# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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. 
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data_jp369-1f1
_database_code_depnum_ccdc_archive 'CCDC 2418568'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;Ecole Polytechnique
France
;
_audit_update_record             
;
2025-01-21 deposited with the CCDC.	2025-05-19 downloaded from the CCDC.
;
_audit_creation_date             2024-11-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H16 O3'
_chemical_formula_sum            'C15 H16 O3'
_chemical_formula_weight         244.28
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   22.8543(11)
_cell_length_b                   7.3211(3)
_cell_length_c                   19.0970(10)
_cell_angle_alpha                90
_cell_angle_beta                 126.949(3)
_cell_angle_gamma                90
_cell_volume                     2553.6(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    20413
_cell_measurement_temperature    220
_cell_measurement_theta_max      29.22
_cell_measurement_theta_min      2.22
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1040
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.922
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            22701
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.886
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.258
_diffrn_reflns_theta_min         2.223
_diffrn_ambient_temperature      220
_diffrn_detector                 'EIGER2 1M CDTE'
_diffrn_detector_area_resol_mean 13.33
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.922
_diffrn_measurement_details      
;
 1044 frames, detector distance = 60 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   Axo_Mo
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.789
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.845
_reflns_number_gt                5063
_reflns_number_total             6166
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
X-Area Recipe 2.0.2 (STOE, 2024)
;
_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.194.0 (STOE, 2023)
;
_computing_data_reduction        
;
X-Area Integrate 2.5.3.0 (STOE, 2021)
X-Area X-Red 2.3.0.0 (STOE, 2021)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.4, Darmstadt 2024
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 
;
 Flack x determined using 1963 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.4(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         6166
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0357
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0580P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0858
_refine_ls_wR_factor_ref         0.0882
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C008(H008), C00H(H00M)
2.b Secondary CH2 refined with riding coordinates:
 C00B(H00A,H00B), C00I(H00C,H00D), C00Q(H00E,H00F), C00R(H00N,H00O), C00T(H00P,
 H00Q), C00X(H00U,H00V)
2.c Idealised Me refined as rotating group:
 C00U(H00R,H00S,H00T), C00V(H00G,H00H,H00I), C00W(H00J,H00K,H00L), C00Y(H00W,
 H00X,H00Y), C00Z(H00Z,H,HA), C010(H01A,H01B,H01C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.25868(8) 0.0454(2) 0.11905(10) 0.0447(4) Uani 1 1 d . . . . .
O002 O 0.08003(8) 0.4227(2) 0.12260(10) 0.0468(4) Uani 1 1 d . . . . .
O003 O 0.36765(8) 0.5761(3) 0.36838(9) 0.0556(5) Uani 1 1 d . . . . .
O004 O 0.56892(7) 0.5907(3) 0.78892(9) 0.0516(4) Uani 1 1 d . . . . .
O005 O 0.34645(9) 0.3901(2) 0.51554(11) 0.0510(4) Uani 1 1 d . . . . .
O006 O 0.31471(9) 0.5200(3) 0.75317(12) 0.0601(5) Uani 1 1 d . . . . .
C007 C 0.25996(10) 0.3410(3) 0.17266(12) 0.0274(4) Uani 1 1 d . . . . .
C008 C 0.15801(10) 0.2465(3) 0.02075(13) 0.0314(4) Uani 1 1 d . . . . .
H008 H 0.147038 0.170086 -0.028610 0.038 Uiso 1 1 calc R U . . .
C009 C 0.22978(10) 0.1928(3) 0.10628(13) 0.0311(4) Uani 1 1 d . . . . .
C00A C 0.23312(9) 0.5298(3) 0.13582(11) 0.0262(4) Uani 1 1 d . . . . .
C00B C 0.23291(10) 0.5421(3) 0.05439(12) 0.0307(4) Uani 1 1 d . . . . .
H00A H 0.233728 0.667161 0.036736 0.037 Uiso 1 1 calc R U . . .
H00B H 0.270074 0.465943 0.058339 0.037 Uiso 1 1 calc R U . . .
C00C C 0.14601(9) 0.5379(3) 0.06871(11) 0.0262(4) Uani 1 1 d . . . . .
C00D C 0.10512(10) 0.3988(3) 0.08269(12) 0.0313(4) Uani 1 1 d . . . . .
C00E C 0.38572(10) 0.5224(3) 0.54563(12) 0.0333(4) Uani 1 1 d . . . . .
C00F C 0.36427(10) 0.7113(3) 0.55457(12) 0.0302(4) Uani 1 1 d . . . . .
C00G C 0.44065(10) 0.6313(3) 0.71655(12) 0.0312(4) Uani 1 1 d . . . . .
C00H C 0.49545(10) 0.6993(3) 0.63968(13) 0.0344(4) Uani 1 1 d . . . . .
H00M H 0.540451 0.746174 0.649423 0.041 Uiso 1 1 calc R U . . .
C00I C 0.09864(11) 0.2268(3) 0.03527(14) 0.0365(4) Uani 1 1 d . . . . .
H00C H 0.049832 0.216756 -0.020818 0.044 Uiso 1 1 calc R U . . .
H00D H 0.107702 0.118686 0.070773 0.044 Uiso 1 1 calc R U . . .
C00J C 0.42362(11) 0.5369(3) 0.76174(12) 0.0372(4) Uani 1 1 d . . . . .
C00K C 0.15603(10) 0.4553(3) 0.00130(12) 0.0286(4) Uani 1 1 d . . . . .
C00L C 0.31207(10) 0.3386(3) 0.25979(13) 0.0353(4) Uani 1 1 d . . . . .
C00M C 0.50945(10) 0.6371(3) 0.72383(12) 0.0346(4) Uani 1 1 d . . . . .
C00N C 0.37991(10) 0.7521(3) 0.64649(12) 0.0314(4) Uani 1 1 d . . . . .
C00O C 0.32448(10) 0.5285(3) 0.29223(12) 0.0361(4) Uani 1 1 d . . . . .
C00P C 0.34760(11) 0.5860(3) 0.72813(13) 0.0400(5) Uani 1 1 d . . . . .
C00Q C 0.27641(11) 0.6554(3) 0.21487(13) 0.0362(4) Uani 1 1 d . . . . .
H00E H 0.306279 0.740729 0.209036 0.043 Uiso 1 1 calc R U . . .
H00F H 0.243558 0.725348 0.221678 0.043 Uiso 1 1 calc R U . . .
C00R C 0.41513(12) 0.9333(3) 0.64830(14) 0.0391(5) Uani 1 1 d . . . . .
H00N H 0.459178 0.966821 0.706319 0.047 Uiso 1 1 calc R U . . .
H00O H 0.380764 1.035839 0.620682 0.047 Uiso 1 1 calc R U . . .
C00S C 0.43083(11) 0.8399(3) 0.58865(13) 0.0338(4) Uani 1 1 d . . . . .
C00T C 0.46513(10) 0.5297(3) 0.58009(13) 0.0366(4) Uani 1 1 d . . . . .
H00P H 0.469119 0.543059 0.532043 0.044 Uiso 1 1 calc R U . . .
H00Q H 0.491359 0.419220 0.613418 0.044 Uiso 1 1 calc R U . . .
C00U C 0.28932(11) 0.7706(4) 0.47480(13) 0.0435(5) Uani 1 1 d . . . . .
H00R H 0.290190 0.781782 0.424822 0.065 Uiso 1 1 calc R U . . .
H00S H 0.276779 0.887570 0.486383 0.065 Uiso 1 1 calc R U . . .
H00T H 0.253121 0.680244 0.462247 0.065 Uiso 1 1 calc R U . . .
C00V C 0.11577(11) 0.7294(3) 0.05342(14) 0.0364(4) Uani 1 1 d . . . . .
H00G H 0.122097 0.772265 0.105639 0.055 Uiso 1 1 calc R U . . .
H00H H 0.064095 0.728892 0.004533 0.055 Uiso 1 1 calc R U . . .
H00I H 0.141731 0.809797 0.040263 0.055 Uiso 1 1 calc R U . . .
C00W C 0.10229(12) 0.5005(3) -0.09531(13) 0.0433(5) Uani 1 1 d . . . . .
H00J H 0.118352 0.443891 -0.127050 0.065 Uiso 1 1 calc R U . . .
H00K H 0.099962 0.631847 -0.103150 0.065 Uiso 1 1 calc R U . . .
H00L H 0.054180 0.454549 -0.117568 0.065 Uiso 1 1 calc R U . . .
C00X C 0.32075(11) 0.7348(3) 0.66005(14) 0.0397(5) Uani 1 1 d . . . . .
H00U H 0.314764 0.850337 0.681038 0.048 Uiso 1 1 calc R U . . .
H00V H 0.273724 0.700980 0.605194 0.048 Uiso 1 1 calc R U . . .
C00Y C 0.43319(14) 0.9548(4) 0.52503(16) 0.0479(5) Uani 1 1 d . . . . .
H00W H 0.433041 0.875959 0.484106 0.072 Uiso 1 1 calc R U . . .
H00X H 0.477358 1.028362 0.556851 0.072 Uiso 1 1 calc R U . . .
H00Y H 0.390675 1.034151 0.493129 0.072 Uiso 1 1 calc R U . . .
C00Z C 0.46793(14) 0.4020(4) 0.83318(17) 0.0562(7) Uani 1 1 d . . . . .
H00Z H 0.515137 0.387122 0.844586 0.084 Uiso 1 1 calc R U . . .
H H 0.442580 0.285574 0.815816 0.084 Uiso 1 1 calc R U . . .
HA H 0.475031 0.445037 0.885846 0.084 Uiso 1 1 calc R U . . .
C010 C 0.35368(14) 0.1814(4) 0.31920(17) 0.0613(7) Uani 1 1 d . . . . .
H01A H 0.319683 0.088069 0.310318 0.092 Uiso 1 1 calc R U . . .
H01B H 0.382892 0.222582 0.379582 0.092 Uiso 1 1 calc R U . . .
H01C H 0.385575 0.131152 0.306381 0.092 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
O001 C009 1.211(2) . ?
O002 C00D 1.211(2) . ?
O003 C00O 1.219(2) . ?
O004 C00M 1.215(2) . ?
O005 C00E 1.206(3) . ?
O006 C00P 1.208(3) . ?
C007 C009 1.486(3) . ?
C007 C00A 1.504(3) . ?
C007 C00L 1.344(3) . ?
C008 H008 0.9900 . ?
C008 C009 1.514(3) . ?
C008 C00I 1.546(3) . ?
C008 C00K 1.567(3) . ?
C00A C00B 1.555(2) . ?
C00A C00C 1.594(2) . ?
C00A C00Q 1.519(3) . ?
C00B H00A 0.9800 . ?
C00B H00B 0.9800 . ?
C00B C00K 1.542(3) . ?
C00C C00D 1.510(3) . ?
C00C C00K 1.559(2) . ?
C00C C00V 1.512(3) . ?
C00D C00I 1.506(3) . ?
C00E C00F 1.511(3) . ?
C00E C00T 1.515(3) . ?
C00F C00N 1.595(3) . ?
C00F C00S 1.560(3) . ?
C00F C00U 1.519(3) . ?
C00G C00J 1.333(3) . ?
C00G C00M 1.494(3) . ?
C00G C00N 1.505(3) . ?
C00H H00M 0.9900 . ?
C00H C00M 1.508(3) . ?
C00H C00S 1.568(3) . ?
C00H C00T 1.539(3) . ?
C00I H00C 0.9800 . ?
C00I H00D 0.9800 . ?
C00J C00P 1.490(3) . ?
C00J C00Z 1.484(3) . ?
C00K C00W 1.516(3) . ?
C00L C00O 1.479(3) . ?
C00L C010 1.489(3) . ?
C00N C00R 1.541(3) . ?
C00N C00X 1.527(3) . ?
C00O C00Q 1.517(3) . ?
C00P C00X 1.515(3) . ?
C00Q H00E 0.9800 . ?
C00Q H00F 0.9800 . ?
C00R H00N 0.9800 . ?
C00R H00O 0.9800 . ?
C00R C00S 1.545(3) . ?
C00S C00Y 1.505(3) . ?
C00T H00P 0.9800 . ?
C00T H00Q 0.9800 . ?
C00U H00R 0.9700 . ?
C00U H00S 0.9700 . ?
C00U H00T 0.9700 . ?
C00V H00G 0.9700 . ?
C00V H00H 0.9700 . ?
C00V H00I 0.9700 . ?
C00W H00J 0.9700 . ?
C00W H00K 0.9700 . ?
C00W H00L 0.9700 . ?
C00X H00U 0.9800 . ?
C00X H00V 0.9800 . ?
C00Y H00W 0.9700 . ?
C00Y H00X 0.9700 . ?
C00Y H00Y 0.9700 . ?
C00Z H00Z 0.9700 . ?
C00Z H 0.9700 . ?
C00Z HA 0.9700 . ?
C010 H01A 0.9700 . ?
C010 H01B 0.9700 . ?
C010 H01C 0.9700 . ?

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
C009 C007 C00A 114.97(15) . . ?
C00L C007 C009 131.14(19) . . ?
C00L C007 C00A 113.60(17) . . ?
C009 C008 H008 111.8 . . ?
C009 C008 C00I 106.31(16) . . ?
C009 C008 C00K 111.53(16) . . ?
C00I C008 H008 111.8 . . ?
C00I C008 C00K 103.29(15) . . ?
C00K C008 H008 111.8 . . ?
O001 C009 C007 124.16(18) . . ?
O001 C009 C008 123.68(19) . . ?
C007 C009 C008 112.16(16) . . ?
C007 C00A C00B 106.02(15) . . ?
C007 C00A C00C 111.79(14) . . ?
C007 C00A C00Q 104.62(15) . . ?
C00B C00A C00C 86.69(12) . . ?
C00Q C00A C00B 124.59(16) . . ?
C00Q C00A C00C 121.94(16) . . ?
C00A C00B H00A 114.1 . . ?
C00A C00B H00B 114.1 . . ?
H00A C00B H00B 111.3 . . ?
C00K C00B C00A 87.19(13) . . ?
C00K C00B H00A 114.1 . . ?
C00K C00B H00B 114.1 . . ?
C00D C00C C00A 116.06(14) . . ?
C00D C00C C00K 107.36(15) . . ?
C00D C00C C00V 113.55(15) . . ?
C00K C00C C00A 85.24(12) . . ?
C00V C00C C00A 113.24(15) . . ?
C00V C00C C00K 118.50(15) . . ?
O002 C00D C00C 126.27(18) . . ?
O002 C00D C00I 125.94(18) . . ?
C00I C00D C00C 107.76(15) . . ?
O005 C00E C00F 126.15(17) . . ?
O005 C00E C00T 126.2(2) . . ?
C00F C00E C00T 107.68(17) . . ?
C00E C00F C00N 114.99(15) . . ?
C00E C00F C00S 107.36(15) . . ?
C00E C00F C00U 113.27(17) . . ?
C00S C00F C00N 84.88(14) . . ?
C00U C00F C00N 114.96(15) . . ?
C00U C00F C00S 118.36(18) . . ?
C00J C00G C00M 130.93(18) . . ?
C00J C00G C00N 114.06(16) . . ?
C00M C00G C00N 115.01(17) . . ?
C00M C00H H00M 111.9 . . ?
C00M C00H C00S 112.20(15) . . ?
C00M C00H C00T 104.90(18) . . ?
C00S C00H H00M 111.9 . . ?
C00T C00H H00M 111.9 . . ?
C00T C00H C00S 103.46(15) . . ?
C008 C00I H00C 110.9 . . ?
C008 C00I H00D 110.9 . . ?
C00D C00I C008 104.49(16) . . ?
C00D C00I H00C 110.9 . . ?
C00D C00I H00D 110.9 . . ?
H00C C00I H00D 108.9 . . ?
C00G C00J C00P 108.35(17) . . ?
C00G C00J C00Z 129.55(19) . . ?
C00Z C00J C00P 122.10(19) . . ?
C00B C00K C008 112.76(16) . . ?
C00B C00K C00C 88.41(13) . . ?
C00C C00K C008 100.39(14) . . ?
C00W C00K C008 112.84(16) . . ?
C00W C00K C00B 118.67(17) . . ?
C00W C00K C00C 120.45(16) . . ?
C007 C00L C00O 108.07(18) . . ?
C007 C00L C010 129.7(2) . . ?
C00O C00L C010 122.2(2) . . ?
O004 C00M C00G 123.70(19) . . ?
O004 C00M C00H 124.40(18) . . ?
C00G C00M C00H 111.85(15) . . ?
C00G C00N C00F 110.19(15) . . ?
C00G C00N C00R 107.19(16) . . ?
C00G C00N C00X 103.78(15) . . ?
C00R C00N C00F 87.38(14) . . ?
C00X C00N C00F 122.39(17) . . ?
C00X C00N C00R 124.82(18) . . ?
O003 C00O C00L 125.7(2) . . ?
O003 C00O C00Q 125.4(2) . . ?
C00L C00O C00Q 108.88(16) . . ?
O006 C00P C00J 125.1(2) . . ?
O006 C00P C00X 126.9(2) . . ?
C00J C00P C00X 108.00(17) . . ?
C00A C00Q H00E 110.8 . . ?
C00A C00Q H00F 110.8 . . ?
C00O C00Q C00A 104.77(17) . . ?
C00O C00Q H00E 110.8 . . ?
C00O C00Q H00F 110.8 . . ?
H00E C00Q H00F 108.9 . . ?
C00N C00R H00N 114.1 . . ?
C00N C00R H00O 114.1 . . ?
C00N C00R C00S 87.25(16) . . ?
H00N C00R H00O 111.3 . . ?
C00S C00R H00N 114.1 . . ?
C00S C00R H00O 114.1 . . ?
C00F C00S C00H 100.43(16) . . ?
C00R C00S C00F 88.53(15) . . ?
C00R C00S C00H 112.43(16) . . ?
C00Y C00S C00F 119.98(18) . . ?
C00Y C00S C00H 113.03(16) . . ?
C00Y C00S C00R 119.0(2) . . ?
C00E C00T C00H 103.85(16) . . ?
C00E C00T H00P 111.0 . . ?
