H22 0.97(3) no . .
C35 H28 0.97(2) no . .
C35 H29 0.97(3) no . .
C17 H23 0.97(3) no . .
C6 H17 0.929(15) no . .
C36 H37 0.98(2) no . .
C37 H46 0.973(19) no . .
C37 H47 0.97(2) no . .
C18 H8 0.980(15) no . .
C38 H42 0.972(19) no . .
C38 H43 0.970(18) no . .
C7 H16 0.93(2) no . .
C39 H48 0.97(3) no . .
C39 H49 0.97(2) no . .
C19 H14 0.97(2) no . .
C40 H36 0.982(16) no . .
C19 H15 0.97(3) no . .
C41 H40 0.97(3) no . .
C41 H41 0.97(2) no . .
C42 H44 0.97(3) no . .
C42 H45 0.97(3) no . .
C20 H11 0.97(3) no . .
C44 H26 0.97(3) no . .
C44 H27 0.97(4) no . .
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
S2 C23 C31 120.2(10) yes . . .
S1 C1 C2 120.0(9) yes . . .
S1 C1 C9 119.7(8) yes . . .
S2 C23 C24 119.6(10) yes . . .
S2 C26 C25 119.9(8) yes . . .
S2 C26 C27 119.6(9) yes . . .
S1 C4 C5 119.4(10) yes . . .
S1 C4 C3 120.2(8) yes . . .
O4 C43 O5 125(2) yes . . .
O1 C21 O2 126(3) yes . . .
O3 C22 C21 112.7(17) yes . . .
O6 C44 C43 114.4(15) yes . . .
O5 C43 C44 115(2) yes . . .
O4 C43 C44 120(2) yes . . .
O2 C21 C22 116(2) yes . . .
O1 C21 C22 118(2) yes . . .
N1 C2 C12 121.6(10) yes . . .
N2 C16 C17 109.6(11) yes . . .
N4 C42 C41 109.3(16) yes . . .
N4 C38 C39 110.1(10) yes . . .
N3 C35 C36 111.7(10) yes . . .
N3 C25 C26 119.5(9) yes . . .
N3 C25 C30 121.6(10) yes . . .
N4 C37 C36 109.8(11) yes . . .
N1 C2 C1 119.4(9) yes . . .
N3 C24 C23 119.2(10) yes . . .
N1 C3 C4 119.9(9) yes . . .
N1 C3 C8 121.4(10) yes . . .
N2 C20 C19 110.3(15) yes . . .
N1 C13 C14 114.3(10) yes . . .
N3 C24 C34 121.7(11) yes . . .
N2 C15 C14 108.4(12) yes . . .
C23 S2 C26 97.7(6) yes . . .
C1 S1 C4 97.7(7) yes . . .
C24 N3 C25 117.5(10) yes . . .
C16 N2 C20 109.7(15) yes . . .
C37 N4 C38 110.3(14) yes . . .
C37 N4 C42 110.3(12) yes . . .
C15 N2 C20 110.4(12) yes . . .
C15 N2 C16 110.3(14) yes . . .
C25 N3 C35 118.4(12) yes . . .
C38 N4 C42 109.9(15) yes . . .
C3 N1 C13 117.9(11) yes . . .
C2 N1 C13 118.3(12) yes . . .
C2 N1 C3 116.9(10) yes . . .
C24 N3 C35 118.4(12) yes . . .
C4 C5 C6 120.2(14) yes . . .
C15 C14 C18 110.8(12) yes . . .
C5 C6 C7 119.3(11) yes . . .
C6 C7 C8 120.8(13) yes . . .
C3 C8 C7 120.7(12) yes . . .
C14 C18 C17 108.7(13) yes . . .
C14 C18 C19 108.7(14) yes . . .
C1 C9 C10 120.6(12) yes . . .
C9 C10 C11 120.2(13) yes . . .
C10 C11 C12 120.2(12) yes . . .
C17 C18 C19 108.5(14) yes . . .
C2 C12 C11 119.8(12) yes . . .
C16 C17 C18 109.4(11) yes . . .
C13 C14 C15 119.2(11) yes . . .
C13 C14 C18 118.3(11) yes . . .
C18 C19 C20 108.9(12) yes . . .
C24 C23 C31 120.2(11) yes . . .
C23 C24 C34 119.0(13) yes . . .
C26 C25 C30 118.8(10) yes . . .
C25 C26 C27 120.5(11) yes . . .
C26 C27 C28 119.5(13) yes . . .
C27 C28 C29 120.4(11) yes . . .
C28 C29 C30 120.6(13) yes . . .
C25 C30 C29 120.1(12) yes . . .
C23 C31 C32 120.0(14) yes . . .
C31 C32 C33 120.1(15) yes . . .
C32 C33 C34 120.7(12) yes . . .
C24 C34 C33 120.1(14) yes . . .
C36 C40 C39 109.3(13) yes . . .
C35 C36 C37 111.3(11) yes . . .
C35 C36 C40 113.2(12) yes . . .
C37 C36 C40 109.4(12) yes . . .
C38 C39 C40 108.5(11) yes . . .
C36 C40 C41 108.8(14) yes . . .
C39 C40 C41 108.6(15) yes . . .
C40 C41 C42 109.3(12) yes . . .
C2 C1 C9 120.3(10) yes . . .
C1 C2 C12 118.9(11) yes . . .
C4 C3 C8 118.6(10) yes . . .
C3 C4 C5 120.4(11) yes . . .
O3 C22 H25 109(4) no . . .
O6 C44 H27 109(4) no . . .
O3 C22 H24 109(4) no . . .
O6 C44 H26 108(5) no . . .
N2 C20 H11 109.6(18) no . . .
N3 C35 H28 109.2(17) no . . .
N3 C35 H29 109.4(17) no . . .
N2 C20 H12 109(2) no . . .
N4 C37 H46 109(2) no . . .
N4 C37 H47 109.9(15) no . . .
N4 C38 H43 109(2) no . . .
N2 C16 H21 110(2) no . . .
N2 C16 H20 109(3) no . . .
N4 C42 H44 109.9(18) no . . .
N4 C42 H45 110(2) no . . .