C00E C00T H00Q 111.0 . . ?
C00H C00T H00P 111.0 . . ?
C00H C00T H00Q 111.0 . . ?
H00P C00T H00Q 109.0 . . ?
C00F C00U H00R 109.5 . . ?
C00F C00U H00S 109.5 . . ?
C00F C00U H00T 109.5 . . ?
H00R C00U H00S 109.5 . . ?
H00R C00U H00T 109.5 . . ?
H00S C00U H00T 109.5 . . ?
C00C C00V H00G 109.5 . . ?
C00C C00V H00H 109.5 . . ?
C00C C00V H00I 109.5 . . ?
H00G C00V H00H 109.5 . . ?
H00G C00V H00I 109.5 . . ?
H00H C00V H00I 109.5 . . ?
C00K C00W H00J 109.5 . . ?
C00K C00W H00K 109.5 . . ?
C00K C00W H00L 109.5 . . ?
H00J C00W H00K 109.5 . . ?
H00J C00W H00L 109.5 . . ?
H00K C00W H00L 109.5 . . ?
C00N C00X H00U 110.7 . . ?
C00N C00X H00V 110.7 . . ?
C00P C00X C00N 105.18(16) . . ?
C00P C00X H00U 110.7 . . ?
C00P C00X H00V 110.7 . . ?
H00U C00X H00V 108.8 . . ?
C00S C00Y H00W 109.5 . . ?
C00S C00Y H00X 109.5 . . ?
C00S C00Y H00Y 109.5 . . ?
H00W C00Y H00X 109.5 . . ?
H00W C00Y H00Y 109.5 . . ?
H00X C00Y H00Y 109.5 . . ?
C00J C00Z H00Z 109.5 . . ?
C00J C00Z H 109.5 . . ?
C00J C00Z HA 109.5 . . ?
H00Z C00Z H 109.5 . . ?
H00Z C00Z HA 109.5 . . ?
H C00Z HA 109.5 . . ?
C00L C010 H01A 109.5 . . ?
C00L C010 H01B 109.5 . . ?
C00L C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 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
O002 C00D C00I C008 -163.41(19) . . . . ?
O003 C00O C00Q C00A -179.74(18) . . . . ?
O005 C00E C00F C00N 92.8(2) . . . . ?
O005 C00E C00F C00S -174.77(19) . . . . ?
O005 C00E C00F C00U -42.2(3) . . . . ?
O005 C00E C00T C00H -159.5(2) . . . . ?
O006 C00P C00X C00N -174.2(2) . . . . ?
C007 C00A C00B C00K 85.56(15) . . . . ?
C007 C00A C00C C00D 27.0(2) . . . . ?
C007 C00A C00C C00K -80.01(16) . . . . ?
C007 C00A C00C C00V 160.95(15) . . . . ?
C007 C00A C00Q C00O -0.91(19) . . . . ?
C007 C00L C00O O003 179.29(19) . . . . ?
C007 C00L C00O C00Q -2.5(2) . . . . ?
C009 C007 C00A C00B -41.92(19) . . . . ?
C009 C007 C00A C00C 51.0(2) . . . . ?
C009 C007 C00A C00Q -175.18(15) . . . . ?
C009 C007 C00L C00O 175.37(18) . . . . ?
C009 C007 C00L C010 -4.2(4) . . . . ?
C009 C008 C00I C00D 80.51(19) . . . . ?
C009 C008 C00K C00B 18.8(2) . . . . ?
C009 C008 C00K C00C -73.84(17) . . . . ?
C009 C008 C00K C00W 156.65(16) . . . . ?
C00A C007 C009 O001 158.02(18) . . . . ?
C00A C007 C009 C008 -22.6(2) . . . . ?
C00A C007 C00L C00O 1.9(2) . . . . ?
C00A C007 C00L C010 -177.6(2) . . . . ?
C00A C00B C00K C008 -73.82(17) . . . . ?
C00A C00B C00K C00C 26.78(13) . . . . ?
C00A C00B C00K C00W 151.02(17) . . . . ?
C00A C00C C00D O002 95.9(2) . . . . ?
C00A C00C C00D C00I -86.13(18) . . . . ?
C00A C00C C00K C008 86.73(14) . . . . ?
C00A C00C C00K C00B -26.13(13) . . . . ?
C00A C00C C00K C00W -148.84(19) . . . . ?
C00B C00A C00C C00D 132.94(16) . . . . ?
C00B C00A C00C C00K 25.93(13) . . . . ?
C00B C00A C00C C00V -93.11(17) . . . . ?
C00B C00A C00Q C00O -122.66(18) . . . . ?
C00C C00A C00B C00K -26.17(13) . . . . ?
C00C C00A C00Q C00O 127.02(17) . . . . ?
C00C C00D C00I C008 18.6(2) . . . . ?
C00D C00C C00K C008 -29.11(17) . . . . ?
C00D C00C C00K C00B -141.96(14) . . . . ?
C00D C00C C00K C00W 95.3(2) . . . . ?
C00E C00F C00N C00G 24.9(2) . . . . ?
C00E C00F C00N C00R 132.29(17) . . . . ?
C00E C00F C00N C00X -97.3(2) . . . . ?
C00E C00F C00S C00H -27.49(18) . . . . ?
C00E C00F C00S C00R -140.04(16) . . . . ?
C00E C00F C00S C00Y 96.9(2) . . . . ?
C00F C00E C00T C00H 21.2(2) . . . . ?
C00F C00N C00R C00S -25.70(13) . . . . ?
C00F C00N C00X C00P 117.5(2) . . . . ?
C00G C00J C00P O006 177.4(2) . . . . ?
C00G C00J C00P C00X -4.1(3) . . . . ?
C00G C00N C00R C00S 84.63(16) . . . . ?
C00G C00N C00X C00P -7.6(2) . . . . ?
C00I C008 C009 O001 101.3(2) . . . . ?
C00I C008 C009 C007 -78.09(19) . . . . ?
C00I C008 C00K C00B 132.61(16) . . . . ?
C00I C008 C00K C00C 39.96(17) . . . . ?
C00I C008 C00K C00W -89.56(19) . . . . ?
C00J C00G C00M O004 -20.6(4) . . . . ?
C00J C00G C00M C00H 156.9(2) . . . . ?
C00J C00G C00N C00F -126.96(19) . . . . ?
C00J C00G C00N C00R 139.44(19) . . . . ?
C00J C00G C00N C00X 5.7(2) . . . . ?
C00J C00P C00X C00N 7.4(2) . . . . ?
C00K C008 C009 O001 -146.82(18) . . . . ?
C00K C008 C009 C007 33.8(2) . . . . ?
C00K C008 C00I C00D -37.01(19) . . . . ?
C00K C00C C00D O002 -170.88(18) . . . . ?
C00K C00C C00D C00I 7.08(19) . . . . ?
C00L C007 C009 O001 -15.3(3) . . . . ?
C00L C007 C009 C008 164.03(19) . . . . ?
C00L C007 C00A C00B 132.63(16) . . . . ?
C00L C007 C00A C00C -134.50(16) . . . . ?
C00L C007 C00A C00Q -0.6(2) . . . . ?
C00L C00O C00Q C00A 2.0(2) . . . . ?
C00M C00G C00J C00P 178.9(2) . . . . ?
C00M C00G C00J C00Z -1.8(4) . . . . ?
C00M C00G C00N C00F 53.1(2) . . . . ?
C00M C00G C00N C00R -40.5(2) . . . . ?
C00M C00G C00N C00X -174.27(17) . . . . ?
C00M C00H C00S C00F -72.29(19) . . . . ?
C00M C00H C00S C00R 20.4(2) . . . . ?
C00M C00H C00S C00Y 158.64(19) . . . . ?
C00M C00H C00T C00E 79.07(18) . . . . ?
C00N C00F C00S C00H 87.11(15) . . . . ?
C00N C00F C00S C00R -25.43(14) . . . . ?
C00N C00F C00S C00Y -148.5(2) . . . . ?
C00N C00G C00J C00P -1.1(3) . . . . ?
C00N C00G C00J C00Z 178.2(2) . . . . ?
C00N C00G C00M O004 159.4(2) . . . . ?
C00N C00G C00M C00H -23.1(3) . . . . ?
C00N C00R C00S C00F 26.30(14) . . . . ?
C00N C00R C00S C00H -74.37(18) . . . . ?
C00N C00R C00S C00Y 150.16(19) . . . . ?
C00Q C00A C00B C00K -153.31(18) . . . . ?
C00Q C00A C00C C00D -97.7(2) . . . . ?
C00Q C00A C00C C00K 155.27(17) . . . . ?
C00Q C00A C00C C00V 36.2(2) . . . . ?
C00R C00N C00X C00P -130.4(2) . . . . ?
C00S C00F C00N C00G -81.86(17) . . . . ?
C00S C00F C00N C00R 25.51(14) . . . . ?
C00S C00F C00N C00X 155.88(19) . . . . ?
C00S C00H C00M O004 -150.1(2) . . . . ?
C00S C00H C00M C00G 32.5(2) . . . . ?
C00S C00H C00T C00E -38.68(19) . . . . ?
C00T C00E C00F C00N -87.98(18) . . . . ?
C00T C00E C00F C00S 4.46(19) . . . . ?
C00T C00E C00F C00U 137.01(17) . . . . ?
C00T C00H C00M O004 98.3(2) . . . . ?
C00T C00H C00M C00G -79.2(2) . . . . ?
C00T C00H C00S C00F 40.24(17) . . . . ?
C00T C00H C00S C00R 132.98(18) . . . . ?
C00T C00H C00S C00Y -88.8(2) . . . . ?
C00U C00F C00N C00G 159.17(19) . . . . ?
C00U C00F C00N C00R -93.47(19) . . . . ?
C00U C00F C00N C00X 36.9(3) . . . . ?
C00U C00F C00S C00H -157.23(16) . . . . ?
C00U C00F C00S C00R 90.23(19) . . . . ?
C00U C00F C00S C00Y -32.8(3) . . . . ?
C00V C00C C00D O002 -37.9(3) . . . . ?
C00V C00C C00D C00I 140.06(17) . . . . ?
C00V C00C C00K C008 -159.36(16) . . . . ?
C00V C00C C00K C00B 87.78(17) . . . . ?
C00V C00C C00K C00W -34.9(3) . . . . ?
C00X C00N C00R C00S -154.11(18) . . . . ?
C00Z C00J C00P O006 -1.9(4) . . . . ?
C00Z C00J C00P C00X 176.5(2) . . . . ?
C010 C00L C00O O003 -1.1(3) . . . . ?
C010 C00L C00O C00Q 177.1(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_STOE_detector_distance          '60.0 mm'
_STOE_detector_pixelsize_x       '0.075 mm'
_STOE_detector_pixelsize_y       '0.075 mm'
_STOE_detector_size_x            '8.0 cm'
_STOE_detector_size_y            '7.7 cm'
_STOE_evaluation_integration_A   10.1
_STOE_evaluation_integration_B   0.1
_STOE_evaluation_integration_EMS 0.011
_STOE_evaluation_LANA_BIS_l_even_max -
_STOE_evaluation_LANA_BIS_l_odd_max -
_STOE_evaluation_LANA_BOS_l_even_max 4
_STOE_evaluation_LANA_BOS_l_odd_max 1
_STOE_evaluation_LANA_completeness 88.4
_STOE_evaluation_LANA_DXS_max_order 3
_STOE_evaluation_LANA_DYS_max_order 3
_STOE_evaluation_LANA_FS_max_order 3
_STOE_evaluation_LANA_max_2theta_available 58.6
_STOE_evaluation_LANA_max_2theta_desired 58.6
_STOE_evaluation_LANA_mean_redundancy 3.7
_STOE_evaluation_LANA_number_refls_after_OR 22701
_STOE_evaluation_LANA_number_refls_outliers 773
_STOE_evaluation_LANA_number_refls_total 23474
_STOE_evaluation_LANA_number_refls_unique 6166
_STOE_evaluation_LANA_number_refls_written 22701
_STOE_evaluation_LANA_OR_c1      0.050
_STOE_evaluation_LANA_OR_c2      0
_STOE_evaluation_LANA_OR_c3      0
_STOE_evaluation_LANA_OR_c4      1.0
_STOE_evaluation_LANA_point_group 2
_STOE_evaluation_LANA_table      
;
#----------------------------------------------------------------------------
2Theta           6.7   12.9   19.1   25.3   31.5   37.7   43.9   50.1   56.3
#----------------------------------------------------------------------------
<Resolution>    5.31   3.09   2.15   1.61   1.31   1.10   0.95   0.84   0.77
N(total)         313   1101   1329   1962   3178   4107   4702   4999   1783
<Redundancy>     9.0    8.3    5.0    4.1    4.4    4.0    3.7    3.1    2.1
Complet. [%%]   100.0  100.0   98.1   99.6  100.0  100.0   99.7   99.4   51.5
<I/sigma>      300.9  154.6   90.0   47.2   23.8   16.3    6.3    3.4    2.5
R(int)         0.014  0.014  0.015  0.017  0.022  0.028  0.063  0.106  0.123
#----------------------------------------------------------------------------
;
_STOE_measurement_identifier     JP369-1F1
_STOE_measurement_max_exposure_per_frame '45.0 s'
_STOE_measurement_mean_exposure_per_frame '45.0 s'
_STOE_measurement_min_exposure_per_frame '45.0 s'
_STOE_measurement_total_exposure_time '13.1 h'
_STOE_measurement_total_frame_number 1044
_STOE_measurement_total_run_number 21
_STOE_measurement_tube_power     '50.0 W'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_jp444-2-f1
_database_code_depnum_ccdc_archive 'CCDC 2423044'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;Ecole Polytechnique
France
;
_audit_update_record             
;
2025-02-11 deposited with the CCDC.	2025-05-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT340_jp444-2-f1          
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01328 Ang.
RESPONSE: The thin plates were not diffracting well at high 2theta angle, leading to low c-c bond precision.
;
# Added during the CSD deposition process: Tuesday 11 February 2025 02:55 PM
# end Validation Reply Form

_audit_creation_date             2025-02-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H18 O3'
_chemical_formula_sum            'C15 H20 O3'
_chemical_formula_weight         248.31
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.2282(8)
_cell_length_b                   14.1294(13)
_cell_length_c                   13.1197(16)
_cell_angle_alpha                90
_cell_angle_beta                 90.972(9)
_cell_angle_gamma                90
_cell_volume                     1339.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8151
_cell_measurement_temperature    150
_cell_measurement_theta_max      28.03
_cell_measurement_theta_min      2.82
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             536
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1143
_diffrn_reflns_av_unetI/netI     0.1038
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8893
_diffrn_reflns_point_group_measured_fraction_full 0.930
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.818
_diffrn_ambient_temperature      150
_diffrn_detector                 'EIGER2 1M CDTE'
_diffrn_detector_area_resol_mean 13.33
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
 517 frames, detector distance = 60 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   Axo_Mo
_diffrn_source_current           1.00
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.799
_reflns_Friedel_fraction_full    0.864
_reflns_Friedel_fraction_max     0.864
_reflns_number_gt                3133
_reflns_number_total             4410
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
X-Area Recipe 2.0.2 (STOE, 2024)
;
_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.194.0 (STOE, 2023)
;
_computing_data_reduction        
;
X-Area Integrate 2.5.18.0 (STOE, 2024)
X-Area LANA 2.8.4 (STOE, 2024)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.4, Darmstadt 2024
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.783
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.148
_refine_ls_abs_structure_details 
;
 Flack x determined using 942 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   5.4(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         4410
_refine_ls_number_restraints     811
_refine_ls_R_factor_all          0.1498
_refine_ls_R_factor_gt           0.1276
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3007
_refine_ls_wR_factor_ref         0.3180
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
O005 \\sim O002 \\sim C007 \\sim C008 \\sim C00C \\sim C009 \\sim C00K \\sim
C00F \\sim C00A \\sim C00D \\sim C00G \\sim O003 \\sim C00E \\sim C00B \\sim
C00P \\sim C00Q \\sim C00X \\sim C00W: within 3A with sigma of 0.002 and sigma
for terminal atoms of 0.004 within 3A
C00Z \\sim O001 \\sim C00J \\sim C00M \\sim C00N \\sim C00H \\sim C00I \\sim
C00Y \\sim C00L \\sim C00T \\sim C00R \\sim C00U \\sim C00S \\sim C00V \\sim
C00O \\sim O006 \\sim C010 \\sim O004: within 3A with sigma of 0.002 and sigma
for terminal atoms of 0.004 within 3A
3.a Ternary CH refined with riding coordinates:
 C00A(H00N), C00E(H00Q), C00J(H00J), C00P(H00X), C00S(H00S), C00Z(H00Z)
3.b Secondary CH2 refined with riding coordinates:
 C00C(H00O,H00P), C00G(H00R,H00T), C00L(H00A,H00B), C00N(H00C,H00D), C00U(H00H,
 H00I), C00X(H1,HD)
3.c Idealised Me refined as rotating group:
 C00K(H00U,H00V,H00W), C00Q(H00Y,H,HA), C00T(H00E,H00F,H00G), C00W(H00,HB,HC),
 C00Y(H00K,H00L,H00M), C010(H01A,H01B,H01C)
3.d Idealised tetrahedral OH refined as rotating group:
 O001(H001), O003(H003), O005(H005), O006(H006)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.4976(8) 0.6168(5) 0.9189(5) 0.0349(12) Uani 1 1 d . U . . .
H001 H 0.565089 0.664770 0.926847 0.052 Uiso 1 1 calc R U . . .
O002 O 1.1893(9) 0.2297(5) 0.0663(5) 0.0390(12) Uani 1 1 d . U . . .
O003 O 0.6324(9) 0.4796(5) 0.0528(5) 0.0366(11) Uani 1 1 d . U . . .
H003 H 0.576966 0.519885 0.016430 0.055 Uiso 1 1 calc R U . . .
O004 O 0.0630(10) 0.7715(5) 0.5567(5) 0.0450(13) Uani 1 1 d . U . . .
O005 O 0.7824(9) 0.4410(5) 0.4141(5) 0.0408(12) Uani 1 1 d . U . . .