N1 C13 H2 108.6(15) no . . .
N2 C15 H19 110.0(16) no . . .
N1 C13 H3 108.7(17) no . . .
N2 C15 H18 110(2) no . . .
N4 C38 H42 110(2) no . . .
C44 O6 H53 109(5) no . . .
C22 O3 H54 109(2) no . . .
C20 N2 H1 109(3) no . . .
C15 N2 H1 109(2) no . . .
C42 N4 H50 110(3) no . . .
C38 N4 H50 105.2(15) no . . .
C37 N4 H50 111.0(18) no . . .
C16 N2 H1 108.7(16) no . . .
C8 C7 H16 119.5(18) no . . .
C3 C8 H9 119.7(16) no . . .
C7 C8 H9 119.6(16) no . . .
C1 C9 H4 119.8(16) no . . .
C10 C9 H4 119.6(17) no . . .
C9 C10 H5 119.9(18) no . . .
C11 C10 H5 119.9(16) no . . .
C26 C27 H39 120.1(16) no . . .
C28 C27 H39 120.4(13) no . . .
C10 C11 H7 120.0(18) no . . .
C27 C28 H38 120(2) no . . .
C29 C28 H38 120(2) no . . .
C12 C11 H7 119.8(19) no . . .
C28 C29 H35 119.7(17) no . . .
C30 C29 H35 119.6(18) no . . .
C2 C12 H6 120.2(17) no . . .
C25 C30 H32 120.0(16) no . . .
C29 C30 H32 119.8(16) no . . .
C11 C12 H6 120.0(16) no . . .
C23 C31 H31 120.2(17) no . . .
C32 C31 H31 119.8(19) no . . .
C14 C13 H2 108.9(16) no . . .
C31 C32 H33 120(2) no . . .
C33 C32 H33 119.9(17) no . . .
C14 C13 H3 108.7(15) no . . .
C32 C33 H34 120(2) no . . .
C34 C33 H34 120(2) no . . .
C13 C14 H13 101.6(15) no . . .
C24 C34 H30 119.7(19) no . . .
C33 C34 H30 120.2(17) no . . .
C15 C14 H13 101.6(14) no . . .
C18 C14 H13 101.2(17) no . . .
C14 C15 H18 110.1(15) no . . .
C36 C35 H28 109.1(18) no . . .
C14 C15 H19 110(2) no . . .
C17 C16 H20 110(2) no . . .
C17 C16 H21 110(2) no . . .
C35 C36 H37 107.5(15) no . . .
C16 C17 H22 110(2) no . . .
C37 C36 H37 107.7(16) no . . .
C40 C36 H37 107.5(19) no . . .
C16 C17 H23 110(2) no . . .
C18 C17 H22 110(2) no . . .
C18 C17 H23 109(2) no . . .
C36 C37 H46 109.9(15) no . . .
C36 C37 H47 109(2) no . . .
C14 C18 H8 110(2) no . . .
C17 C18 H8 110.3(15) no . . .
C19 C18 H8 110(3) no . . .
C39 C38 H42 109(2) no . . .
C39 C38 H43 110(2) no . . .
C18 C19 H14 109.7(19) no . . .
C38 C39 H48 110(2) no . . .
C38 C39 H49 110(2) no . . .
C40 C39 H48 110(2) no . . .
C40 C39 H49 110(2) no . . .
C36 C35 H29 109.2(16) no . . .
C18 C19 H15 110(3) no . . .
C36 C40 H36 110(2) no . . .
C20 C19 H14 110(3) no . . .
C39 C40 H36 109.9(16) no . . .
C41 C40 H36 110(2) no . . .
C20 C19 H15 110(2) no . . .
C40 C41 H40 110(2) no . . .
C40 C41 H41 110(2) no . . .
C42 C41 H40 110(2) no . . .
C42 C41 H41 110(3) no . . .
C19 C20 H11 109(3) no . . .
C19 C20 H12 110(2) no . . .
C21 C22 H24 109(4) no . . .
C41 C42 H44 110(3) no . . .
C41 C42 H45 110(2) no . . .
C21 C22 H25 109(4) no . . .
C4 C5 H10 119.9(16) no . . .
C6 C5 H10 119.9(14) no . . .
C5 C6 H17 120(2) no . . .
C7 C6 H17 120(2) no . . .
C6 C7 H16 119.7(17) no . . .
C43 C44 H26 109(3) no . . .
C43 C44 H27 108(4) no . . .
H51 O8 H55 109(24) no . . .
H52 O7 H56 109(17) no . . .
H40 C41 H41 108(2) no . . .
H48 C39 H49 108(2) no . . .
H46 C37 H47 108(3) no . . .
H11 C20 H12 108(3) no . . .
H14 C19 H15 109(3) no . . .
H44 C42 H45 108(3) no . . .
H24 C22 H25 108(6) no . . .
H22 C17 H23 108(3) no . . .
H42 C38 H43 108.4(16) no . . .
H20 C16 H21 108.4(17) no . . .
H18 C15 H19 108(3) no . . .
H2 C13 H3 107.4(18) no . . .
H28 C35 H29 108(2) no . . .
H26 C44 H27 108(5) no . . .
####################################################################### 
# 
# 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_MQZ-GLC_anhydrate_25deg
_database_code_depnum_ccdc_archive 'CCDC 2075009'
loop_
_audit_author_name
_audit_author_address
'Ryuhei Okura'
;JAPAN TOBACCO INC
Japan
;
_audit_update_record             
;
2021-04-02 deposited with the CCDC.	2021-06-23 downloaded from the CCDC.
;
#==============================================================================
# CHEMICAL DATA

_chemical_name_systematic        MQZ-GLC_anhydrate
_chemical_name_common            MQZ-GLC_anhydrate_25deg
_chemical_formula_structural     'C22 H26 N2 O3 S1'
_chemical_formula_analytical     ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H26 N2 O3 S1'
_chemical_formula_weight         398.518
_chemical_melting_point          ?
_chemical_compound_source        ?

#==============================================================================
# CRYSTAL DATA

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           ?
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 x,1/2-y,1/2+z
3 -x,-y,-z
4 -x,-1/2+y,-1/2-z

_cell_length_a                   12.8677(14)
_cell_length_b                   9.6306(10)
_cell_length_c                   16.3003(16)
_cell_angle_alpha                90
_cell_angle_beta                 92.7196(8)
_cell_angle_gamma                90
_cell_volume                     2017.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298
_rigaku_reference_intensity_ratio 0.48
_pd_char_colour                  colourless
_exptl_crystal_density_diffrn    1.31
_exptl_crystal_F_000             848.00

#==============================================================================
# EXPERIMENTAL DATA

_computing_data_collection       'ENTER THE DATA COLLECTION PROGRAM NAME'
_diffrn_measurement_device_type  'ENTER THE MEASUREMENT DEVICE NAME'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.541861
_diffrn_measurement_method       2θ
_diffrn_ambient_temperature      298

_pd_meas_2theta_range_min        3.0054
_pd_meas_2theta_range_max        89.9884
_pd_meas_2theta_range_inc        0.0130
_pd_meas_number_of_points        6692

_reflns_number_total             1631
_reflns_limit_h_min              0
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              8
_reflns_limit_l_min              -14
_reflns_limit_l_max              14
_reflns_d_resolution_high        1.0902
_reflns_d_resolution_low         12.8532

#==============================================================================
# REFINEMENT DATA

_computing_cell_refinement       'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_structure_solution    'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_structure_refinement  'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_publication_material  'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_molecular_graphics    ?
_refine_special_details          
;
;
_pd_calc_method                  'Rietveld Refinement'
_refine_ls_weighting_scheme      sigma
_refine_ls_structure_factor_coef Fsqd
_refine_ls_hydrogen_treatment    
? # CHOOSE reffAll refxyz refU noref constr mixed or undef
_refine_ls_number_restraints     224
_refine_ls_number_constraints    1
_refine_ls_number_parameters     202
_refine_ls_matrix_type           full
_pd_proc_ls_pref_orient_corr     
;
    Spherical harmonics
    Maximum harmonic order: 2
;
_pd_proc_ls_prof_R_factor        0.0249
_pd_proc_ls_prof_wR_expected     0.0127
_pd_proc_ls_prof_wR_factor       0.0338
_refine_ls_goodness_of_fit_all   2.6437
_refine_ls_shift/su_max          2.1180

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C C 0.017 0.009 2.31000 1.02000 1.58860 0.865000 20.8439 10.2075 0.568700
51.6512 0.215600
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
H H 0.000 0.000 0.489918 0.262003 0.196767 0.049879 20.6593 7.74039 49.5519
2.20159 0.001305
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999).
;
N N 0.029 0.018 12.2126 3.13220 2.01250 1.16630 0.005700 9.89330 28.9975
0.582600 -11.529
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
O O 0.046 0.032 3.04850 2.28680 1.54630 0.867000 13.2771 5.70110 0.323900
32.9089 0.250800
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
S S 0.319 0.558 6.90530 5.20340 1.43790 1.58630 1.46790 22.2151 0.253600
56.1720 0.866900
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;