H005 H 0.828514 0.390032 0.435456 0.061 Uiso 1 1 calc R U . . .
O006 O 0.6774(8) 0.5570(5) 0.5603(5) 0.0408(12) Uani 1 1 d . U . . .
H006 H 0.735093 0.518679 0.523669 0.061 Uiso 1 1 calc R U . . .
C007 C 1.1338(13) 0.3068(7) 0.0936(7) 0.0342(10) Uani 1 1 d . U . . .
C008 C 0.9579(12) 0.3515(7) 0.0565(7) 0.0345(9) Uani 1 1 d . U . . .
C009 C 0.9441(12) 0.4373(7) 0.1017(7) 0.0343(8) Uani 1 1 d . U . . .
C00A C 0.8072(12) 0.5155(7) 0.0834(7) 0.0346(9) Uani 1 1 d . U . . .
H00N H 0.854199 0.555918 0.026907 0.042 Uiso 1 1 calc R U . . .
C00B C 0.9937(12) 0.5877(7) 0.2335(7) 0.0347(9) Uani 1 1 d . U . . .
C00C C 1.2263(13) 0.3735(7) 0.1665(7) 0.0347(9) Uani 1 1 d . U . . .
H00O H 1.346784 0.394568 0.139746 0.042 Uiso 1 1 calc R U . . .
H00P H 1.247995 0.342442 0.233264 0.042 Uiso 1 1 calc R U . . .
C00D C 1.0148(13) 0.4891(7) 0.2833(7) 0.0347(8) Uani 1 1 d . U . . .
C00E C 0.7993(12) 0.5772(7) 0.1806(7) 0.0349(8) Uani 1 1 d . U . . .
H00Q H 0.744376 0.640587 0.165059 0.042 Uiso 1 1 calc R U . . .
C00F C 1.0961(12) 0.4571(7) 0.1775(7) 0.0343(8) Uani 1 1 d . U . . .
C00G C 1.1529(13) 0.5628(7) 0.1615(7) 0.0346(9) Uani 1 1 d . U . . .
H00R H 1.277614 0.578894 0.188612 0.041 Uiso 1 1 calc R U . . .
H00T H 1.134945 0.585962 0.090774 0.041 Uiso 1 1 calc R U . . .
C00H C 0.3466(12) 0.4407(8) 0.7464(7) 0.0369(9) Uani 1 1 d . U . . .
C00I C 0.2105(12) 0.5571(7) 0.6784(7) 0.0370(8) Uani 1 1 d . U . . .
C00J C 0.4815(12) 0.5945(7) 0.8114(7) 0.0361(9) Uani 1 1 d . U . . .
H00J H 0.484040 0.653813 0.769937 0.043 Uiso 1 1 calc R U . . .
C00K C 0.8400(13) 0.3042(7) -0.0221(7) 0.0378(14) Uani 1 1 d . U . . .
H00U H 0.918599 0.276289 -0.074277 0.057 Uiso 1 1 calc R U . . .
H00V H 0.756594 0.350734 -0.053725 0.057 Uiso 1 1 calc R U . . .
H00W H 0.766950 0.254220 0.009953 0.057 Uiso 1 1 calc R U . . .
C00L C 0.1860(12) 0.4488(7) 0.6721(7) 0.0374(9) Uani 1 1 d . U . . .
H00A H 0.067134 0.425635 0.698987 0.045 Uiso 1 1 calc R U . . .
H00B H 0.210274 0.421798 0.603969 0.045 Uiso 1 1 calc R U . . .
C00M C 0.3035(12) 0.5387(7) 0.7882(7) 0.0365(8) Uani 1 1 d . U . . .
C00N C 0.6317(12) 0.5266(7) 0.7768(7) 0.0368(9) Uani 1 1 d . U . . .
H00C H 0.680165 0.489118 0.835170 0.044 Uiso 1 1 calc R U . . .
H00D H 0.735381 0.561918 0.746428 0.044 Uiso 1 1 calc R U . . .
C00O C 0.1412(13) 0.7022(7) 0.5894(7) 0.0381(10) Uani 1 1 d . U . . .
C00P C 0.8173(12) 0.4508(7) 0.3052(7) 0.0351(9) Uani 1 1 d . U . . .
H00X H 0.796102 0.389203 0.269370 0.042 Uiso 1 1 calc R U . . .
C00Q C 1.1522(13) 0.4811(7) 0.3705(7) 0.0371(13) Uani 1 1 d . U . . .
H00Y H 1.271340 0.507343 0.349904 0.056 Uiso 1 1 calc R U . . .
H H 1.167893 0.414408 0.389114 0.056 Uiso 1 1 calc R U . . .
HA H 1.106581 0.516461 0.429267 0.056 Uiso 1 1 calc R U . . .
C00R C 0.3599(13) 0.5859(7) 0.6051(7) 0.0369(8) Uani 1 1 d . U . . .
C00S C 0.5110(12) 0.5139(7) 0.5945(7) 0.0371(9) Uani 1 1 d . U . . .
H00S H 0.470167 0.466319 0.542303 0.044 Uiso 1 1 calc R U . . .
C00T C 0.3567(13) 0.3538(7) 0.8162(7) 0.0403(14) Uani 1 1 d . U . . .
H00E H 0.238555 0.346090 0.850772 0.060 Uiso 1 1 calc R U . . .
H00F H 0.456102 0.362567 0.867047 0.060 Uiso 1 1 calc R U . . .
H00G H 0.381914 0.297338 0.775393 0.060 Uiso 1 1 calc R U . . .
C00U C 0.0604(13) 0.6313(7) 0.6615(7) 0.0378(9) Uani 1 1 d . U . . .
H00H H -0.052483 0.602245 0.631405 0.045 Uiso 1 1 calc R U . . .
H00I H 0.028269 0.661955 0.726697 0.045 Uiso 1 1 calc R U . . .
C00V C 0.3270(13) 0.6690(7) 0.5594(7) 0.0379(9) Uani 1 1 d . U . . .
C00W C 1.0066(14) 0.6772(7) 0.2969(7) 0.0382(14) Uani 1 1 d . U . . .
H00 H 0.903542 0.679271 0.344449 0.057 Uiso 1 1 calc R U . . .
HB H 1.000552 0.732557 0.251921 0.057 Uiso 1 1 calc R U . . .
HC H 1.124029 0.677775 0.335366 0.057 Uiso 1 1 calc R U . . .
C00X C 0.6877(13) 0.5256(7) 0.2633(7) 0.0356(9) Uani 1 1 d . U . . .
H1 H 0.651103 0.570075 0.317669 0.043 Uiso 1 1 calc R U . . .
HD H 0.574840 0.496286 0.233372 0.043 Uiso 1 1 calc R U . . .
C00Y C 0.1601(13) 0.5416(7) 0.8735(7) 0.0372(13) Uani 1 1 d . U . . .
H00K H 0.044850 0.512013 0.849371 0.056 Uiso 1 1 calc R U . . .
H00L H 0.136012 0.607574 0.892243 0.056 Uiso 1 1 calc R U . . .
H00M H 0.208157 0.507206 0.933113 0.056 Uiso 1 1 calc R U . . .
C00Z C 0.5397(13) 0.4619(7) 0.6975(7) 0.0372(9) Uani 1 1 d . U . . .
H00Z H 0.612514 0.402411 0.688600 0.045 Uiso 1 1 calc R U . . .
C010 C 0.4407(14) 0.7258(8) 0.4870(8) 0.0437(15) Uani 1 1 d . U . . .
H01A H 0.449261 0.691927 0.422060 0.066 Uiso 1 1 calc R U . . .
H01B H 0.565157 0.734982 0.516165 0.066 Uiso 1 1 calc R U . . .
H01C H 0.382124 0.787472 0.475499 0.066 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
O001 H001 0.8400 . ?
O001 C00J 1.448(11) . ?
O002 C007 1.217(11) . ?
O003 H003 0.8400 . ?
O003 C00A 1.414(12) . ?
O004 C00O 1.206(12) . ?
O005 H005 0.8400 . ?
O005 C00P 1.462(10) . ?
O006 H006 0.8400 . ?
O006 C00S 1.428(11) . ?
C007 C008 1.493(14) . ?
C007 C00C 1.493(14) . ?
C008 C009 1.354(14) . ?
C008 C00K 1.486(14) . ?
C009 C00A 1.500(14) . ?
C009 C00F 1.495(14) . ?
C00A H00N 1.0000 . ?
C00A C00E 1.547(13) . ?
C00B C00D 1.545(13) . ?
C00B C00E 1.564(14) . ?
C00B C00G 1.542(12) . ?
C00B C00W 1.517(13) . ?
C00C H00O 0.9900 . ?
C00C H00P 0.9900 . ?
C00C C00F 1.519(13) . ?
C00D C00F 1.583(12) . ?
C00D C00P 1.558(13) . ?
C00D C00Q 1.506(14) . ?
C00E H00Q 1.0000 . ?
C00E C00X 1.546(12) . ?
C00F C00G 1.563(13) . ?
C00G H00R 0.9900 . ?
C00G H00T 0.9900 . ?
C00H C00L 1.507(13) . ?
C00H C00M 1.524(14) . ?
C00H C00T 1.532(14) . ?
C00H C00Z 1.575(12) . ?
C00I C00L 1.543(15) . ?
C00I C00M 1.601(13) . ?
C00I C00R 1.514(12) . ?
C00I C00U 1.523(14) . ?
C00J H00J 1.0000 . ?
C00J C00M 1.535(13) . ?
C00J C00N 1.524(14) . ?
C00K H00U 0.9800 . ?
C00K H00V 0.9800 . ?
C00K H00W 0.9800 . ?
C00L H00A 0.9900 . ?
C00L H00B 0.9900 . ?
C00M C00Y 1.538(12) . ?
C00N H00C 0.9900 . ?
C00N H00D 0.9900 . ?
C00N C00Z 1.528(14) . ?
C00O C00U 1.502(14) . ?
C00O C00V 1.482(14) . ?
C00P H00X 1.0000 . ?
C00P C00X 1.509(14) . ?
C00Q H00Y 0.9800 . ?
C00Q H 0.9800 . ?
C00Q HA 0.9800 . ?
C00R C00S 1.500(14) . ?
C00R C00V 1.338(15) . ?
C00S H00S 1.0000 . ?
C00S C00Z 1.550(13) . ?
C00T H00E 0.9800 . ?
C00T H00F 0.9800 . ?
C00T H00G 0.9800 . ?
C00U H00H 0.9900 . ?
C00U H00I 0.9900 . ?
C00V C010 1.499(14) . ?
C00W H00 0.9800 . ?
C00W HB 0.9800 . ?
C00W HC 0.9800 . ?
C00X H1 0.9900 . ?
C00X HD 0.9900 . ?
C00Y H00K 0.9800 . ?
C00Y H00L 0.9800 . ?
C00Y H00M 0.9800 . ?
C00Z H00Z 1.0000 . ?
C010 H01A 0.9800 . ?
C010 H01B 0.9800 . ?
C010 H01C 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
C00J O001 H001 109.5 . . ?
C00A O003 H003 109.5 . . ?
C00P O005 H005 109.5 . . ?
C00S O006 H006 109.5 . . ?
O002 C007 C008 124.5(9) . . ?
O002 C007 C00C 127.4(9) . . ?
C00C C007 C008 108.1(8) . . ?
C009 C008 C007 107.7(8) . . ?
C009 C008 C00K 131.4(9) . . ?
C00K C008 C007 120.7(8) . . ?
C008 C009 C00A 130.0(9) . . ?
C008 C009 C00F 113.6(8) . . ?
C00F C009 C00A 116.3(8) . . ?
O003 C00A C009 111.4(8) . . ?
O003 C00A H00N 107.9 . . ?
O003 C00A C00E 113.1(7) . . ?
C009 C00A H00N 107.9 . . ?
C009 C00A C00E 108.5(7) . . ?
C00E C00A H00N 107.9 . . ?
C00D C00B C00E 100.6(8) . . ?
C00G C00B C00D 89.1(7) . . ?
C00G C00B C00E 112.4(7) . . ?
C00W C00B C00D 121.0(8) . . ?
C00W C00B C00E 111.6(8) . . ?
C00W C00B C00G 119.2(8) . . ?
C007 C00C H00O 110.5 . . ?
C007 C00C H00P 110.5 . . ?
C007 C00C C00F 106.3(8) . . ?
H00O C00C H00P 108.7 . . ?
C00F C00C H00O 110.5 . . ?
C00F C00C H00P 110.5 . . ?
C00B C00D C00F 85.5(7) . . ?
C00B C00D C00P 107.9(7) . . ?
C00P C00D C00F 114.7(8) . . ?
C00Q C00D C00B 116.6(8) . . ?
C00Q C00D C00F 113.3(8) . . ?
C00Q C00D C00P 115.4(8) . . ?
C00A C00E C00B 112.0(7) . . ?
C00A C00E H00Q 110.9 . . ?
C00B C00E H00Q 110.9 . . ?
C00X C00E C00A 109.9(8) . . ?
C00X C00E C00B 102.1(7) . . ?
C00X C00E H00Q 110.9 . . ?
C009 C00F C00C 103.9(8) . . ?
C009 C00F C00D 111.0(7) . . ?
C009 C00F C00G 106.4(8) . . ?
C00C C00F C00D 123.0(8) . . ?
C00C C00F C00G 124.4(8) . . ?
C00G C00F C00D 87.0(7) . . ?
C00B C00G C00F 86.3(7) . . ?
C00B C00G H00R 114.3 . . ?
C00B C00G H00T 114.3 . . ?
C00F C00G H00R 114.3 . . ?
C00F C00G H00T 114.3 . . ?
H00R C00G H00T 111.4 . . ?
C00L C00H C00M 90.2(7) . . ?
C00L C00H C00T 118.4(8) . . ?
C00L C00H C00Z 113.6(7) . . ?
C00M C00H C00T 121.4(8) . . ?
C00M C00H C00Z 99.3(8) . . ?
C00T C00H C00Z 111.2(8) . . ?
C00L C00I C00M 86.2(7) . . ?
C00R C00I C00L 108.4(8) . . ?
C00R C00I C00M 108.8(7) . . ?
C00R C00I C00U 103.7(8) . . ?
C00U C00I C00L 126.5(8) . . ?
C00U C00I C00M 122.0(8) . . ?
O001 C00J H00J 110.2 . . ?
O001 C00J C00M 111.0(7) . . ?
O001 C00J C00N 112.4(8) . . ?
C00M C00J H00J 110.2 . . ?
C00N C00J H00J 110.2 . . ?
C00N C00J C00M 102.5(8) . . ?
C008 C00K H00U 109.5 . . ?
C008 C00K H00V 109.5 . . ?
C008 C00K H00W 109.5 . . ?
H00U C00K H00V 109.5 . . ?
H00U C00K H00W 109.5 . . ?
H00V C00K H00W 109.5 . . ?
C00H C00L C00I 87.4(7) . . ?
C00H C00L H00A 114.1 . . ?
C00H C00L H00B 114.1 . . ?
C00I C00L H00A 114.1 . . ?
C00I C00L H00B 114.1 . . ?
H00A C00L H00B 111.3 . . ?
C00H C00M C00I 84.8(7) . . ?
C00H C00M C00J 111.2(8) . . ?
C00H C00M C00Y 115.5(8) . . ?
C00J C00M C00I 115.7(7) . . ?
C00J C00M C00Y 114.5(8) . . ?
C00Y C00M C00I 111.9(7) . . ?
C00J C00N H00C 110.5 . . ?
C00J C00N H00D 110.5 . . ?
C00J C00N C00Z 106.0(7) . . ?
H00C C00N H00D 108.7 . . ?
C00Z C00N H00C 110.5 . . ?
C00Z C00N H00D 110.5 . . ?
O004 C00O C00U 125.5(9) . . ?
O004 C00O C00V 125.7(9) . . ?
C00V C00O C00U 108.7(9) . . ?
O005 C00P C00D 112.7(8) . . ?
O005 C00P H00X 110.4 . . ?
O005 C00P C00X 107.8(7) . . ?
C00D C00P H00X 110.4 . . ?
C00X C00P C00D 104.8(7) . . ?
C00X C00P H00X 110.4 . . ?
C00D C00Q H00Y 109.5 . . ?
C00D C00Q H 109.5 . . ?
C00D C00Q HA 109.5 . . ?
H00Y C00Q H 109.5 . . ?
H00Y C00Q HA 109.5 . . ?
H C00Q HA 109.5 . . ?
C00S C00R C00I 113.9(8) . . ?
C00V C00R C00I 113.4(9) . . ?
C00V C00R C00S 132.7(9) . . ?
O006 C00S C00R 111.0(8) . . ?
O006 C00S H00S 108.2 . . ?
O006 C00S C00Z 112.0(7) . . ?
C00R C00S H00S 108.2 . . ?
C00R C00S C00Z 109.1(7) . . ?
C00Z C00S H00S 108.2 . . ?
C00H C00T H00E 109.5 . . ?
C00H C00T H00F 109.5 . . ?
C00H C00T H00G 109.5 . . ?
H00E C00T H00F 109.5 . . ?
H00E C00T H00G 109.5 . . ?
H00F C00T H00G 109.5 . . ?
C00I C00U H00H 110.6 . . ?
C00I C00U H00I 110.6 . . ?
C00O C00U C00I 105.5(7) . . ?
C00O C00U H00H 110.6 . . ?
C00O C00U H00I 110.6 . . ?
H00H C00U H00I 108.8 . . ?
C00O C00V C010 120.5(9) . . ?
C00R C00V C00O 108.3(8) . . ?
C00R C00V C010 131.1(9) . . ?
C00B C00W H00 109.5 . . ?
C00B C00W HB 109.5 . . ?
C00B C00W HC 109.5 . . ?
H00 C00W HB 109.5 . . ?
H00 C00W HC 109.5 . . ?
HB C00W HC 109.5 . . ?
C00E C00X H1 110.8 . . ?
C00E C00X HD 110.8 . . ?
C00P C00X C00E 104.9(7) . . ?
C00P C00X H1 110.8 . . ?
C00P C00X HD 110.8 . . ?
H1 C00X HD 108.8 . . ?
C00M C00Y H00K 109.5 . . ?
C00M C00Y H00L 109.5 . . ?
C00M C00Y H00M 109.5 . . ?
H00K C00Y H00L 109.5 . . ?
H00K C00Y H00M 109.5 . . ?
H00L C00Y H00M 109.5 . . ?
C00H C00Z H00Z 111.0 . . ?
C00N C00Z C00H 102.4(7) . . ?
C00N C00Z C00S 111.2(8) . . ?
C00N C00Z H00Z 111.0 . . ?
C00S C00Z C00H 109.8(7) . . ?
C00S C00Z H00Z 111.0 . . ?
C00V C010 H01A 109.5 . . ?
C00V C010 H01B 109.5 . . ?
C00V C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 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
O001 C00J C00M C00H -117.8(8) . . . . ?
O001 C00J C00M C00I 147.7(8) . . . . ?
O001 C00J C00M C00Y 15.5(12) . . . . ?
O001 C00J C00N C00Z 143.6(7) . . . . ?
O002 C007 C008 C009 -178.8(8) . . . . ?
O002 C007 C008 C00K -2.7(14) . . . . ?
O002 C007 C00C C00F -177.6(8) . . . . ?
O003 C00A C00E C00B 160.8(8) . . . . ?
O003 C00A C00E C00X 48.1(11) . . . . ?
O004 C00O C00U C00I 179.2(9) . . . . ?
O004 C00O C00V C00R -174.7(10) . . . . ?
O004 C00O C00V C010 3.8(15) . . . . ?
O005 C00P C00X C00E 144.9(8) . . . . ?
O006 C00S C00Z C00H 164.3(8) . . . . ?
O006 C00S C00Z C00N 51.7(10) . . . . ?
C007 C008 C009 C00A 172.5(9) . . . . ?
C007 C008 C009 C00F -4.1(10) . . . . ?
C007 C00C C00F C009 -5.4(9) . . . . ?
C007 C00C C00F C00D 121.5(9) . . . . ?
C007 C00C C00F C00G -126.8(9) . . . . ?
C008 C007 C00C C00F 3.3(10) . . . . ?
C008 C009 C00A O003 31.4(13) . . . . ?
C008 C009 C00A C00E 156.4(9) . . . . ?
C008 C009 C00F C00C 6.1(10) . . . . ?
C008 C009 C00F C00D -128.0(8) . . . . ?
C008 C009 C00F C00G 138.9(8) . . . . ?
C009 C00A C00E C00B 36.7(10) . . . . ?
C009 C00A C00E C00X -76.0(9) . . . . ?
C009 C00F C00G C00B 85.3(7) . . . . ?
C00A C009 C00F C00C -171.1(7) . . . . ?
C00A C009 C00F C00D 54.8(10) . . . . ?
C00A C009 C00F C00G -38.3(9) . . . . ?
C00A C00E C00X C00P 76.4(9) . . . . ?
C00B C00D C00F C009 -80.7(8) . . . . ?
C00B C00D C00F C00C 155.5(9) . . . . ?
C00B C00D C00F C00G 25.7(7) . . . . ?
C00B C00D C00P O005 -114.4(8) . . . . ?
C00B C00D C00P C00X 2.5(9) . . . . ?
C00B C00E C00X C00P -42.5(9) . . . . ?
C00C C007 C008 C009 0.3(10) . . . . ?
C00C C007 C008 C00K 176.4(8) . . . . ?
C00C C00F C00G C00B -154.4(9) . . . . ?
C00D C00B C00E C00A -75.2(9) . . . . ?
C00D C00B C00E C00X 42.2(8) . . . . ?
C00D C00B C00G C00F 26.3(7) . . . . ?
C00D C00F C00G C00B -25.7(7) . . . . ?
C00D C00P C00X C00E 24.6(9) . . . . ?
C00E C00B C00D C00F 86.6(7) . . . . ?
C00E C00B C00D C00P -27.9(9) . . . . ?
C00E C00B C00D C00Q -159.5(7) . . . . ?
C00E C00B C00G C00F -74.7(9) . . . . ?
C00F C009 C00A O003 -152.1(7) . . . . ?
C00F C009 C00A C00E -27.0(10) . . . . ?
C00F C00D C00P O005 152.3(8) . . . . ?
C00F C00D C00P C00X -90.7(9) . . . . ?
C00G C00B C00D C00F -26.0(7) . . . . ?
C00G C00B C00D C00P -140.5(8) . . . . ?
C00G C00B C00D C00Q 87.8(8) . . . . ?
C00G C00B C00E C00A 18.2(11) . . . . ?
C00G C00B C00E C00X 135.7(8) . . . . ?
C00I C00R C00S O006 -156.5(8) . . . . ?
C00I C00R C00S C00Z -32.6(11) . . . . ?
C00I C00R C00V C00O -5.3(11) . . . . ?
C00I C00R C00V C010 176.3(10) . . . . ?
C00J C00N C00Z C00H -41.6(10) . . . . ?
C00J C00N C00Z C00S 75.6(9) . . . . ?
C00K C008 C009 C00A -3.0(16) . . . . ?
C00K C008 C009 C00F -179.6(9) . . . . ?
C00L C00H C00M C00I -25.2(6) . . . . ?
C00L C00H C00M C00J -140.8(8) . . . . ?
C00L C00H C00M C00Y 86.5(9) . . . . ?
C00L C00H C00Z C00N 134.7(9) . . . . ?
C00L C00H C00Z C00S 16.5(12) . . . . ?
C00L C00I C00M C00H 24.7(6) . . . . ?
C00L C00I C00M C00J 135.7(8) . . . . ?
C00L C00I C00M C00Y -90.8(8) . . . . ?
C00L C00I C00R C00S -33.7(10) . . . . ?
C00L C00I C00R C00V 143.8(9) . . . . ?
C00L C00I C00U C00O -131.6(9) . . . . ?
C00M C00H C00L C00I 26.2(7) . . . . ?
C00M C00H C00Z C00N 40.4(9) . . . . ?
C00M C00H C00Z C00S -77.8(9) . . . . ?
C00M C00I C00L C00H -24.9(6) . . . . ?
C00M C00I C00R C00S 58.5(10) . . . . ?
C00M C00I C00R C00V -124.0(9) . . . . ?
C00M C00I C00U C00O 117.1(9) . . . . ?
C00M C00J C00N C00Z 24.3(9) . . . . ?
C00N C00J C00M C00H 2.5(10) . . . . ?
C00N C00J C00M C00I -92.0(9) . . . . ?
C00N C00J C00M C00Y 135.7(8) . . . . ?
C00P C00D C00F C009 26.9(11) . . . . ?
C00P C00D C00F C00C -96.9(10) . . . . ?
C00P C00D C00F C00G 133.3(8) . . . . ?
C00Q C00D C00F C009 162.2(8) . . . . ?
C00Q C00D C00F C00C 38.4(12) . . . . ?
C00Q C00D C00F C00G -91.4(9) . . . . ?
C00Q C00D C00P O005 17.9(11) . . . . ?
C00Q C00D C00P C00X 134.9(8) . . . . ?
C00R C00I C00L C00H 83.7(8) . . . . ?
C00R C00I C00M C00H -83.4(8) . . . . ?
C00R C00I C00M C00J 27.6(11) . . . . ?
C00R C00I C00M C00Y 161.1(8) . . . . ?
C00R C00I C00U C00O -5.9(10) . . . . ?
C00R C00S C00Z C00H 41.0(10) . . . . ?
C00R C00S C00Z C00N -71.6(9) . . . . ?
C00S C00R C00V C00O 171.5(10) . . . . ?
C00S C00R C00V C010 -6.8(19) . . . . ?
C00T C00H C00L C00I 152.6(8) . . . . ?
C00T C00H C00M C00I -149.2(8) . . . . ?
C00T C00H C00M C00J 95.2(10) . . . . ?
C00T C00H C00M C00Y -37.5(13) . . . . ?
C00T C00H C00Z C00N -88.6(10) . . . . ?
C00T C00H C00Z C00S 153.2(8) . . . . ?
C00U C00I C00L C00H -152.5(9) . . . . ?
C00U C00I C00M C00H 156.1(8) . . . . ?
C00U C00I C00M C00J -92.9(10) . . . . ?
C00U C00I C00M C00Y 40.6(12) . . . . ?
C00U C00I C00R C00S -170.3(8) . . . . ?
C00U C00I C00R C00V 7.2(11) . . . . ?
C00U C00O C00V C00R 1.2(11) . . . . ?
C00U C00O C00V C010 179.7(9) . . . . ?
C00V C00O C00U C00I 3.2(10) . . . . ?
C00V C00R C00S O006 26.6(15) . . . . ?
C00V C00R C00S C00Z 150.5(11) . . . . ?
C00W C00B C00D C00F -150.0(9) . . . . ?
C00W C00B C00D C00P 95.5(10) . . . . ?
C00W C00B C00D C00Q -36.2(12) . . . . ?
C00W C00B C00E C00A 155.1(8) . . . . ?
C00W C00B C00E C00X -87.4(9) . . . . ?
C00W C00B C00G C00F 151.9(8) . . . . ?
C00Z C00H C00L C00I -74.1(9) . . . . ?
C00Z C00H C00M C00I 88.8(7) . . . . ?
C00Z C00H C00M C00J -26.7(9) . . . . ?
C00Z C00H C00M C00Y -159.4(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_STOE_detector_distance          '60.0 mm'
_STOE_detector_pixelsize_x       '0.075 mm'
_STOE_detector_pixelsize_y       '0.075 mm'
_STOE_detector_size_x            '8.0 cm'
_STOE_detector_size_y            '7.7 cm'
_STOE_evaluation_integration_A   12.7
_STOE_evaluation_integration_B   0.9
_STOE_evaluation_integration_EMS 0.011
_STOE_evaluation_LANA_BIS_l_even_max -
_STOE_evaluation_LANA_BIS_l_odd_max -
_STOE_evaluation_LANA_BOS_l_even_max 4
_STOE_evaluation_LANA_BOS_l_odd_max 1
_STOE_evaluation_LANA_completeness 90.4
_STOE_evaluation_LANA_DXS_max_order 3
_STOE_evaluation_LANA_DYS_max_order 3
_STOE_evaluation_LANA_FS_max_order 3
_STOE_evaluation_LANA_max_2theta_available 58.4
_STOE_evaluation_LANA_max_2theta_desired 55.0
_STOE_evaluation_LANA_mean_redundancy 1.9
_STOE_evaluation_LANA_number_refls_after_OR 10805
_STOE_evaluation_LANA_number_refls_outliers 925
_STOE_evaluation_LANA_number_refls_total 11730
_STOE_evaluation_LANA_number_refls_unique 5594
_STOE_evaluation_LANA_number_refls_written 10805
_STOE_evaluation_LANA_OR_c1      0.050
_STOE_evaluation_LANA_OR_c2      0
_STOE_evaluation_LANA_OR_c3      0
_STOE_evaluation_LANA_OR_c4      1.0
_STOE_evaluation_LANA_point_group 2
_STOE_evaluation_LANA_table      
;
#----------------------------------------------------------------------------
2Theta           7.9   13.5   19.1   24.7   30.3   35.9   41.5   47.1   52.7
#----------------------------------------------------------------------------
<Resolution>    5.00   3.06   2.18   1.65   1.35   1.15   1.00   0.89   0.81
N(total)         202    533    612    854   1393   1705   2121   2312   1998
<Redundancy>     3.4    3.3    2.4    2.1    2.1    2.0    2.0    1.8    1.6
Complet. [%%]   100.0   99.2   91.1   88.0   94.5   94.0   93.8   92.1   82.2
<I/sigma>      211.4   83.5   62.6   29.4   14.3   10.4    4.3    2.0    1.3
R(int)         0.062  0.115  0.108  0.138  0.155  0.153  0.165  0.228  0.295
#----------------------------------------------------------------------------
;
_STOE_measurement_identifier     JP444-2-F1
_STOE_measurement_max_exposure_per_frame '130.0 s'
_STOE_measurement_mean_exposure_per_frame '130.0 s'
_STOE_measurement_min_exposure_per_frame '130.0 s'
_STOE_measurement_total_exposure_time '18.7 h'
_STOE_measurement_total_frame_number 517
_STOE_measurement_total_run_number 10
_STOE_measurement_tube_power     '50.0 W'
####################################################################### 
# 
# 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_jp358-360
_database_code_depnum_ccdc_archive 'CCDC 2419408'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;Ecole Polytechnique
France
;
_audit_update_record             
;
2025-01-24 deposited with the CCDC.	2025-05-19 downloaded from the CCDC.
;
_audit_creation_date             2025-01-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H18 O2'
_chemical_formula_sum            'C15 H18 O2'
_chemical_formula_weight         230.29
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   17.7579(18)
_cell_length_b                   19.141(3)
_cell_length_c                   7.3717(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2505.6(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    118152
_cell_measurement_temperature    150
_cell_measurement_theta_max      32.58
_cell_measurement_theta_min      2.18
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_modifier   ?
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             992
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
30 4 15 0.1248
7 1 15 0.0779
20 -30 7 0.1501
6 13 30 0.0912
-13 -15 30 0.1049
-10 -7 -30 0.0636
-3 8 -15 0.0838
-3 -1 -15 0.0581

_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1266
_diffrn_reflns_av_unetI/netI     0.1510
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            10888
_diffrn_reflns_point_group_measured_fraction_full 0.916
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_theta_full        25.024
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_min         2.294
_diffrn_ambient_temperature      150
_diffrn_detector                 'EIGER2 1M CDTE'
_diffrn_detector_area_resol_mean 13.33
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
 1545 frames, detector distance = 60 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   Axo_Mo
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.604
_reflns_Friedel_fraction_full    0.810
_reflns_Friedel_fraction_max     0.810
_reflns_number_gt                1854
_reflns_number_total             4053
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
X-Area Recipe 2.0.2 (STOE, 2024)
;
_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.194.0 (STOE, 2023)
;
_computing_data_reduction        
;
X-Area Integrate 2.5.3.0 (STOE, 2021)
X-Area LANA 2.7.5.0 (STOE, 2022)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.4, Darmstadt 2024
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details 
;
 Flack x determined using 484 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -2.7(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.900
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         4053
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1761
_refine_ls_R_factor_gt           0.0810
_refine_ls_restrained_S_all      0.900
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1243P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1864
_refine_ls_wR_factor_ref         0.2285
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00F(H00G), C00H(H00U), C00I(H00V), C00Q(H00Q)
2.b Secondary CH2 refined with riding coordinates:
 C005(H00A,H00B), C007(H00S,H00T), C00A(H00C,H00D), C00B(H00E,H00F), C00R(H00X,
 H00Y), C00Y(H2,HF)
2.c Aromatic/amide H refined with riding coordinates:
 C00L(H00W), C00P(H00P)
2.d Idealised Me refined as rotating group:
 C00S(H00H,H00I,H00J), C00T(H00Z,H,HA), C00U(H00,HB,HC), C00V(H00K,H00L,H00M),
 C00W(H1,HD,HE), C00X(H00N,H00O,H00R)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.3187(3) 0.3130(3) 0.9474(10) 0.0568(17) Uani 1 1 d . . . . .
O002 O 0.9558(3) 0.6128(3) 0.4552(10) 0.0645(19) Uani 1 1 d . . . . .
O003 O 0.6757(3) 0.3410(3) 0.9633(10) 0.0599(18) Uani 1 1 d . . . . .
O004 O 0.5939(3) 0.6054(3) 0.4253(9) 0.067(2) Uani 1 1 d . . . . .
C005 C 0.4806(4) 0.2501(4) 1.2340(11) 0.037(2) Uani 1 1 d . . . . .
H00A H 0.525123 0.232712 1.301126 0.045 Uiso 1 1 calc R U . . .
H00B H 0.463144 0.294316 1.289725 0.045 Uiso 1 1 calc R U . . .
C006 C 0.8219(4) 0.4853(4) 0.5071(11) 0.041(2) Uani 1 1 d . . . . .
C007 C 0.7511(4) 0.5436(4) 0.7365(12) 0.042(2) Uani 1 1 d . . . . .
H00S H 0.793771 0.525744 0.809271 0.051 Uiso 1 1 calc R U . . .
H00T H 0.735360 0.589735 0.784300 0.051 Uiso 1 1 calc R U . . .
C008 C 0.6974(4) 0.5220(4) 0.4351(12) 0.041(2) Uani 1 1 d . . . . .
C009 C 0.3571(4) 0.2678(4) 1.0171(13) 0.042(2) Uani 1 1 d . . . . .
C00A C 0.5104(4) 0.1361(4) 1.0114(12) 0.042(2) Uani 1 1 d . . . . .
H00C H 0.527946 0.109111 1.117830 0.050 Uiso 1 1 calc R U . . .
H00D H 0.515032 0.106723 0.901491 0.050 Uiso 1 1 calc R U . . .
C00B C 0.3450(4) 0.2373(4) 1.2032(12) 0.042(2) Uani 1 1 d . . . . .
H00E H 0.300350 0.206351 1.206512 0.050 Uiso 1 1 calc R U . . .
H00F H 0.339644 0.274177 1.296369 0.050 Uiso 1 1 calc R U . . .
C00C C 0.6941(4) 0.4526(4) 0.5476(11) 0.0350(19) Uani 1 1 d . . . . .
C00D C 0.5539(4) 0.2022(4) 0.9914(12) 0.041(2) Uani 1 1 d . . . . .
C00E C 0.7713(4) 0.5476(4) 0.5302(13) 0.041(2) Uani 1 1 d . . . . .
C00F C 0.4182(4) 0.1959(4) 1.2280(12) 0.040(2) Uani 1 1 d . . . . .
H00G H 0.417917 0.162519 1.332389 0.049 Uiso 1 1 calc R U . . .
C00G C 0.4284(4) 0.1611(4) 1.0380(13) 0.042(2) Uani 1 1 d . . . . .
C00H C 0.6842(4) 0.4909(4) 0.7336(11) 0.041(2) Uani 1 1 d . . . . .
H00U H 0.680357 0.459725 0.841942 0.049 Uiso 1 1 calc R U . . .