#==============================================================================
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
S1 S -0.0099(3) 0.6517(5) 0.41906(18) 0.0815(15) Uiso 1
O1 O 0.4397(6) 0.2154(8) 0.6824(4) 0.0815(15) Uiso 1
O2 O 0.4814(7) 0.0445(7) 0.5992(6) 0.0815(15) Uiso 1
O3 O 0.4062(7) 0.1736(11) 0.4699(4) 0.0815(15) Uiso 1
N1 N 0.2099(4) 0.7039(4) 0.4659(2) 0.0815(15) Uiso 1
N2 N 0.3978(4) 0.6491(8) 0.7275(3) 0.0815(15) Uiso 1
C1 C 0.0944(3) 0.5536(5) 0.3846(3) 0.0815(15) Uiso 1
C2 C 0.1950(3) 0.5855(4) 0.4152(3) 0.0815(15) Uiso 1
C3 C 0.1551(4) 0.8234(4) 0.4440(3) 0.0815(15) Uiso 1
C4 C 0.0506(4) 0.8142(5) 0.4183(3) 0.0815(15) Uiso 1
C5 C -0.0044(5) 0.9310(6) 0.3936(3) 0.0815(15) Uiso 1
C6 C 0.0441(6) 1.0572(5) 0.3965(4) 0.0815(15) Uiso 1
C7 C 0.1479(6) 1.0666(5) 0.4221(4) 0.0815(15) Uiso 1
C8 C 0.2042(5) 0.9503(6) 0.4449(3) 0.0815(15) Uiso 1
C9 C 0.0764(4) 0.4439(6) 0.3289(3) 0.0815(15) Uiso 1
C10 C 0.1587(6) 0.3668(5) 0.3031(3) 0.0815(15) Uiso 1
C11 C 0.2572(5) 0.3969(5) 0.3325(4) 0.0815(15) Uiso 1
C12 C 0.2763(4) 0.5056(6) 0.3872(3) 0.0815(15) Uiso 1
C13 C 0.3087(4) 0.7197(6) 0.5131(3) 0.0815(15) Uiso 1
C14 C 0.3166(6) 0.6199(5) 0.5853(3) 0.0815(15) Uiso 1
C15 C 0.4158(4) 0.6437(8) 0.6383(4) 0.0815(15) Uiso 1
C16 C 0.3393(7) 0.5253(7) 0.7515(4) 0.0815(15) Uiso 1
C17 C 0.2350(6) 0.5129(6) 0.7020(5) 0.0815(15) Uiso 1
C18 C 0.2266(4) 0.6317(9) 0.6424(4) 0.0815(15) Uiso 1
C19 C 0.2307(6) 0.7640(7) 0.6933(4) 0.0815(15) Uiso 1
C20 C 0.3326(7) 0.7705(6) 0.7455(4) 0.0815(15) Uiso 1
C21 C 0.4394(5) 0.1576(6) 0.6147(4) 0.0815(15) Uiso 1
C22 C 0.3836(7) 0.2311(7) 0.5451(5) 0.0815(15) Uiso 1
H1 H 0.3809(10) 0.4430(9) 0.7423(8) 0.0815(15) Uiso 1
H2 H 0.1719(7) 0.7661(12) 0.7290(7) 0.0815(15) Uiso 1
H3 H 0.4471(7) 0.7310(11) 0.6222(6) 0.0815(15) Uiso 1
H4 H 0.4623(6) 0.6546(14) 0.7585(6) 0.0815(15) Uiso 1
H5 H 0.3265(10) 0.5312(12) 0.8100(4) 0.0815(15) Uiso 1
H6 H 0.3145(8) 0.8149(7) 0.5337(6) 0.0815(15) Uiso 1
H7 H 0.2313(11) 0.4246(8) 0.6724(7) 0.0815(15) Uiso 1
H8 H -0.0745(5) 0.9248(9) 0.3785(5) 0.0815(15) Uiso 1
H9 H 0.3123(7) 0.3458(8) 0.3146(5) 0.0815(15) Uiso 1
H10 H 0.1600(6) 0.6262(14) 0.6101(6) 0.0815(15) Uiso 1
H11 H 0.1773(7) 0.5165(12) 0.7391(7) 0.0815(15) Uiso 1
H12 H 0.0076(8) 1.1363(7) 0.3811(5) 0.0815(15) Uiso 1
H13 H 0.2739(6) 0.9574(9) 0.4616(5) 0.0815(15) Uiso 1
H14 H 0.0089(6) 0.4215(8) 0.3107(5) 0.0815(15) Uiso 1
H15 H 0.3176(10) 0.7703(12) 0.8037(4) 0.0815(15) Uiso 1
H16 H 0.1807(8) 1.1526(6) 0.4222(5) 0.0815(15) Uiso 1
H17 H 0.4649(7) 0.5700(12) 0.6281(6) 0.0815(15) Uiso 1
H18 H 0.2257(10) 0.8450(9) 0.6566(7) 0.0815(15) Uiso 1
H19 H 0.3178(9) 0.5249(7) 0.5637(4) 0.0815(15) Uiso 1
H20 H 0.3699(10) 0.8551(8) 0.7336(8) 0.0815(15) Uiso 1
H21 H 0.3443(5) 0.5263(9) 0.4047(5) 0.0815(15) Uiso 1
H22 H 0.1471(8) 0.2929(7) 0.2677(5) 0.0815(15) Uiso 1
H23 H 0.3661(5) 0.7032(13) 0.4777(5) 0.0815(15) Uiso 1
H24 H 0.403(2) 0.3412(7) 0.5488(8) 0.0815(15) Uiso 1
H25 H 0.3004(7) 0.222(2) 0.5533(7) 0.0815(15) Uiso 1
H26 H 0.4665(14) 0.136(10) 0.442(3) 0.0815(15) Uiso 1
#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C1 1.754(6) yes . .
S1 C4 1.748(6) yes . .
O1 C21 1.237(9) yes . .
O2 C21 1.247(9) yes . .
O3 C22 1.389(11) yes . .
N2 C20 1.477(10) yes . .
N1 C2 1.416(6) yes . .
N1 C3 1.388(6) yes . .
N1 C13 1.462(7) yes . .
N2 C15 1.484(9) yes . .
N2 C16 1.472(10) yes . .
C14 C15 1.525(9) yes . .
C14 C18 1.524(8) yes . .
C1 C2 1.399(6) yes . .
C1 C9 1.405(7) yes . .
C2 C12 1.393(7) yes . .
C3 C4 1.392(7) yes . .
C3 C8 1.376(7) yes . .
C4 C5 1.379(7) yes . .
C5 C6 1.366(8) yes . .
C16 C17 1.538(11) yes . .
C6 C7 1.383(11) yes . .
C19 C20 1.531(11) yes . .
C7 C8 1.375(8) yes . .
C17 C18 1.502(10) yes . .
C18 C19 1.520(10) yes . .
C9 C10 1.376(9) yes . .
C21 C22 1.492(10) yes . .
C10 C11 1.365(9) yes . .
C11 C12 1.389(8) yes . .
C13 C14 1.518(8) yes . .
O3 H26 0.98(5) no . .
N2 H4 0.953(9) no . .
C5 H8 0.925(9) no . .
C6 H12 0.924(10) no . .
C7 H16 0.930(9) no . .
C8 H13 0.928(9) no . .
C9 H14 0.930(9) no . .
C14 H19 0.980(8) no . .
C15 H3 0.973(13) no . .
C15 H17 0.971(13) no . .