C00I C 0.8187(4) 0.6087(4) 0.4618(12) 0.045(2) Uani 1 1 d . . . . .
H00V H 0.803816 0.617145 0.332910 0.054 Uiso 1 1 calc R U . . .
C00J C 0.6214(4) 0.3025(4) 0.9605(13) 0.045(2) Uani 1 1 d . . . . .
C00K C 0.4981(4) 0.2596(4) 1.0291(12) 0.039(2) Uani 1 1 d . . . . .
C00L C 0.8928(4) 0.5021(4) 0.4676(13) 0.050(2) Uani 1 1 d . . . . .
H00W H 0.932984 0.470161 0.448551 0.060 Uiso 1 1 calc R U . . .
C00M C 0.4248(4) 0.2327(4) 0.9330(12) 0.038(2) Uani 1 1 d . . . . .
C00N C 0.8979(5) 0.5783(4) 0.4585(13) 0.052(2) Uani 1 1 d . . . . .
C00O C 0.6307(4) 0.5617(4) 0.5081(15) 0.050(2) Uani 1 1 d . . . . .
C00P C 0.6218(4) 0.2252(4) 0.9586(12) 0.045(2) Uani 1 1 d . . . . .
H00P H 0.664663 0.196761 0.936871 0.054 Uiso 1 1 calc R U . . .
C00Q C 0.5388(4) 0.3261(4) 0.9596(14) 0.045(2) Uani 1 1 d . . . . .
H00Q H 0.523762 0.332784 0.829982 0.054 Uiso 1 1 calc R U . . .
C00R C 0.7736(4) 0.4223(4) 0.5307(12) 0.043(2) Uani 1 1 d . . . . .
H00X H 0.787817 0.396139 0.641322 0.051 Uiso 1 1 calc R U . . .
H00Y H 0.777537 0.390876 0.424439 0.051 Uiso 1 1 calc R U . . .
C00S C 0.5242(4) 0.3952(4) 1.0580(13) 0.052(2) Uani 1 1 d . . . . .
H00H H 0.541161 0.391339 1.184125 0.078 Uiso 1 1 calc R U . . .
H00I H 0.470178 0.405605 1.055603 0.078 Uiso 1 1 calc R U . . .
H00J H 0.551904 0.432775 0.997354 0.078 Uiso 1 1 calc R U . . .
C00T C 0.7003(5) 0.5175(4) 0.2316(12) 0.054(2) Uani 1 1 d . . . . .
H00Z H 0.744468 0.490280 0.194873 0.081 Uiso 1 1 calc R U . . .
H H 0.703780 0.564673 0.180408 0.081 Uiso 1 1 calc R U . . .
HA H 0.654536 0.494694 0.186831 0.081 Uiso 1 1 calc R U . . .
C00U C 0.8131(5) 0.6791(3) 0.5610(14) 0.058(3) Uani 1 1 d . . . . .
H00 H 0.760712 0.695101 0.560300 0.086 Uiso 1 1 calc R U . . .
HB H 0.844862 0.713608 0.499245 0.086 Uiso 1 1 calc R U . . .
HC H 0.830258 0.673535 0.686500 0.086 Uiso 1 1 calc R U . . .
C00V C 0.3709(4) 0.1059(4) 0.9848(13) 0.053(2) Uani 1 1 d . . . . .
H00K H 0.379399 0.091765 0.858588 0.079 Uiso 1 1 calc R U . . .
H00L H 0.320069 0.125095 0.997198 0.079 Uiso 1 1 calc R U . . .
H00M H 0.376348 0.065113 1.064223 0.079 Uiso 1 1 calc R U . . .
C00W C 0.6329(4) 0.3998(4) 0.5010(13) 0.052(2) Uani 1 1 d . . . . .
H1 H 0.583504 0.422647 0.506708 0.078 Uiso 1 1 calc R U . . .
HD H 0.634384 0.361177 0.588141 0.078 Uiso 1 1 calc R U . . .
HE H 0.641265 0.381718 0.378356 0.078 Uiso 1 1 calc R U . . .
C00X C 0.4257(5) 0.2317(4) 0.7298(12) 0.053(2) Uani 1 1 d . . . . .
H00N H 0.381522 0.206227 0.685191 0.079 Uiso 1 1 calc R U . . .
H00O H 0.471604 0.208477 0.687357 0.079 Uiso 1 1 calc R U . . .
H00R H 0.424473 0.279727 0.683889 0.079 Uiso 1 1 calc R U . . .
C00Y C 0.6148(4) 0.5369(4) 0.6968(13) 0.050(2) Uani 1 1 d . . . . .
H2 H 0.567643 0.509406 0.702417 0.060 Uiso 1 1 calc R U . . .
HF H 0.611735 0.576335 0.783301 0.060 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
O001 C009 1.216(9) . ?
O002 C00N 1.223(9) . ?
O003 C00J 1.214(8) . ?
O004 C00O 1.224(10) . ?
C005 H00A 0.9900 . ?
C005 H00B 0.9900 . ?
C005 C00F 1.520(10) . ?
C005 C00K 1.552(11) . ?
C006 C00E 1.502(9) . ?
C006 C00L 1.332(10) . ?
C006 C00R 1.489(9) . ?
C007 H00S 0.9900 . ?
C007 H00T 0.9900 . ?
C007 C00E 1.565(12) . ?
C007 C00H 1.558(9) . ?
C008 C00C 1.567(10) . ?
C008 C00E 1.566(10) . ?
C008 C00O 1.506(11) . ?
C008 C00T 1.504(11) . ?
C009 C00B 1.507(12) . ?
C009 C00M 1.511(11) . ?
C00A H00C 0.9900 . ?
C00A H00D 0.9900 . ?
C00A C00D 1.489(10) . ?
C00A C00G 1.544(10) . ?
C00B H00E 0.9900 . ?
C00B H00F 0.9900 . ?
C00B C00F 1.532(10) . ?
C00C C00H 1.565(11) . ?
C00C C00R 1.531(10) . ?
C00C C00W 1.524(10) . ?
C00D C00K 1.506(10) . ?
C00D C00P 1.306(10) . ?
C00E C00I 1.526(10) . ?
C00F H00G 1.0000 . ?
C00F C00G 1.562(12) . ?
C00G C00M 1.575(11) . ?
C00G C00V 1.520(10) . ?
C00H H00U 1.0000 . ?
C00H C00Y 1.538(10) . ?
C00I H00V 1.0000 . ?
C00I C00N 1.520(10) . ?
C00I C00U 1.537(10) . ?
C00J C00P 1.479(10) . ?
C00J C00Q 1.535(10) . ?
C00K C00M 1.569(10) . ?
C00K C00Q 1.550(10) . ?
C00L H00W 0.9500 . ?
C00L C00N 1.463(11) . ?
C00M C00X 1.498(11) . ?
C00O C00Y 1.497(13) . ?
C00P H00P 0.9500 . ?
C00Q H00Q 1.0000 . ?
C00Q C00S 1.530(11) . ?
C00R H00X 0.9900 . ?
C00R H00Y 0.9900 . ?
C00S H00H 0.9800 . ?
C00S H00I 0.9800 . ?
C00S H00J 0.9800 . ?
C00T H00Z 0.9800 . ?
C00T H 0.9800 . ?
C00T HA 0.9800 . ?
C00U H00 0.9800 . ?
C00U HB 0.9800 . ?
C00U HC 0.9800 . ?
C00V H00K 0.9800 . ?
C00V H00L 0.9800 . ?
C00V H00M 0.9800 . ?
C00W H1 0.9800 . ?
C00W HD 0.9800 . ?
C00W HE 0.9800 . ?
C00X H00N 0.9800 . ?
C00X H00O 0.9800 . ?
C00X H00R 0.9800 . ?
C00Y H2 0.9900 . ?
C00Y HF 0.9900 . ?

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
H00A C005 H00B 109.3 . . ?
C00F C005 H00A 111.5 . . ?
C00F C005 H00B 111.5 . . ?
C00F C005 C00K 101.4(6) . . ?
C00K C005 H00A 111.5 . . ?
C00K C005 H00B 111.5 . . ?
C00L C006 C00E 113.5(6) . . ?
C00L C006 C00R 139.9(7) . . ?
C00R C006 C00E 106.6(6) . . ?
H00S C007 H00T 109.4 . . ?
C00E C007 H00S 111.6 . . ?
C00E C007 H00T 111.6 . . ?
C00H C007 H00S 111.6 . . ?
C00H C007 H00T 111.6 . . ?
C00H C007 C00E 101.1(6) . . ?
C00E C008 C00C 93.4(6) . . ?
C00O C008 C00C 102.0(6) . . ?
C00O C008 C00E 110.0(6) . . ?
C00T C008 C00C 118.7(7) . . ?
C00T C008 C00E 115.9(7) . . ?
C00T C008 C00O 114.4(7) . . ?
O001 C009 C00B 125.6(7) . . ?
O001 C009 C00M 126.1(9) . . ?
C00B C009 C00M 108.3(7) . . ?
H00C C00A H00D 109.0 . . ?
C00D C00A H00C 111.0 . . ?
C00D C00A H00D 111.0 . . ?
C00D C00A C00G 103.8(6) . . ?
C00G C00A H00C 111.0 . . ?
C00G C00A H00D 111.0 . . ?
C009 C00B H00E 111.6 . . ?
C009 C00B H00F 111.6 . . ?
C009 C00B C00F 100.9(6) . . ?
H00E C00B H00F 109.4 . . ?
C00F C00B H00E 111.6 . . ?
C00F C00B H00F 111.6 . . ?
C00H C00C C008 94.0(6) . . ?
C00R C00C C008 104.1(6) . . ?
C00R C00C C00H 110.7(6) . . ?
C00W C00C C008 118.0(6) . . ?
C00W C00C C00H 115.3(6) . . ?
C00W C00C C00R 112.9(6) . . ?
C00A C00D C00K 105.1(6) . . ?
C00P C00D C00A 141.6(7) . . ?
C00P C00D C00K 113.3(7) . . ?
C006 C00E C007 102.1(6) . . ?
C006 C00E C008 101.7(6) . . ?
C006 C00E C00I 103.9(6) . . ?
C007 C00E C008 103.2(6) . . ?
C00I C00E C007 119.0(7) . . ?
C00I C00E C008 123.6(7) . . ?
C005 C00F C00B 105.6(6) . . ?
C005 C00F H00G 114.7 . . ?
C005 C00F C00G 103.5(6) . . ?
C00B C00F H00G 114.7 . . ?
C00B C00F C00G 102.2(6) . . ?
C00G C00F H00G 114.7 . . ?
C00A C00G C00F 110.8(6) . . ?
C00A C00G C00M 104.2(6) . . ?
C00F C00G C00M 93.7(6) . . ?
C00V C00G C00A 112.6(6) . . ?
C00V C00G C00F 116.8(7) . . ?
C00V C00G C00M 116.8(7) . . ?
C007 C00H C00C 103.3(6) . . ?
C007 C00H H00U 115.3 . . ?
C00C C00H H00U 115.3 . . ?
C00Y C00H C007 104.1(6) . . ?
C00Y C00H C00C 101.8(6) . . ?
C00Y C00H H00U 115.3 . . ?
C00E C00I H00V 107.0 . . ?
C00E C00I C00U 118.6(7) . . ?
C00N C00I C00E 102.9(6) . . ?
C00N C00I H00V 107.0 . . ?
C00N C00I C00U 113.8(7) . . ?
C00U C00I H00V 107.0 . . ?
O003 C00J C00P 127.1(7) . . ?
O003 C00J C00Q 125.5(7) . . ?
C00P C00J C00Q 107.4(6) . . ?
C005 C00K C00M 103.6(6) . . ?
C00D C00K C005 103.0(6) . . ?
C00D C00K C00M 102.8(6) . . ?
C00D C00K C00Q 103.4(6) . . ?
C00Q C00K C005 120.7(7) . . ?
C00Q C00K C00M 120.5(7) . . ?
C006 C00L H00W 126.0 . . ?
C006 C00L C00N 108.0(7) . . ?
C00N C00L H00W 126.0 . . ?
C009 C00M C00G 102.6(7) . . ?
C009 C00M C00K 109.2(6) . . ?
C00K C00M C00G 91.8(6) . . ?
C00X C00M C009 115.1(7) . . ?
C00X C00M C00G 118.7(7) . . ?
C00X C00M C00K 116.6(7) . . ?
O002 C00N C00I 124.9(7) . . ?
O002 C00N C00L 126.2(7) . . ?
C00L C00N C00I 108.9(6) . . ?
O004 C00O C008 125.9(9) . . ?
O004 C00O C00Y 125.4(8) . . ?
C00Y C00O C008 108.7(7) . . ?
C00D C00P C00J 109.4(7) . . ?
C00D C00P H00P 125.3 . . ?
C00J C00P H00P 125.3 . . ?
C00J C00Q C00K 101.7(6) . . ?
C00J C00Q H00Q 107.3 . . ?
C00K C00Q H00Q 107.3 . . ?
C00S C00Q C00J 114.5(7) . . ?
C00S C00Q C00K 118.2(7) . . ?
C00S C00Q H00Q 107.3 . . ?
C006 C00R C00C 103.5(6) . . ?
C006 C00R H00X 111.1 . . ?
C006 C00R H00Y 111.1 . . ?
C00C C00R H00X 111.1 . . ?
C00C C00R H00Y 111.1 . . ?
H00X C00R H00Y 109.0 . . ?
C00Q C00S H00H 109.5 . . ?
C00Q C00S H00I 109.5 . . ?
C00Q C00S H00J 109.5 . . ?
H00H C00S H00I 109.5 . . ?
H00H C00S H00J 109.5 . . ?
H00I C00S H00J 109.5 . . ?
C008 C00T H00Z 109.5 . . ?
C008 C00T H 109.5 . . ?
C008 C00T HA 109.5 . . ?
H00Z C00T H 109.5 . . ?
H00Z C00T HA 109.5 . . ?
H C00T HA 109.5 . . ?
C00I C00U H00 109.5 . . ?
C00I C00U HB 109.5 . . ?
C00I C00U HC 109.5 . . ?
H00 C00U HB 109.5 . . ?
H00 C00U HC 109.5 . . ?
HB C00U HC 109.5 . . ?
C00G C00V H00K 109.5 . . ?
C00G C00V H00L 109.5 . . ?
C00G C00V H00M 109.5 . . ?
H00K C00V H00L 109.5 . . ?
H00K C00V H00M 109.5 . . ?
H00L C00V H00M 109.5 . . ?
C00C C00W H1 109.5 . . ?
C00C C00W HD 109.5 . . ?
C00C C00W HE 109.5 . . ?
H1 C00W HD 109.5 . . ?
H1 C00W HE 109.5 . . ?
HD C00W HE 109.5 . . ?
C00M C00X H00N 109.5 . . ?
C00M C00X H00O 109.5 . . ?
C00M C00X H00R 109.5 . . ?
H00N C00X H00O 109.5 . . ?
H00N C00X H00R 109.5 . . ?
H00O C00X H00R 109.5 . . ?
C00H C00Y H2 111.5 . . ?
C00H C00Y HF 111.5 . . ?
C00O C00Y C00H 101.2(6) . . ?
C00O C00Y H2 111.5 . . ?
C00O C00Y HF 111.5 . . ?
H2 C00Y HF 109.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C009 C00B C00F -168.9(7) . . . . ?
O001 C009 C00M C00G -156.2(8) . . . . ?
O001 C009 C00M C00K 107.4(9) . . . . ?
O001 C009 C00M C00X -25.8(11) . . . . ?
O003 C00J C00P C00D 167.6(10) . . . . ?
O003 C00J C00Q C00K -159.2(10) . . . . ?
O003 C00J C00Q C00S -30.5(14) . . . . ?
O004 C00O C00Y C00H -173.0(8) . . . . ?
C005 C00F C00G C00A 52.3(7) . . . . ?
C005 C00F C00G C00M -54.3(6) . . . . ?
C005 C00F C00G C00V -176.9(6) . . . . ?
C005 C00K C00M C009 50.6(8) . . . . ?
C005 C00K C00M C00G -53.4(7) . . . . ?
C005 C00K C00M C00X -176.9(7) . . . . ?
C005 C00K C00Q C00J 93.3(8) . . . . ?
C005 C00K C00Q C00S -32.9(11) . . . . ?
C006 C00E C00I C00N -15.7(9) . . . . ?
C006 C00E C00I C00U -142.3(8) . . . . ?
C006 C00L C00N O002 167.1(9) . . . . ?
C006 C00L C00N C00I -10.6(11) . . . . ?
C007 C00E C00I C00N 96.8(8) . . . . ?
C007 C00E C00I C00U -29.7(11) . . . . ?
C007 C00H C00Y C00O 66.3(7) . . . . ?
C008 C00C C00H C007 -52.9(6) . . . . ?
C008 C00C C00H C00Y 54.8(6) . . . . ?
C008 C00C C00R C006 28.8(8) . . . . ?
C008 C00E C00I C00N -130.2(8) . . . . ?
C008 C00E C00I C00U 103.2(10) . . . . ?
C008 C00O C00Y C00H 9.1(8) . . . . ?
C009 C00B C00F C005 65.4(7) . . . . ?
C009 C00B C00F C00G -42.5(7) . . . . ?
C00A C00D C00K C005 67.6(7) . . . . ?
C00A C00D C00K C00M -39.8(8) . . . . ?
C00A C00D C00K C00Q -165.9(7) . . . . ?
C00A C00D C00P C00J -180.0(11) . . . . ?
C00A C00G C00M C009 -159.5(6) . . . . ?
C00A C00G C00M C00K -49.4(7) . . . . ?
C00A C00G C00M C00X 72.4(8) . . . . ?
C00B C009 C00M C00G 23.8(8) . . . . ?
C00B C009 C00M C00K -72.6(7) . . . . ?
C00B C009 C00M C00X 154.2(7) . . . . ?
C00B C00F C00G C00A 161.9(6) . . . . ?
C00B C00F C00G C00M 55.2(6) . . . . ?
C00B C00F C00G C00V -67.4(8) . . . . ?
C00C C008 C00E C006 52.0(7) . . . . ?
C00C C008 C00E C007 -53.6(6) . . . . ?
C00C C008 C00E C00I 167.5(7) . . . . ?
C00C C008 C00O O004 -152.1(8) . . . . ?
C00C C008 C00O C00Y 25.7(8) . . . . ?
C00C C00H C00Y C00O -40.8(7) . . . . ?
C00D C00A C00G C00F -70.8(8) . . . . ?
C00D C00A C00G C00M 28.8(8) . . . . ?
C00D C00A C00G C00V 156.3(8) . . . . ?
C00D C00K C00M C009 157.6(7) . . . . ?
C00D C00K C00M C00G 53.6(7) . . . . ?
C00D C00K C00M C00X -69.9(8) . . . . ?
C00D C00K C00Q C00J -21.0(9) . . . . ?
C00D C00K C00Q C00S -147.2(8) . . . . ?
C00E C006 C00L C00N -0.3(11) . . . . ?
C00E C006 C00R C00C 5.7(8) . . . . ?
C00E C007 C00H C00C 19.7(7) . . . . ?
C00E C007 C00H C00Y -86.3(7) . . . . ?
C00E C008 C00C C00H 63.2(6) . . . . ?
C00E C008 C00C C00R -49.3(7) . . . . ?
C00E C008 C00C C00W -175.2(7) . . . . ?
C00E C008 C00O O004 109.7(9) . . . . ?
C00E C008 C00O C00Y -72.4(8) . . . . ?
C00E C00I C00N O002 -161.2(10) . . . . ?
C00E C00I C00N C00L 16.5(10) . . . . ?
C00F C005 C00K C00D -85.9(7) . . . . ?
C00F C005 C00K C00M 21.0(7) . . . . ?
C00F C005 C00K C00Q 159.7(6) . . . . ?
C00F C00G C00M C009 -47.0(7) . . . . ?
C00F C00G C00M C00K 63.1(6) . . . . ?
C00F C00G C00M C00X -175.1(7) . . . . ?
C00G C00A C00D C00K 6.5(8) . . . . ?
C00G C00A C00D C00P -176.1(12) . . . . ?
C00H C007 C00E C006 -84.0(6) . . . . ?
C00H C007 C00E C008 21.2(7) . . . . ?
C00H C007 C00E C00I 162.5(6) . . . . ?
C00H C00C C00R C006 -71.1(8) . . . . ?
C00K C005 C00F C00B -86.3(7) . . . . ?
C00K C005 C00F C00G 20.7(7) . . . . ?
C00K C00D C00P C00J -2.7(11) . . . . ?
C00L C006 C00E C007 -113.5(8) . . . . ?
C00L C006 C00E C008 140.1(8) . . . . ?
C00L C006 C00E C00I 10.8(10) . . . . ?
C00L C006 C00R C00C -171.5(11) . . . . ?
C00M C009 C00B C00F 11.1(8) . . . . ?
C00M C00K C00Q C00J -134.8(8) . . . . ?
C00M C00K C00Q C00S 98.9(10) . . . . ?
C00O C008 C00C C00H -48.0(7) . . . . ?
C00O C008 C00C C00R -160.5(7) . . . . ?
C00O C008 C00C C00W 73.5(9) . . . . ?
C00O C008 C00E C006 156.1(7) . . . . ?
C00O C008 C00E C007 50.6(8) . . . . ?
C00O C008 C00E C00I -88.3(9) . . . . ?
C00P C00D C00K C005 -110.6(8) . . . . ?
C00P C00D C00K C00M 141.9(8) . . . . ?
C00P C00D C00K C00Q 15.9(10) . . . . ?
C00P C00J C00Q C00K 20.5(9) . . . . ?
C00P C00J C00Q C00S 149.1(8) . . . . ?
C00Q C00J C00P C00D -12.0(11) . . . . ?
C00Q C00K C00M C009 -88.2(9) . . . . ?
C00Q C00K C00M C00G 167.8(7) . . . . ?
C00Q C00K C00M C00X 44.3(10) . . . . ?
C00R C006 C00E C007 68.4(7) . . . . ?
C00R C006 C00E C008 -37.9(8) . . . . ?
C00R C006 C00E C00I -167.3(7) . . . . ?
C00R C006 C00L C00N 176.7(11) . . . . ?
C00R C00C C00H C007 53.9(7) . . . . ?
C00R C00C C00H C00Y 161.6(6) . . . . ?
C00T C008 C00C C00H -174.7(7) . . . . ?
C00T C008 C00C C00R 72.8(8) . . . . ?
C00T C008 C00C C00W -53.2(10) . . . . ?
C00T C008 C00E C006 -72.3(8) . . . . ?
C00T C008 C00E C007 -177.9(6) . . . . ?
C00T C008 C00E C00I 43.2(10) . . . . ?
C00T C008 C00O O004 -22.6(11) . . . . ?
C00T C008 C00O C00Y 155.2(7) . . . . ?
C00U C00I C00N O002 -31.6(13) . . . . ?
C00U C00I C00N C00L 146.1(8) . . . . ?
C00V C00G C00M C009 75.6(9) . . . . ?
C00V C00G C00M C00K -174.3(7) . . . . ?
C00V C00G C00M C00X -52.6(10) . . . . ?
C00W C00C C00H C007 -176.5(6) . . . . ?
C00W C00C C00H C00Y -68.8(8) . . . . ?
C00W C00C C00R C006 158.0(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_STOE_detector_distance          '60.0 mm'
_STOE_detector_pixelsize_x       '0.075 mm'
_STOE_detector_pixelsize_y       '0.075 mm'
_STOE_detector_size_x            '8.0 cm'
_STOE_detector_size_y            '7.7 cm'
_STOE_evaluation_integration_A   10.1
_STOE_evaluation_integration_B   0.1
_STOE_evaluation_integration_EMS 0.011
_STOE_evaluation_LANA_BIS_l_even_max -
_STOE_evaluation_LANA_BIS_l_odd_max -
_STOE_evaluation_LANA_BOS_l_even_max 4
_STOE_evaluation_LANA_BOS_l_odd_max 1
_STOE_evaluation_LANA_completeness 78.5
_STOE_evaluation_LANA_DXS_max_order 3
_STOE_evaluation_LANA_DYS_max_order 3
_STOE_evaluation_LANA_FS_max_order 3
_STOE_evaluation_LANA_max_2theta_available 58.4
_STOE_evaluation_LANA_max_2theta_desired 58.4
_STOE_evaluation_LANA_mean_redundancy 2.5
_STOE_evaluation_LANA_number_refls_after_OR 13320
_STOE_evaluation_LANA_number_refls_outliers 931
_STOE_evaluation_LANA_number_refls_total 14251
_STOE_evaluation_LANA_number_refls_unique 5340
_STOE_evaluation_LANA_number_refls_written 13320
_STOE_evaluation_LANA_OR_c1      0.050
_STOE_evaluation_LANA_OR_c2      0
_STOE_evaluation_LANA_OR_c3      0
_STOE_evaluation_LANA_OR_c4      1.0
_STOE_evaluation_LANA_point_group 222
_STOE_evaluation_LANA_table      
;
#----------------------------------------------------------------------------
2Theta           6.7   12.9   19.1   25.3   31.5   37.7   43.9   50.1   56.3
#----------------------------------------------------------------------------
<Resolution>    5.24   3.11   2.15   1.60   1.31   1.10   0.95   0.84   0.77
N(total)         197    649    876   1403   2013   2607   2713   2819    974
<Redundancy>     4.5    4.2    2.9    2.9    2.9    2.7    2.5    2.2    1.6
Complet. [%%]    97.3  100.0   97.7   96.7   96.0   94.8   87.4   82.4   38.7
<I/sigma>       68.5   38.5   18.6    9.4    3.9    2.6    0.7    0.3    0.2
R(int)         0.067  0.074  0.088  0.098  0.151  0.199  0.491  0.644  0.639
#----------------------------------------------------------------------------
;
_STOE_measurement_identifier     JP358-360
_STOE_measurement_max_exposure_per_frame '180.0 s'
_STOE_measurement_mean_exposure_per_frame '180.0 s'
_STOE_measurement_min_exposure_per_frame '180.0 s'
_STOE_measurement_total_exposure_time '16.8 h'
_STOE_measurement_total_frame_number 335
_STOE_measurement_total_run_number 8
_STOE_measurement_tube_power     '50.0 W'
####################################################################### 
# 
# 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_jp382-1f1
_database_code_depnum_ccdc_archive 'CCDC 2418571'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;Ecole Polytechnique
France
;
_audit_update_record             
;
2025-01-21 deposited with the CCDC.	2025-05-19 downloaded from the CCDC.
;
_audit_creation_date             2024-10-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C70 H116 O4 Tm2'
_chemical_formula_sum            'C15 H18 O3'
_chemical_formula_weight         246.29
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           145
_space_group_name_H-M_alt        'P 32'
_space_group_name_Hall           'P 32'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'

_cell_length_a                   7.6126(5)
_cell_length_b                   7.6126(5)
_cell_length_c                   18.9125(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     949.17(15)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    24609
_cell_measurement_temperature    150
_cell_measurement_theta_max      28.87
_cell_measurement_theta_min      3.09
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             396
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16816
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.158
_diffrn_reflns_theta_min         3.090
_diffrn_ambient_temperature      150
_diffrn_detector                 'EIGER2 1M CDTE'
_diffrn_detector_area_resol_mean 13.33
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details      '304 frames, detector distance = 70 mm'
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   Axo_Mo
_diffrn_source_current           1.00
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.943
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.904
_reflns_number_gt                2667
_reflns_number_total             3196
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
X-Area Recipe 2.0.2 (STOE, 2024)
;
_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.194.0 (STOE, 2023)
;
_computing_data_reduction        
;
X-Area Integrate 2.5.3.0 (STOE, 2021)
X-Area LANA 2.7.5.0 (STOE, 2022)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.4, Darmstadt 2024
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 1131 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.5(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         3196
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0335
_refine_ls_restrained_S_all      0.985
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0434P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0727
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Sof(H00L)=Sof(H00M)=Sof(H00N)=1-FVAR(1)
 Sof(H00I)=Sof(H00J)=Sof(H00K)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C00B(H00C), C00D(H00D)
3.b Secondary CH2 refined with riding coordinates:
 C009(H00A,H00B), C00E(H00E,H00F), C00F(H00G,H00H)
3.c Disordered Me refined as rotating group:
 C00G(H00I,H00J,H00K,H00L,H00M,H00N)
3.d Idealised Me refined as rotating group:
 C00H(H00O,H00P,H00Q), C00I(H00R,H00S,H00T)
3.e Idealised tetrahedral OH refined as rotating group:
 O002(H002)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.2129(2) 0.0105(2) 0.37970(7) 0.0225(3) Uani 1 1 d . . . . .
O002 O 0.2610(2) 0.7195(2) 0.45303(8) 0.0261(3) Uani 1 1 d . . . . .
H002 H 0.266420 0.818435 0.431347 0.039 Uiso 1 1 calc R U . . .
O003 O 0.4006(2) 0.3894(2) 0.62209(8) 0.0307(4) Uani 1 1 d . . . . .
C004 C 0.4976(3) 0.5300(3) 0.58256(10) 0.0202(4) Uani 1 1 d . . . . .
C005 C 0.4123(3) 0.5086(3) 0.43353(9) 0.0168(4) Uani 1 1 d . . . . .
C006 C 0.5913(3) 0.4849(3) 0.45298(10) 0.0178(4) Uani 1 1 d . . . . .
C007 C 0.3172(3) 0.1841(3) 0.40195(10) 0.0179(4) Uani 1 1 d . . . . .
C008 C 0.7711(3) 0.7718(3) 0.50302(10) 0.0191(4) Uani 1 1 d . . . . .
C009 C 0.7864(3) 0.6834(3) 0.43101(10) 0.0204(4) Uani 1 1 d . . . . .
H00A H 0.908025 0.668946 0.426014 0.025 Uiso 1 1 calc R U . . .
H00B H 0.768746 0.752014 0.389415 0.025 Uiso 1 1 calc R U . . .
C00A C 0.6620(3) 0.5509(3) 0.53253(11) 0.0185(4) Uani 1 1 d . . . . .
C00B C 0.4464(3) 0.7195(3) 0.44339(11) 0.0198(4) Uani 1 1 d . . . . .
H00C H 0.513977 0.799813 0.399916 0.024 Uiso 1 1 calc R U . . .
C00C C 0.2569(3) 0.3399(3) 0.40544(9) 0.0186(4) Uani 1 1 d . . . . .
C00D C 0.5920(3) 0.8176(3) 0.50612(11) 0.0202(4) Uani 1 1 d . . . . .
H00D H 0.645420 0.967214 0.506981 0.024 Uiso 1 1 calc R U . . .
C00E C 0.4813(3) 0.7198(3) 0.57565(11) 0.0233(4) Uani 1 1 d . . . . .
H00E H 0.547337 0.812258 0.616118 0.028 Uiso 1 1 calc R U . . .
H00F H 0.337554 0.685189 0.573349 0.028 Uiso 1 1 calc R U . . .
C00F C 0.5323(3) 0.2726(3) 0.42865(11) 0.0211(4) Uani 1 1 d . . . . .
H00G H 0.623387 0.277175 0.390443 0.025 Uiso 1 1 calc R U . . .
H00H H 0.538641 0.191282 0.468373 0.025 Uiso 1 1 calc R U . . .
C00G C 0.0541(3) 0.2983(3) 0.37871(12) 0.0257(5) Uani 1 1 d . . . . .
H00I H -0.033541 0.283747 0.418875 0.031 Uiso 0.40(2) 1 calc R U P . .
H00J H -0.008480 0.172733 0.350972 0.031 Uiso 0.40(2) 1 calc R U P . .
H00K H 0.071805 0.411195 0.348834 0.031 Uiso 0.40(2) 1 calc R U P . .
H00L H 0.053397 0.294703 0.326912 0.031 Uiso 0.60(2) 1 calc R U P . .
H00M H 0.028336 0.405717 0.394816 0.031 Uiso 0.60(2) 1 calc R U P . .
H00N H -0.051949 0.167255 0.396953 0.031 Uiso 0.60(2) 1 calc R U P . .
C00H C 0.7901(3) 0.4651(3) 0.56134(11) 0.0248(4) Uani 1 1 d . . . . .
H00O H 0.870744 0.547600 0.601428 0.037 Uiso 1 1 calc R U . . .
H00P H 0.880816 0.467392 0.524158 0.037 Uiso 1 1 calc R U . . .
H00Q H 0.701196 0.325145 0.577018 0.037 Uiso 1 1 calc R U . . .
C00I C 0.9616(3) 0.9340(3) 0.53897(11) 0.0249(5) Uani 1 1 d . . . . .
H00R H 1.066544 0.895417 0.537401 0.037 Uiso 1 1 calc R U . . .
H00S H 0.931119 0.947854 0.588319 0.037 Uiso 1 1 calc R U . . .
H00T H 1.010188 1.063592 0.514430 0.037 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
O001 C007 1.227(2) . ?
O002 H002 0.8400 . ?
O002 C00B 1.423(2) . ?
O003 C004 1.208(3) . ?
C004 C00A 1.512(3) . ?
C004 C00E 1.517(3) . ?
C005 C006 1.507(3) . ?
C005 C00B 1.505(3) . ?
C005 C00C 1.346(3) . ?
C006 C009 1.555(3) . ?
C006 C00A 1.592(3) . ?
C006 C00F 1.516(3) . ?
C007 C00C 1.472(3) . ?
C007 C00F 1.512(3) . ?
C008 C009 1.549(3) . ?
C008 C00A 1.560(3) . ?
C008 C00D 1.568(3) . ?
C008 C00I 1.516(3) . ?
C009 H00A 0.9900 . ?
C009 H00B 0.9900 . ?
C00A C00H 1.520(3) . ?
C00B H00C 1.0000 . ?
C00B C00D 1.538(3) . ?
C00C C00G 1.500(3) . ?
C00D H00D 1.0000 . ?
C00D C00E 1.538(3) . ?
C00E H00E 0.9900 . ?
C00E H00F 0.9900 . ?
C00F H00G 0.9900 . ?
C00F H00H 0.9900 . ?
C00G H00I 0.9800 . ?
C00G H00J 0.9800 . ?
C00G H00K 0.9800 . ?
C00G H00L 0.9800 . ?
C00G H00M 0.9800 . ?
C00G H00N 0.9800 . ?
C00H H00O 0.9800 . ?
C00H H00P 0.9800 . ?
C00H H00Q 0.9800 . ?
C00I H00R 0.9800 . ?
C00I H00S 0.9800 . ?
C00I H00T 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
C00B O002 H002 109.5 . . ?
O003 C004 C00A 126.01(17) . . ?
O003 C004 C00E 126.32(18) . . ?
C00A C004 C00E 107.65(16) . . ?
C00B C005 C006 114.43(16) . . ?
C00C C005 C006 113.47(17) . . ?
C00C C005 C00B 131.87(17) . . ?
C005 C006 C009 107.46(16) . . ?
C005 C006 C00A 112.08(16) . . ?
C005 C006 C00F 104.46(16) . . ?
C009 C006 C00A 86.45(14) . . ?
C00F C006 C009 125.78(16) . . ?
C00F C006 C00A 119.78(16) . . ?
O001 C007 C00C 126.08(17) . . ?
O001 C007 C00F 124.61(18) . . ?
C00C C007 C00F 109.30(17) . . ?
C009 C008 C00A 87.78(14) . . ?
C009 C008 C00D 113.07(16) . . ?
C00A C008 C00D 99.92(15) . . ?
C00I C008 C009 119.95(16) . . ?
C00I C008 C00A 119.64(17) . . ?
C00I C008 C00D 112.71(17) . . ?
C006 C009 H00A 114.2 . . ?
C006 C009 H00B 114.2 . . ?
C008 C009 C006 86.83(14) . . ?
C008 C009 H00A 114.2 . . ?
C008 C009 H00B 114.2 . . ?
H00A C009 H00B 111.3 . . ?
C004 C00A C006 115.27(16) . . ?
C004 C00A C008 107.72(15) . . ?