C10 H22 0.923(9) no . .
C13 H6 0.978(9) no . .
C16 H5 0.978(10) no . .
C13 H23 0.972(9) no . .
C17 H7 0.978(11) no . .
C17 H11 0.979(13) no . .
C11 H9 0.921(10) no . .
C18 H10 0.985(9) no . .
C16 H1 0.972(12) no . .
C19 H2 0.976(13) no . .
C19 H18 0.983(12) no . .
C20 H15 0.977(10) no . .
C20 H20 0.970(12) no . .
C12 H21 0.929(8) no . .
C22 H24 1.092(11) no . .
C22 H25 1.088(13) no . .
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
S1 C4 C3 118.6(4) yes . . .
S1 C4 C5 120.6(5) yes . . .
S1 C1 C2 118.4(4) yes . . .
S1 C1 C9 120.5(5) yes . . .
O1 C21 O2 126.2(9) yes . . .
O3 C22 C21 111.6(8) yes . . .
O1 C21 C22 116.5(8) yes . . .
O2 C21 C22 117.3(8) yes . . .
N2 C15 C14 113.3(6) yes . . .
N1 C3 C4 119.8(5) yes . . .
N1 C3 C8 120.5(6) yes . . .
N2 C16 C17 111.6(6) yes . . .
N2 C20 C19 109.7(6) yes . . .
N1 C13 C14 111.5(6) yes . . .
N1 C2 C1 118.9(5) yes . . .
N1 C2 C12 123.5(5) yes . . .
C1 S1 C4 97.6(3) yes . . .
C2 N1 C3 117.7(5) yes . . .
C2 N1 C13 118.8(5) yes . . .
C3 N1 C13 117.9(5) yes . . .
C15 N2 C20 109.8(6) yes . . .
C16 N2 C20 106.7(7) yes . . .
C15 N2 C16 109.7(6) yes . . .
C4 C5 C6 119.2(7) yes . . .
C13 C14 C15 111.5(6) yes . . .
C5 C6 C7 120.1(6) yes . . .
C4 C3 C8 119.7(5) yes . . .
C6 C7 C8 121.1(6) yes . . .
C1 C2 C12 117.3(5) yes . . .
C2 C1 C9 121.1(5) yes . . .
C3 C8 C7 119.0(7) yes . . .
C13 C14 C18 113.6(6) yes . . .
C15 C14 C18 106.4(5) yes . . .
C1 C9 C10 119.9(6) yes . . .
C18 C19 C20 110.2(7) yes . . .
C17 C18 C19 106.6(6) yes . . .
C9 C10 C11 119.6(6) yes . . .
C3 C4 C5 120.8(6) yes . . .
C14 C18 C19 112.9(7) yes . . .
C10 C11 C12 121.2(6) yes . . .
C14 C18 C17 107.8(6) yes . . .
C16 C17 C18 108.3(7) yes . . .
C2 C12 C11 120.9(6) yes . . .
O3 C22 H25 108.9(13) no . . .
O3 C22 H24 112.2(14) no . . .
N2 C15 H3 108.7(10) no . . .
N2 C15 H17 109.1(10) no . . .
N2 C16 H1 109.1(12) no . . .
N2 C16 H5 108.9(10) no . . .
N2 C20 H20 109.5(13) no . . .
N1 C13 H6 109.1(9) no . . .
N1 C13 H23 109.7(8) no . . .
N2 C20 H15 109.4(10) no . . .
C22 O3 H26 139(3) no . . .
C15 N2 H4 110.4(8) no . . .
C16 N2 H4 110.4(11) no . . .
C20 N2 H4 109.8(11) no . . .
C4 C5 H8 120.4(10) no . . .
C18 C14 H19 108.4(9) no . . .
C2 C12 H21 119.5(9) no . . .
C14 C13 H23 109.4(10) no . . .
C14 C13 H6 109.1(9) no . . .
C14 C15 H3 108.8(10) no . . .
C14 C15 H17 109.1(11) no . . .
C5 C6 H12 119.9(12) no . . .
C6 C5 H8 120.3(10) no . . .
C13 C14 H19 108.3(7) no . . .
C11 C12 H21 119.6(9) no . . .
C17 C16 H1 109.3(10) no . . .
C17 C16 H5 109.4(12) no . . .
C21 C22 H24 108.4(15) no . . .
C12 C11 H9 119.4(9) no . . .
C16 C17 H7 110.3(12) no . . .
C16 C17 H11 110.0(11) no . . .
C18 C17 H7 110.0(11) no . . .
C18 C17 H11 109.8(11) no . . .
C21 C22 H25 108.1(13) no . . .
C10 C11 H9 119.3(9) no . . .
C11 C10 H22 120.2(11) no . . .
C14 C18 H10 109.7(9) no . . .
C10 C9 H14 119.9(9) no . . .
C17 C18 H10 109.8(11) no . . .
C19 C18 H10 110.1(11) no . . .
C1 C9 H14 120.2(9) no . . .
C18 C19 H2 109.6(11) no . . .
C18 C19 H18 109.5(10) no . . .
C20 C19 H2 109.6(11) no . . .
C20 C19 H18 109.6(11) no . . .
C7 C8 H13 120.6(9) no . . .
C9 C10 H22 120.2(11) no . . .
C15 C14 H19 108.4(10) no . . .
C19 C20 H15 109.7(13) no . . .
C19 C20 H20 109.9(11) no . . .
C3 C8 H13 120.3(9) no . . .
C8 C7 H16 119.4(12) no . . .
C6 C7 H16 119.4(9) no . . .
C7 C6 H12 120.0(9) no . . .
H3 C15 H17 107.7(12) no . . .
H6 C13 H23 108.0(12) no . . .
H1 C16 H5 108.5(13) no . . .
H7 C17 H11 108.4(15) no . . .
H2 C19 H18 108.4(14) no . . .
H15 C20 H20 108.6(13) no . . .
H24 C22 H25 107(2) no . . .
_exptl_crystal_colour            colorless
####################################################################### 
# 
# 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_MQZ-GLC_anhydrate_120deg
_database_code_depnum_ccdc_archive 'CCDC 2075010'
loop_
_audit_author_name
_audit_author_address
'Ryuhei Okura'
;JAPAN TOBACCO INC
Japan
;
_audit_update_record             
;
2021-04-02 deposited with the CCDC.	2021-06-23 downloaded from the CCDC.
;
#==============================================================================
# CHEMICAL DATA