C004 C00A C00H 113.90(17) . . ?
C008 C00A C006 85.18(14) . . ?
C00H C00A C006 113.02(16) . . ?
C00H C00A C008 118.75(16) . . ?
O002 C00B C005 111.97(15) . . ?
O002 C00B H00C 108.2 . . ?
O002 C00B C00D 112.02(16) . . ?
C005 C00B H00C 108.2 . . ?
C005 C00B C00D 108.16(15) . . ?
C00D C00B H00C 108.2 . . ?
C005 C00C C007 107.88(17) . . ?
C005 C00C C00G 130.94(19) . . ?
C007 C00C C00G 121.17(17) . . ?
C008 C00D H00D 110.5 . . ?
C00B C00D C008 111.03(16) . . ?
C00B C00D H00D 110.5 . . ?
C00B C00D C00E 109.71(17) . . ?
C00E C00D C008 104.55(16) . . ?
C00E C00D H00D 110.5 . . ?
C004 C00E C00D 104.40(16) . . ?
C004 C00E H00E 110.9 . . ?
C004 C00E H00F 110.9 . . ?
C00D C00E H00E 110.9 . . ?
C00D C00E H00F 110.9 . . ?
H00E C00E H00F 108.9 . . ?
C006 C00F H00G 110.8 . . ?
C006 C00F H00H 110.8 . . ?
C007 C00F C006 104.72(16) . . ?
C007 C00F H00G 110.8 . . ?
C007 C00F H00H 110.8 . . ?
H00G C00F H00H 108.9 . . ?
C00C C00G H00I 109.5 . . ?
C00C C00G H00J 109.5 . . ?
C00C C00G H00K 109.5 . . ?
C00C C00G H00L 109.5 . . ?
C00C C00G H00M 109.5 . . ?
C00C C00G H00N 109.5 . . ?
H00I C00G H00J 109.5 . . ?
H00I C00G H00K 109.5 . . ?
H00I C00G H00L 141.1 . . ?
H00I C00G H00M 56.3 . . ?
H00I C00G H00N 56.3 . . ?
H00J C00G H00K 109.5 . . ?
H00J C00G H00L 56.3 . . ?
H00J C00G H00M 141.1 . . ?
H00J C00G H00N 56.3 . . ?
H00K C00G H00L 56.3 . . ?
H00K C00G H00M 56.3 . . ?
H00K C00G H00N 141.1 . . ?
H00L C00G H00M 109.5 . . ?
H00L C00G H00N 109.5 . . ?
H00M C00G H00N 109.5 . . ?
C00A C00H H00O 109.5 . . ?
C00A C00H H00P 109.5 . . ?
C00A C00H H00Q 109.5 . . ?
H00O C00H H00P 109.5 . . ?
H00O C00H H00Q 109.5 . . ?
H00P C00H H00Q 109.5 . . ?
C008 C00I H00R 109.5 . . ?
C008 C00I H00S 109.5 . . ?
C008 C00I H00T 109.5 . . ?
H00R C00I H00S 109.5 . . ?
H00R C00I H00T 109.5 . . ?
H00S C00I H00T 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
O001 C007 C00C C005 179.46(18) . . . . ?
O001 C007 C00C C00G -1.8(3) . . . . ?
O001 C007 C00F C006 -177.52(17) . . . . ?
O002 C00B C00D C008 166.91(15) . . . . ?
O002 C00B C00D C00E 51.8(2) . . . . ?
O003 C004 C00A C006 97.4(2) . . . . ?
O003 C004 C00A C008 -169.6(2) . . . . ?
O003 C004 C00A C00H -35.6(3) . . . . ?
O003 C004 C00E C00D -165.3(2) . . . . ?
C005 C006 C009 C008 84.60(16) . . . . ?
C005 C006 C00A C004 27.2(2) . . . . ?
C005 C006 C00A C008 -80.11(17) . . . . ?
C005 C006 C00A C00H 160.64(17) . . . . ?
C005 C006 C00F C007 -4.1(2) . . . . ?
C005 C00B C00D C008 43.0(2) . . . . ?
C005 C00B C00D C00E -72.03(18) . . . . ?
C006 C005 C00B O002 -155.82(16) . . . . ?
C006 C005 C00B C00D -31.9(2) . . . . ?
C006 C005 C00C C007 -0.9(2) . . . . ?
C006 C005 C00C C00G -179.45(19) . . . . ?
C008 C00D C00E C004 -35.3(2) . . . . ?
C009 C006 C00A C004 134.64(16) . . . . ?
C009 C006 C00A C008 27.30(13) . . . . ?
C009 C006 C00A C00H -91.95(18) . . . . ?
C009 C006 C00F C007 -128.69(19) . . . . ?
C009 C008 C00A C004 -142.37(16) . . . . ?
C009 C008 C00A C006 -27.37(13) . . . . ?
C009 C008 C00A C00H 86.30(19) . . . . ?
C009 C008 C00D C00B 12.8(2) . . . . ?
C009 C008 C00D C00E 131.04(17) . . . . ?
C00A C004 C00E C00D 16.4(2) . . . . ?
C00A C006 C009 C008 -27.44(13) . . . . ?
C00A C006 C00F C007 122.38(18) . . . . ?
C00A C008 C009 C006 28.02(14) . . . . ?
C00A C008 C00D C00B -79.01(17) . . . . ?
C00A C008 C00D C00E 39.22(19) . . . . ?
C00B C005 C006 C009 -36.4(2) . . . . ?
C00B C005 C006 C00A 56.9(2) . . . . ?
C00B C005 C006 C00F -171.92(16) . . . . ?
C00B C005 C00C C007 173.25(19) . . . . ?
C00B C005 C00C C00G -5.3(3) . . . . ?
C00B C00D C00E C004 83.86(19) . . . . ?
C00C C005 C006 C009 138.86(17) . . . . ?
C00C C005 C006 C00A -127.85(17) . . . . ?
C00C C005 C006 C00F 3.3(2) . . . . ?
C00C C005 C00B O002 30.1(3) . . . . ?
C00C C005 C00B C00D 154.0(2) . . . . ?
C00C C007 C00F C006 3.8(2) . . . . ?
C00D C008 C009 C006 -71.81(17) . . . . ?
C00D C008 C00A C004 -29.34(18) . . . . ?
C00D C008 C00A C006 85.67(15) . . . . ?
C00D C008 C00A C00H -160.67(18) . . . . ?
C00E C004 C00A C006 -84.30(19) . . . . ?
C00E C004 C00A C008 8.8(2) . . . . ?
C00E C004 C00A C00H 142.70(17) . . . . ?
C00F C006 C009 C008 -152.09(19) . . . . ?
C00F C006 C00A C004 -95.6(2) . . . . ?
C00F C006 C00A C008 157.04(17) . . . . ?
C00F C006 C00A C00H 37.8(2) . . . . ?
C00F C007 C00C C005 -1.9(2) . . . . ?
C00F C007 C00C C00G 176.79(18) . . . . ?
C00I C008 C009 C006 151.31(18) . . . . ?
C00I C008 C00A C004 94.1(2) . . . . ?
C00I C008 C00A C006 -150.93(18) . . . . ?
C00I C008 C00A C00H -37.3(3) . . . . ?
C00I C008 C00D C00B 152.86(17) . . . . ?
C00I C008 C00D C00E -88.91(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_STOE_detector_distance          '60.0 mm'
_STOE_detector_pixelsize_x       '0.075 mm'
_STOE_detector_pixelsize_y       '0.075 mm'
_STOE_detector_size_x            '8.0 cm'
_STOE_detector_size_y            '7.7 cm'
_STOE_evaluation_integration_A   10.1
_STOE_evaluation_integration_B   0.1
_STOE_evaluation_integration_EMS 0.011
_STOE_evaluation_LANA_BIS_l_even_max -
_STOE_evaluation_LANA_BIS_l_odd_max -
_STOE_evaluation_LANA_BOS_l_even_max 4
_STOE_evaluation_LANA_BOS_l_odd_max 1
_STOE_evaluation_LANA_completeness 93.2
_STOE_evaluation_LANA_DXS_max_order 3
_STOE_evaluation_LANA_DYS_max_order 3
_STOE_evaluation_LANA_FS_max_order 3
_STOE_evaluation_LANA_max_2theta_available 58.4
_STOE_evaluation_LANA_max_2theta_desired 58.4
_STOE_evaluation_LANA_mean_redundancy 5.2
_STOE_evaluation_LANA_number_refls_after_OR 16882
_STOE_evaluation_LANA_number_refls_outliers 625
_STOE_evaluation_LANA_number_refls_total 17507
_STOE_evaluation_LANA_number_refls_unique 3225
_STOE_evaluation_LANA_number_refls_written 16882
_STOE_evaluation_LANA_OR_c1      0.050
_STOE_evaluation_LANA_OR_c2      0
_STOE_evaluation_LANA_OR_c3      0
_STOE_evaluation_LANA_OR_c4      1.0
_STOE_evaluation_LANA_point_group 3
_STOE_evaluation_LANA_table      
;
#----------------------------------------------------------------------------
2Theta           8.3   14.3   20.3   26.3   32.3   38.3   44.3   50.3   56.3
#----------------------------------------------------------------------------
<Resolution>    4.64   2.82   2.01   1.53   1.26   1.08   0.94   0.84   0.77
N(total)         384    918    944   1667   2359   2849   3527   3564   1295
<Redundancy>    11.6   10.4    5.8    6.4    6.3    6.2    5.5    4.6    2.5
Complet. [%%]   100.0  100.0  100.0   99.6  100.0  100.0  100.0  100.0   68.9
<I/sigma>      122.8   74.5   50.7   25.1   15.8   10.2    4.6    3.0    2.3
R(int)         0.017  0.017  0.019  0.025  0.031  0.042  0.079  0.106  0.118
#----------------------------------------------------------------------------
;
_STOE_measurement_identifier     JP382-1F1
_STOE_measurement_max_exposure_per_frame '15.0 s'
_STOE_measurement_mean_exposure_per_frame '15.0 s'
_STOE_measurement_min_exposure_per_frame '15.0 s'
_STOE_measurement_total_exposure_time '4.3 h'
_STOE_measurement_total_frame_number 1036
_STOE_measurement_total_run_number 17
_STOE_measurement_tube_power     '50.0 W'
####################################################################### 
# 
# 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_jp334-f1
_database_code_depnum_ccdc_archive 'CCDC 2419407'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;Ecole Polytechnique
France
;
_audit_update_record             
;
2025-01-24 deposited with the CCDC.	2025-05-19 downloaded from the CCDC.
;
_audit_creation_date             2025-01-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H18 O2'
_chemical_formula_sum            'C15 H18 O2'
_chemical_formula_weight         230.29
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.7955(10)
_cell_length_b                   10.5156(16)
_cell_length_c                   12.1712(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1253.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12905
_cell_measurement_temperature    150
_cell_measurement_theta_max      28.87
_cell_measurement_theta_min      2.56
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14022
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.024
_diffrn_reflns_theta_min         2.560
_diffrn_ambient_temperature      150
_diffrn_detector                 'EIGER2 1M CDTE'
_diffrn_detector_area_resol_mean 13.33
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_details      
;
 737 frames, detector distance = 60 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   Axo_Mo
_diffrn_source_current           1.00
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.696
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.892
_reflns_number_gt                2439
_reflns_number_total             3108
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
X-Area Recipe 1.37.0.0 (STOE, 2021)
;
_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.186.0 (STOE, 2022)
;
_computing_data_reduction        
;
X-Area Integrate 2.5.3.0 (STOE, 2021)
X-Area LANA 2.7.5.0 (STOE, 2022)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.1, Darmstadt 2022
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 874 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         3108
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      0.972
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0524P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0855
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00C(H00E)
2.b Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00B(H00C,H00D), C00D(H00F,H00G), C00E(H00H,H00I)
2.c Idealised Me refined as rotating group:
 C00F(H00J,H00K,H00L), C00G(H00M,H00N,H00O), C00H(H00P,H00Q,H00R)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.82452(13) 0.37422(11) 0.19687(9) 0.0334(3) Uani 1 1 d . . . . .
O002 O 0.53538(15) 0.77173(14) 0.09041(11) 0.0441(4) Uani 1 1 d . . . . .
C003 C 0.83494(17) 0.43279(16) 0.28162(14) 0.0252(4) Uani 1 1 d . . . . .
C004 C 0.78311(19) 0.67817(16) 0.29161(14) 0.0280(4) Uani 1 1 d . . . . .
C005 C 0.54553(19) 0.65366(17) 0.25891(15) 0.0306(4) Uani 1 1 d . . . . .
C006 C 0.5998(2) 0.73009(17) 0.16758(14) 0.0332(4) Uani 1 1 d . . . . .
C007 C 0.89260(17) 0.56597(15) 0.29213(13) 0.0257(4) Uani 1 1 d . . . . .
C008 C 0.64700(19) 0.62882(16) 0.32879(13) 0.0281(4) Uani 1 1 d . . . . .
C009 C 0.90458(19) 0.59311(17) 0.41727(14) 0.0294(4) Uani 1 1 d . . . . .
C00A C 0.85968(19) 0.73106(17) 0.39314(15) 0.0332(4) Uani 1 1 d . . . . .
H00A H 0.935852 0.789237 0.374948 0.040 Uiso 1 1 calc R U . . .
H00B H 0.799219 0.768208 0.449867 0.040 Uiso 1 1 calc R U . . .
C00B C 0.7512(2) 0.75209(17) 0.18784(15) 0.0330(4) Uani 1 1 d . . . . .
H00C H 0.806180 0.720251 0.125372 0.040 Uiso 1 1 calc R U . . .
H00D H 0.770472 0.843736 0.198148 0.040 Uiso 1 1 calc R U . . .
C00C C 0.7861(2) 0.50809(18) 0.46185(14) 0.0310(4) Uani 1 1 d . . . . .
H00E H 0.798136 0.490609 0.542034 0.037 Uiso 1 1 calc R U . . .
C00D C 0.64551(19) 0.56743(19) 0.43894(14) 0.0321(4) Uani 1 1 d . . . . .
H00F H 0.574263 0.500705 0.441172 0.038 Uiso 1 1 calc R U . . .
H00G H 0.624061 0.631474 0.496007 0.038 Uiso 1 1 calc R U . . .
C00E C 0.7999(2) 0.38591(17) 0.39469(13) 0.0304(4) Uani 1 1 d . . . . .
H00H H 0.873385 0.331063 0.424316 0.037 Uiso 1 1 calc R U . . .
H00I H 0.713253 0.337520 0.394212 0.037 Uiso 1 1 calc R U . . .
C00F C 1.01521(19) 0.58803(18) 0.21876(15) 0.0345(4) Uani 1 1 d . . . . .
H00J H 1.085939 0.525096 0.235680 0.052 Uiso 1 1 calc R U . . .
H00K H 1.051223 0.673727 0.231462 0.052 Uiso 1 1 calc R U . . .
H00L H 0.987806 0.579546 0.141671 0.052 Uiso 1 1 calc R U . . .
C00G C 1.0384(2) 0.5720(2) 0.47655(16) 0.0430(5) Uani 1 1 d . . . . .
H00M H 1.058024 0.480741 0.479960 0.064 Uiso 1 1 calc R U . . .
H00N H 1.032048 0.606301 0.551258 0.064 Uiso 1 1 calc R U . . .
H00O H 1.111938 0.615454 0.436839 0.064 Uiso 1 1 calc R U . . .
C00H C 0.3979(2) 0.6184(2) 0.26700(18) 0.0430(5) Uani 1 1 d . . . . .
H00P H 0.344497 0.693428 0.287856 0.065 Uiso 1 1 calc R U . . .
H00Q H 0.386381 0.551965 0.322703 0.065 Uiso 1 1 calc R U . . .
H00R H 0.366074 0.586710 0.195738 0.065 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
O001 C003 1.206(2) . ?
O002 C006 1.213(2) . ?
C003 C007 1.515(2) . ?
C003 C00E 1.502(2) . ?
C004 C007 1.594(2) . ?
C004 C008 1.501(2) . ?
C004 C00A 1.549(3) . ?
C004 C00B 1.516(2) . ?
C005 C006 1.471(3) . ?
C005 C008 1.334(3) . ?
C005 C00H 1.496(3) . ?
C006 C00B 1.521(3) . ?
C007 C009 1.554(2) . ?
C007 C00F 1.514(2) . ?
C008 C00D 1.488(2) . ?
C009 C00A 1.544(3) . ?
C009 C00C 1.562(3) . ?
C009 C00G 1.513(3) . ?
C00A H00A 0.9900 . ?
C00A H00B 0.9900 . ?
C00B H00C 0.9900 . ?
C00B H00D 0.9900 . ?
C00C H00E 1.0000 . ?
C00C C00D 1.538(3) . ?
C00C C00E 1.529(3) . ?
C00D H00F 0.9900 . ?
C00D H00G 0.9900 . ?
C00E H00H 0.9900 . ?
C00E H00I 0.9900 . ?
C00F H00J 0.9800 . ?
C00F H00K 0.9800 . ?
C00F H00L 0.9800 . ?
C00G H00M 0.9800 . ?
C00G H00N 0.9800 . ?
C00G H00O 0.9800 . ?
C00H H00P 0.9800 . ?
C00H H00Q 0.9800 . ?
C00H H00R 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
O001 C003 C007 125.15(15) . . ?
O001 C003 C00E 126.67(15) . . ?
C00E C003 C007 108.13(14) . . ?
C008 C004 C007 109.91(14) . . ?
C008 C004 C00A 108.29(14) . . ?
C008 C004 C00B 104.21(15) . . ?
C00A C004 C007 86.38(13) . . ?
C00B C004 C007 121.43(15) . . ?
C00B C004 C00A 125.49(14) . . ?
C006 C005 C00H 122.31(17) . . ?
C008 C005 C006 108.63(17) . . ?
C008 C005 C00H 129.02(17) . . ?
O002 C006 C005 126.45(19) . . ?
O002 C006 C00B 125.29(18) . . ?
C005 C006 C00B 108.24(15) . . ?
C003 C007 C004 115.65(14) . . ?
C003 C007 C009 106.29(14) . . ?