_chemical_name_systematic        MQZ-GLC_anhydrate
_chemical_name_common            MQZ-GLC_anhydrate_120deg
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H26 N2 O3 S1'
_chemical_formula_weight         398.518
_chemical_melting_point          ?
_chemical_compound_source        ?

#==============================================================================
# CRYSTAL DATA

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           ?
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 x,1/2-y,1/2+z
3 -x,-y,-z
4 -x,-1/2+y,-1/2-z

_cell_length_a                   13.0245(19)
_cell_length_b                   9.6841(14)
_cell_length_c                   16.368(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.7266(9)
_cell_angle_gamma                90
_cell_volume                     2062.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    418
_rigaku_reference_intensity_ratio 0.51
_pd_char_colour                  colourless
_exptl_crystal_density_diffrn    1.28
_exptl_crystal_F_000             848.00

#==============================================================================
# EXPERIMENTAL DATA

_computing_data_collection       'ENTER THE DATA COLLECTION PROGRAM NAME'
_diffrn_measurement_device_type  'ENTER THE MEASUREMENT DEVICE NAME'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.541861
_diffrn_measurement_method       2θ
_diffrn_ambient_temperature      418

_pd_meas_2theta_range_min        3.0054
_pd_meas_2theta_range_max        89.9884
_pd_meas_2theta_range_inc        0.0130
_pd_meas_number_of_points        6692

_reflns_number_total             1672
_reflns_limit_h_min              0
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              8
_reflns_limit_l_min              -14
_reflns_limit_l_max              14
_reflns_d_resolution_high        1.0896
_reflns_d_resolution_low         13.0097

#==============================================================================
# REFINEMENT DATA

_computing_cell_refinement       'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_structure_solution    'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_structure_refinement  'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_publication_material  'PDXL Version 2.8.4.0 (Rigaku, 2017)'
_computing_molecular_graphics    ?
_refine_special_details          
;
;
_pd_calc_method                  'Rietveld Refinement'
_refine_ls_weighting_scheme      sigma
_refine_ls_structure_factor_coef Fsqd
_refine_ls_hydrogen_treatment    
? # CHOOSE reffAll refxyz refU noref constr mixed or undef
_refine_ls_number_restraints     164
_refine_ls_number_constraints    1
_refine_ls_number_parameters     206
_refine_ls_matrix_type           full
_pd_proc_ls_pref_orient_corr     
;
    Spherical harmonics
    Maximum harmonic order: 2
;
_pd_proc_ls_prof_R_factor        0.0278
_pd_proc_ls_prof_wR_expected     0.0179
_pd_proc_ls_prof_wR_factor       0.0388
_refine_ls_goodness_of_fit_all   2.1475
_refine_ls_shift/su_max          0.5680

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C C 0.017 0.009 2.31000 1.02000 1.58860 0.865000 20.8439 10.2075 0.568700
51.6512 0.215600
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
H H 0.000 0.000 0.489918 0.262003 0.196767 0.049879 20.6593 7.74039 49.5519
2.20159 0.001305
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999).
;
N N 0.029 0.018 12.2126 3.13220 2.01250 1.16630 0.005700 9.89330 28.9975
0.582600 -11.529
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
O O 0.046 0.032 3.04850 2.28680 1.54630 0.867000 13.2771 5.70110 0.323900
32.9089 0.250800
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;
S S 0.319 0.558 6.90530 5.20340 1.43790 1.58630 1.46790 22.2151 0.253600
56.1720 0.866900
;
    International Tables for Crystallography Vol. C, Table 6.1.1.4 (1999),
    and KEK Report 88-14, 1-136.
;

#==============================================================================
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
S1 S -0.0081(3) 0.6490(6) 0.4175(2) 0.120(2) Uiso 1
O1 O 0.4063(11) 0.1832(14) 0.4794(5) 0.120(2) Uiso 1
O2 O 0.4521(7) 0.2191(11) 0.6856(5) 0.120(2) Uiso 1
O3 O 0.4750(8) 0.0409(8) 0.6048(7) 0.120(2) Uiso 1
N1 N 0.3933(4) 0.6483(10) 0.7253(4) 0.120(2) Uiso 1
N2 N 0.2109(4) 0.6985(5) 0.4642(3) 0.120(2) Uiso 1
C1 C 0.3154(6) 0.6162(6) 0.5839(3) 0.120(2) Uiso 1
C2 C 0.2256(4) 0.6355(12) 0.6401(4) 0.120(2) Uiso 1
C3 C 0.2341(9) 0.7720(9) 0.6850(6) 0.120(2) Uiso 1
C4 C 0.4129(5) 0.6469(11) 0.6356(5) 0.120(2) Uiso 1
C5 C 0.3275(9) 0.7661(9) 0.7450(6) 0.120(2) Uiso 1
C6 C 0.3365(8) 0.5237(9) 0.7472(6) 0.120(2) Uiso 1
C7 C 0.2288(8) 0.5242(9) 0.7046(6) 0.120(2) Uiso 1
C8 C 0.3088(5) 0.7132(7) 0.5107(4) 0.120(2) Uiso 1
C9 C 0.1954(3) 0.5842(5) 0.4118(3) 0.120(2) Uiso 1
C10 C 0.0956(3) 0.5513(5) 0.3834(3) 0.120(2) Uiso 1
C11 C 0.2760(4) 0.5055(6) 0.3842(4) 0.120(2) Uiso 1
C12 C 0.2569(5) 0.3962(6) 0.3307(4) 0.120(2) Uiso 1
C13 C 0.0780(5) 0.4406(6) 0.3293(3) 0.120(2) Uiso 1
C14 C 0.1595(6) 0.3642(6) 0.3035(4) 0.120(2) Uiso 1
C15 C 0.1568(4) 0.8178(5) 0.4432(3) 0.120(2) Uiso 1
C16 C 0.0526(4) 0.8089(5) 0.4195(3) 0.120(2) Uiso 1
C17 C 0.2042(5) 0.9450(6) 0.4443(4) 0.120(2) Uiso 1
C18 C 0.1471(7) 1.0611(5) 0.4224(4) 0.120(2) Uiso 1
C19 C 0.0437(7) 1.0508(6) 0.3991(4) 0.120(2) Uiso 1
C20 C -0.0032(5) 0.9248(7) 0.3972(3) 0.120(2) Uiso 1
C21 C 0.3805(7) 0.2298(9) 0.5566(6) 0.120(2) Uiso 1
C22 C 0.4403(5) 0.1583(7) 0.6205(4) 0.120(2) Uiso 1
H1 H 0.3740(12) 0.4423(11) 0.7306(13) 0.120(2) Uiso 1
H2 H 0.1720(10) 0.7885(17) 0.7145(10) 0.120(2) Uiso 1
H3 H 0.4398(9) 0.7362(16) 0.6201(7) 0.120(2) Uiso 1
H4 H 0.4568(7) 0.6535(18) 0.7568(6) 0.120(2) Uiso 1
H5 H 0.3305(12) 0.5210(19) 0.8064(6) 0.120(2) Uiso 1
H6 H 0.3160(8) 0.8081(8) 0.5298(7) 0.120(2) Uiso 1
H7 H 0.2141(15) 0.4346(12) 0.6794(10) 0.120(2) Uiso 1
H8 H -0.0725(6) 0.9175(10) 0.3821(5) 0.120(2) Uiso 1
H9 H 0.3112(7) 0.3449(8) 0.3129(5) 0.120(2) Uiso 1
H10 H 0.1603(6) 0.631(2) 0.6077(6) 0.120(2) Uiso 1
H11 H 0.1769(8) 0.5425(18) 0.7445(8) 0.120(2) Uiso 1
H12 H 0.0065(9) 1.1292(8) 0.3845(5) 0.120(2) Uiso 1
H13 H 0.2735(6) 0.9527(9) 0.4600(5) 0.120(2) Uiso 1
H14 H 0.0113(6) 0.4180(9) 0.3114(5) 0.120(2) Uiso 1
H15 H 0.3046(14) 0.7560(18) 0.8006(5) 0.120(2) Uiso 1
H16 H 0.1787(9) 1.1472(7) 0.4231(5) 0.120(2) Uiso 1
H17 H 0.4645(7) 0.5777(18) 0.6250(7) 0.120(2) Uiso 1
H18 H 0.2422(16) 0.8473(11) 0.6459(8) 0.120(2) Uiso 1
H19 H 0.3169(10) 0.5203(7) 0.5649(5) 0.120(2) Uiso 1
H20 H 0.3664(14) 0.8512(11) 0.7420(13) 0.120(2) Uiso 1
H21 H 0.3432(5) 0.5264(9) 0.4015(5) 0.120(2) Uiso 1
H22 H 0.1480(8) 0.2907(8) 0.2682(5) 0.120(2) Uiso 1
H23 H 0.3649(5) 0.6937(14) 0.4755(5) 0.120(2) Uiso 1
H24 H 0.392(2) 0.3404(9) 0.5643(11) 0.120(2) Uiso 1
H25 H 0.2996(7) 0.209(3) 0.5648(9) 0.120(2) Uiso 1
H26 H 0.431(11) 0.098(6) 0.4539(17) 0.120(2) Uiso 1
#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C10 1.761(6) yes . .
S1 C16 1.738(7) yes . .
O1 C21 1.397(13) yes . .
O2 C22 1.220(11) yes . .
O3 C22 1.254(11) yes . .
N2 C9 1.409(7) yes . .
N1 C4 1.502(10) yes . .
N1 C5 1.473(13) yes . .
N1 C6 1.468(13) yes . .
N2 C15 1.388(7) yes . .
N2 C8 1.460(8) yes . .
C19 C20 1.364(9) yes . .
C21 C22 1.451(11) yes . .
C1 C2 1.533(9) yes . .
C1 C4 1.522(10) yes . .
C1 C8 1.522(8) yes . .
C9 C11 1.390(7) yes . .
C2 C3 1.514(14) yes . .
C2 C7 1.508(13) yes . .
C6 C7 1.537(14) yes . .
C3 C5 1.527(15) yes . .
C9 C10 1.397(6) yes . .
C10 C13 1.402(7) yes . .
C11 C12 1.388(9) yes . .
C12 C14 1.360(10) yes . .
C13 C14 1.377(9) yes . .
C18 C19 1.386(13) yes . .
C15 C16 1.396(7) yes . .
C15 C17 1.377(8) yes . .
C16 C20 1.377(8) yes . .
C17 C18 1.386(9) yes . .
O1 H26 0.99(7) no . .
N1 H4 0.955(11) no . .
C8 H23 0.971(10) no . .
C1 H19 0.979(9) no . .
C6 H1 0.972(16) no . .
C2 H10 0.982(10) no . .
C3 H18 0.980(16) no . .
C11 H21 0.929(8) no . .
C4 H3 0.971(18) no . .
C12 H9 0.923(11) no . .
C4 H17 0.971(17) no . .
C5 H15 0.976(14) no . .
C14 H22 0.925(10) no . .
C5 H20 0.969(16) no . .
C3 H2 0.975(18) no . .
C6 H5 0.976(14) no . .
C7 H7 0.975(15) no . .
C17 H13 0.930(10) no . .
C13 H14 0.930(10) no . .
C18 H16 0.930(10) no . .
C7 H11 0.979(16) no . .
C19 H12 0.926(11) no . .
C20 H8 0.928(10) no . .
C8 H6 0.974(11) no . .
C21 H24 1.088(13) no . .
C21 H25 1.087(14) no . .
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
S1 C16 C15 119.7(5) yes . . .
S1 C10 C13 120.4(5) yes . . .
S1 C10 C9 119.2(4) yes . . .
S1 C16 C20 119.2(5) yes . . .
O2 C22 O3 125.8(11) yes . . .
O3 C22 C21 118.1(10) yes . . .
O2 C22 C21 116.1(9) yes . . .
O1 C21 C22 110.7(9) yes . . .
N2 C15 C17 121.3(6) yes . . .
N1 C4 C1 111.6(7) yes . . .
N2 C9 C10 119.1(5) yes . . .
N2 C15 C16 119.5(5) yes . . .
N1 C5 C3 110.0(8) yes . . .
N2 C8 C1 111.4(6) yes . . .
N1 C6 C7 110.2(9) yes . . .
N2 C9 C11 122.7(5) yes . . .
C10 S1 C16 97.5(3) yes . . .
C4 N1 C5 110.4(9) yes . . .
C4 N1 C6 110.1(9) yes . . .
C5 N1 C6 106.1(9) yes . . .
C8 N2 C9 119.3(5) yes . . .
C8 N2 C15 117.9(6) yes . . .
C9 N2 C15 116.5(5) yes . . .
C1 C2 C7 109.6(8) yes . . .
C3 C2 C7 106.6(8) yes . . .
C2 C7 C6 108.3(9) yes . . .
C2 C3 C5 108.5(9) yes . . .
C9 C11 C12 120.5(6) yes . . .
C4 C1 C8 109.3(7) yes . . .
C9 C10 C13 120.4(6) yes . . .
C11 C12 C14 121.1(7) yes . . .
C10 C13 C14 120.0(7) yes . . .
C12 C14 C13 119.9(6) yes . . .
C16 C15 C17 119.2(6) yes . . .
C2 C1 C4 106.5(6) yes . . .
C15 C16 C20 121.1(6) yes . . .
C15 C17 C18 119.2(8) yes . . .
C10 C9 C11 118.2(6) yes . . .
C18 C19 C20 119.9(7) yes . . .
C16 C20 C19 119.6(8) yes . . .
C2 C1 C8 112.4(7) yes . . .
C1 C2 C3 110.9(9) yes . . .
C17 C18 C19 121.0(7) yes . . .
O1 C21 H24 112.5(17) no . . .
O1 C21 H25 109.2(16) no . . .
N2 C8 H6 109.1(10) no . . .
N1 C5 H15 109.5(15) no . . .
N1 C5 H20 109.6(18) no . . .
N2 C8 H23 109.6(9) no . . .
N1 C6 H1 109.5(17) no . . .
N1 C4 H3 109.2(14) no . . .
N1 C4 H17 109.4(13) no . . .
N1 C6 H5 109.3(15) no . . .
C21 O1 H26 139(5) no . . .
C4 N1 H4 110.2(9) no . . .
C6 N1 H4 110.2(14) no . . .
C5 N1 H4 109.8(15) no . . .
C1 C2 H10 109.7(10) no . . .
C3 C2 H10 110.1(15) no . . .
C7 C2 H10 109.8(14) no . . .
C9 C11 H21 119.7(10) no . . .
C12 C11 H21 119.8(9) no . . .
C2 C3 H2 109.9(15) no . . .
C11 C12 H9 119.5(10) no . . .
C14 C12 H9 119.4(10) no . . .
C2 C3 H18 109.9(14) no . . .
C10 C13 H14 120.1(9) no . . .
C14 C13 H14 119.9(9) no . . .
C5 C3 H2 110.0(16) no . . .
C12 C14 H22 120.1(12) no . . .
C13 C14 H22 120.1(12) no . . .
C5 C3 H18 110.0(17) no . . .
C1 C4 H3 109.3(12) no . . .
C1 C4 H17 109.4(14) no . . .
C3 C5 H15 109.5(18) no . . .
C7 C6 H1 109.6(15) no . . .
C7 C6 H5 109.6(15) no . . .
C2 C7 H7 110.0(15) no . . .
C15 C17 H13 120.3(10) no . . .
C18 C17 H13 120.5(10) no . . .
C2 C7 H11 109.9(14) no . . .
C17 C18 H16 119.5(13) no . . .
C19 C18 H16 119.5(10) no . . .
C6 C7 H7 110.2(15) no . . .
C3 C5 H20 109.8(15) no . . .
C20 C19 H12 120.0(13) no . . .
C6 C7 H11 110.0(14) no . . .
C16 C20 H8 120.2(10) no . . .
C19 C20 H8 120.2(11) no . . .
C2 C1 H19 109.5(11) no . . .
C1 C8 H6 109.2(10) no . . .
C1 C8 H23 109.4(11) no . . .
C22 C21 H24 108.5(17) no . . .
C22 C21 H25 108.3(17) no . . .
C4 C1 H19 109.5(11) no . . .
C8 C1 H19 109.6(8) no . . .
C18 C19 H12 120.1(10) no . . .
H1 C6 H5 109(2) no . . .
H15 C5 H20 108(2) no . . .
H6 C8 H23 108.1(13) no . . .
H24 C21 H25 107(2) no . . .
H2 C3 H18 109(2) no . . .
H7 C7 H11 108.4(19) no . . .
H3 C4 H17 107.9(14) no . . .