C009 C007 C004 85.34(12) . . ?
C00F C007 C003 112.79(14) . . ?
C00F C007 C004 114.69(14) . . ?
C00F C007 C009 119.33(15) . . ?
C005 C008 C004 113.70(15) . . ?
C005 C008 C00D 130.70(18) . . ?
C00D C008 C004 115.49(16) . . ?
C007 C009 C00C 100.33(13) . . ?
C00A C009 C007 87.97(13) . . ?
C00A C009 C00C 113.09(15) . . ?
C00G C009 C007 120.39(16) . . ?
C00G C009 C00A 118.37(16) . . ?
C00G C009 C00C 113.22(16) . . ?
C004 C00A H00A 114.1 . . ?
C004 C00A H00B 114.1 . . ?
C009 C00A C004 87.27(12) . . ?
C009 C00A H00A 114.1 . . ?
C009 C00A H00B 114.1 . . ?
H00A C00A H00B 111.3 . . ?
C004 C00B C006 104.96(15) . . ?
C004 C00B H00C 110.8 . . ?
C004 C00B H00D 110.8 . . ?
C006 C00B H00C 110.8 . . ?
C006 C00B H00D 110.8 . . ?
H00C C00B H00D 108.8 . . ?
C009 C00C H00E 110.9 . . ?
C00D C00C C009 111.72(14) . . ?
C00D C00C H00E 110.9 . . ?
C00E C00C C009 103.27(14) . . ?
C00E C00C H00E 110.9 . . ?
C00E C00C C00D 108.87(16) . . ?
C008 C00D C00C 109.31(15) . . ?
C008 C00D H00F 109.8 . . ?
C008 C00D H00G 109.8 . . ?
C00C C00D H00F 109.8 . . ?
C00C C00D H00G 109.8 . . ?
H00F C00D H00G 108.3 . . ?
C003 C00E C00C 103.55(14) . . ?
C003 C00E H00H 111.0 . . ?
C003 C00E H00I 111.0 . . ?
C00C C00E H00H 111.0 . . ?
C00C C00E H00I 111.0 . . ?
H00H C00E H00I 109.0 . . ?
C007 C00F H00J 109.5 . . ?
C007 C00F H00K 109.5 . . ?
C007 C00F H00L 109.5 . . ?
H00J C00F H00K 109.5 . . ?
H00J C00F H00L 109.5 . . ?
H00K C00F H00L 109.5 . . ?
C009 C00G H00M 109.5 . . ?
C009 C00G H00N 109.5 . . ?
C009 C00G H00O 109.5 . . ?
H00M C00G H00N 109.5 . . ?
H00M C00G H00O 109.5 . . ?
H00N C00G H00O 109.5 . . ?
C005 C00H H00P 109.5 . . ?
C005 C00H H00Q 109.5 . . ?
C005 C00H H00R 109.5 . . ?
H00P C00H H00Q 109.5 . . ?
H00P C00H H00R 109.5 . . ?
H00Q C00H H00R 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
O001 C003 C007 C004 95.3(2) . . . . ?
O001 C003 C007 C009 -172.01(17) . . . . ?
O001 C003 C007 C00F -39.5(2) . . . . ?
O001 C003 C00E C00C -161.44(17) . . . . ?
O002 C006 C00B C004 -178.46(17) . . . . ?
C003 C007 C009 C00A -142.01(14) . . . . ?
C003 C007 C009 C00C -28.90(17) . . . . ?
C003 C007 C009 C00G 95.96(19) . . . . ?
C004 C007 C009 C00A -26.63(13) . . . . ?
C004 C007 C009 C00C 86.48(14) . . . . ?
C004 C007 C009 C00G -148.66(18) . . . . ?
C004 C008 C00D C00C -29.3(2) . . . . ?
C005 C006 C00B C004 3.23(19) . . . . ?
C005 C008 C00D C00C 154.71(19) . . . . ?
C006 C005 C008 C004 -3.2(2) . . . . ?
C006 C005 C008 C00D 172.94(17) . . . . ?
C007 C003 C00E C00C 21.14(19) . . . . ?
C007 C004 C008 C005 -126.47(16) . . . . ?
C007 C004 C008 C00D 56.81(19) . . . . ?
C007 C004 C00A C009 -26.70(13) . . . . ?
C007 C004 C00B C006 119.77(17) . . . . ?
C007 C009 C00A C004 27.41(14) . . . . ?
C007 C009 C00C C00D -74.96(17) . . . . ?
C007 C009 C00C C00E 41.89(16) . . . . ?
C008 C004 C007 C003 24.3(2) . . . . ?
C008 C004 C007 C009 -81.57(15) . . . . ?
C008 C004 C007 C00F 158.20(14) . . . . ?
C008 C004 C00A C009 83.08(16) . . . . ?
C008 C004 C00B C006 -4.74(18) . . . . ?
C008 C005 C006 O002 -178.45(18) . . . . ?
C008 C005 C006 C00B -0.2(2) . . . . ?
C009 C00C C00D C008 38.0(2) . . . . ?
C009 C00C C00E C003 -39.54(18) . . . . ?
C00A C004 C007 C003 132.43(14) . . . . ?
C00A C004 C007 C009 26.58(13) . . . . ?
C00A C004 C007 C00F -93.65(16) . . . . ?
C00A C004 C008 C005 140.73(16) . . . . ?
C00A C004 C008 C00D -36.0(2) . . . . ?
C00A C004 C00B C006 -130.06(18) . . . . ?
C00A C009 C00C C00D 17.2(2) . . . . ?
C00A C009 C00C C00E 134.10(15) . . . . ?
C00B C004 C007 C003 -97.55(19) . . . . ?
C00B C004 C007 C009 156.59(17) . . . . ?
C00B C004 C007 C00F 36.4(2) . . . . ?
C00B C004 C008 C005 5.1(2) . . . . ?
C00B C004 C008 C00D -171.59(14) . . . . ?
C00B C004 C00A C009 -153.33(18) . . . . ?
C00C C009 C00A C004 -72.95(16) . . . . ?
C00D C00C C00E C003 79.31(18) . . . . ?
C00E C003 C007 C004 -87.21(17) . . . . ?
C00E C003 C007 C009 5.45(19) . . . . ?
C00E C003 C007 C00F 138.01(15) . . . . ?
C00E C00C C00D C008 -75.41(18) . . . . ?
C00F C007 C009 C00A 89.16(18) . . . . ?
C00F C007 C009 C00C -157.73(15) . . . . ?
C00F C007 C009 C00G -32.9(2) . . . . ?
C00G C009 C00A C004 151.21(17) . . . . ?
C00G C009 C00C C00D 155.41(16) . . . . ?
C00G C009 C00C C00E -87.74(18) . . . . ?
C00H C005 C006 O002 -0.5(3) . . . . ?
C00H C005 C006 C00B 177.79(17) . . . . ?
C00H C005 C008 C004 179.06(18) . . . . ?
C00H C005 C008 C00D -4.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_STOE_detector_distance          '60.0 mm'
_STOE_detector_pixelsize_x       '0.075 mm'
_STOE_detector_pixelsize_y       '0.075 mm'
_STOE_detector_size_x            '8.0 cm'
_STOE_detector_size_y            '7.7 cm'
_STOE_evaluation_integration_A   14.5
_STOE_evaluation_integration_B   0.7
_STOE_evaluation_integration_EMS 0.013
_STOE_evaluation_LANA_BIS_l_even_max -
_STOE_evaluation_LANA_BIS_l_odd_max -
_STOE_evaluation_LANA_BOS_l_even_max 4
_STOE_evaluation_LANA_BOS_l_odd_max 1
_STOE_evaluation_LANA_completeness 92.6
_STOE_evaluation_LANA_DXS_max_order 3
_STOE_evaluation_LANA_DYS_max_order 3
_STOE_evaluation_LANA_FS_max_order 3
_STOE_evaluation_LANA_max_2theta_available 58.1
_STOE_evaluation_LANA_max_2theta_desired 58.1
_STOE_evaluation_LANA_mean_redundancy 4.5
_STOE_evaluation_LANA_number_refls_after_OR 14022
_STOE_evaluation_LANA_number_refls_outliers 1296
_STOE_evaluation_LANA_number_refls_total 15318
_STOE_evaluation_LANA_number_refls_unique 3108
_STOE_evaluation_LANA_number_refls_written 14022
_STOE_evaluation_LANA_OR_c1      0.050
_STOE_evaluation_LANA_OR_c2      0
_STOE_evaluation_LANA_OR_c3      0
_STOE_evaluation_LANA_OR_c4      1.0
_STOE_evaluation_LANA_point_group 222
_STOE_evaluation_LANA_table      
;
#----------------------------------------------------------------------------
2Theta           7.6   13.6   19.6   25.6   31.6   37.6   43.6   49.6   55.6
#----------------------------------------------------------------------------
<Resolution>    4.97   2.96   2.08   1.58   1.30   1.10   0.96   0.85   0.78
N(total)         234    761    971   1598   2187   2742   2701   2828   1296
<Redundancy>     9.3    9.3    6.1    6.4    5.9    5.4    4.5    3.7    2.2
Complet. [%%]   100.0  100.0  100.0   99.5  100.0  100.0  100.0  100.0   69.9
<I/sigma>      247.2  108.4   69.8   33.7   19.5   12.4    4.9    2.5    2.0
R(int)         0.021  0.023  0.025  0.028  0.042  0.055  0.103  0.155  0.187
#----------------------------------------------------------------------------
;
_STOE_measurement_identifier     JP334-F1
_STOE_measurement_max_exposure_per_frame '20.0 s'
_STOE_measurement_mean_exposure_per_frame '20.0 s'
_STOE_measurement_min_exposure_per_frame '20.0 s'
_STOE_measurement_total_exposure_time '4.1 h'
_STOE_measurement_total_frame_number 737
_STOE_measurement_total_run_number 14
_STOE_measurement_tube_power     '50.0 W'
####################################################################### 
# 
# 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_jp389-1f1
_database_code_depnum_ccdc_archive 'CCDC 2418579'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;Ecole Polytechnique
France
;
_audit_update_record             
;
2025-01-21 deposited with the CCDC.	2025-05-19 downloaded from the CCDC.
;
_audit_creation_date             2024-10-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H18 O2'
_chemical_formula_sum            'C15 H18 O2'
_chemical_formula_weight         230.29
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.4319(3)
_cell_length_b                   5.7056(2)
_cell_length_c                   23.0001(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.478(2)
_cell_angle_gamma                90
_cell_volume                     1232.09(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    24609
_cell_measurement_temperature    150
_cell_measurement_theta_max      28.87
_cell_measurement_theta_min      2.17
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             496
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            21331
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.226
_diffrn_reflns_theta_min         2.169
_diffrn_ambient_temperature      150
_diffrn_detector                 'EIGER2 1M CDTE'
_diffrn_detector_area_resol_mean 13.33
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_details      '304 frames, detector distance = 70 mm'
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   Axo_Mo
_diffrn_source_current           1.00
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.764
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.870
_reflns_number_gt                5444
_reflns_number_total             6063
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
X-Area Recipe 2.0.2 (STOE, 2024)
;
_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.194.0 (STOE, 2023)
;
_computing_data_reduction        
;
X-Area Integrate 2.5.3.0 (STOE, 2021)
X-Area LANA 2.7.5.0 (STOE, 2022)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.4, Darmstadt 2024
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 2188 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         6063
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0350
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0681P)²+0.0193P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.0981
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00G(H00G), C00K(H00S)
2.b Secondary CH2 refined with riding coordinates:
 C00E(H00C,H00D), C00H(H00E,H00F), C00O(H00T,H00U), C00P(H00K,H00L), C00U(H00Y,
 H), C00W(H00,HB)
2.c X=CH2 refined with riding coordinates:
 C007(H00A,H00B), C00V(H00Z,HA)
2.d Idealised Me refined as rotating group:
 C00N(H00H,H00I,H00J), C00Q(H00M,H00N,H00O), C00R(H00V,H00W,H00X), C00T(H00P,
 H00Q,H00R), C00X(H1,HC,HD), C00Y(H2,HE,HF)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.63885(14) 0.6657(3) 0.21880(6) 0.0358(3) Uani 1 1 d . . . . .
O002 O 0.09772(15) 1.1471(3) 0.30097(6) 0.0410(3) Uani 1 1 d . . . . .
O003 O 1.21224(13) 0.0836(3) 0.09862(6) 0.0392(3) Uani 1 1 d . . . . .
O004 O 0.3096(2) 0.2137(4) 0.49509(7) 0.0621(5) Uani 1 1 d . . . . .
C005 C 0.68745(17) 0.4879(3) 0.19848(6) 0.0243(3) Uani 1 1 d . . . . .
C006 C 0.85015(16) 0.1486(3) 0.11506(6) 0.0217(3) Uani 1 1 d . . . . .
C007 C 0.63232(18) 0.4962(3) 0.03552(7) 0.0278(4) Uani 1 1 d . . . . .
H00A H 0.608924 0.629061 0.011626 0.033 Uiso 1 1 calc R U . . .
H00B H 0.713067 0.403508 0.029125 0.033 Uiso 1 1 calc R U . . .
C008 C 0.95792(17) 0.0448(3) 0.08913(7) 0.0241(3) Uani 1 1 d . . . . .
C009 C 1.09581(17) 0.1442(3) 0.11185(7) 0.0268(3) Uani 1 1 d . . . . .
C00A C 0.90668(16) 0.3292(3) 0.15708(7) 0.0224(3) Uani 1 1 d . . . . .
C00B C 0.84275(17) 0.4769(3) 0.19252(7) 0.0236(3) Uani 1 1 d . . . . .
C00C C 0.55232(17) 0.4400(3) 0.07778(7) 0.0236(3) Uani 1 1 d . . . . .
C00D C 0.31326(16) 0.6659(3) 0.34120(7) 0.0249(3) Uani 1 1 d . . . . .
C00E C 0.69940(17) 0.0665(3) 0.10128(8) 0.0259(3) Uani 1 1 d . . . . .
H00C H 0.689592 -0.084546 0.121681 0.031 Uiso 1 1 calc R U . . .
H00D H 0.685495 0.033588 0.058855 0.031 Uiso 1 1 calc R U . . .
C00F C 0.26714(17) 0.8329(3) 0.30169(7) 0.0254(3) Uani 1 1 d . . . . .
C00G C 0.57721(17) 0.2245(3) 0.11615(7) 0.0243(3) Uani 1 1 d . . . . .
H00G H 0.488924 0.127597 0.108932 0.029 Uiso 1 1 calc R U . . .
C00H C 1.06681(17) 0.3350(4) 0.15477(8) 0.0283(4) Uani 1 1 d . . . . .
H00E H 1.097805 0.489555 0.141055 0.034 Uiso 1 1 calc R U . . .
H00F H 1.117012 0.302699 0.193729 0.034 Uiso 1 1 calc R U . . .
C00I C 0.23593(17) 0.6817(4) 0.39388(7) 0.0277(4) Uani 1 1 d . . . . .
C00J C 0.24633(19) 0.5526(4) 0.44356(7) 0.0318(4) Uani 1 1 d . . . . .
C00K C 0.53372(18) 0.4500(3) 0.38472(7) 0.0280(4) Uani 1 1 d . . . . .
H00S H 0.555488 0.604871 0.403884 0.034 Uiso 1 1 calc R U . . .
C00L C 0.6716(2) 0.3501(4) 0.36575(8) 0.0343(4) Uani 1 1 d . . . . .
C00M C 0.15610(17) 0.9777(4) 0.32481(7) 0.0297(4) Uani 1 1 d . . . . .
C00N C 0.9483(2) -0.1478(4) 0.04511(8) 0.0339(4) Uani 1 1 d . . . . .
H00H H 0.913707 -0.290682 0.062738 0.051 Uiso 1 1 calc R U . . .
H00I H 1.042676 -0.176857 0.032116 0.051 Uiso 1 1 calc R U . . .
H00J H 0.882093 -0.102499 0.011545 0.051 Uiso 1 1 calc R U . . .
C00O C 0.42521(19) 0.4904(4) 0.33129(7) 0.0297(4) Uani 1 1 d . . . . .
H00T H 0.476857 0.543160 0.298140 0.036 Uiso 1 1 calc R U . . .
H00U H 0.378641 0.339362 0.320104 0.036 Uiso 1 1 calc R U . . .
C00P C 0.58984(18) 0.2842(3) 0.18139(8) 0.0279(4) Uani 1 1 d . . . . .
H00K H 0.493720 0.320661 0.192837 0.033 Uiso 1 1 calc R U . . .
H00L H 0.625080 0.144175 0.203730 0.033 Uiso 1 1 calc R U . . .
C00Q C 0.42376(19) 0.5837(4) 0.08890(9) 0.0320(4) Uani 1 1 d . . . . .
H00M H 0.413507 0.714108 0.061088 0.048 Uiso 1 1 calc R U . . .
H00N H 0.435646 0.645583 0.128818 0.048 Uiso 1 1 calc R U . . .
H00O H 0.338447 0.484930 0.084040 0.048 Uiso 1 1 calc R U . . .
C00R C 0.31506(19) 0.8790(4) 0.24281(7) 0.0318(4) Uani 1 1 d . . . . .
H00V H 0.414944 0.832086 0.242510 0.048 Uiso 1 1 calc R U . . .
H00W H 0.305561 1.046474 0.233850 0.048 Uiso 1 1 calc R U . . .
H00X H 0.256172 0.788614 0.213395 0.048 Uiso 1 1 calc R U . . .
C00S C 0.3410(2) 0.3476(4) 0.45703(7) 0.0345(4) Uani 1 1 d . . . . .
C00T C 0.9302(2) 0.6546(4) 0.22890(8) 0.0342(4) Uani 1 1 d . . . . .
H00P H 0.968833 0.770403 0.203182 0.051 Uiso 1 1 calc R U . . .
H00Q H 1.008773 0.574995 0.251923 0.051 Uiso 1 1 calc R U . . .
H00R H 0.869895 0.733748 0.255233 0.051 Uiso 1 1 calc R U . . .
C00U C 0.12922(19) 0.8778(4) 0.38383(8) 0.0330(4) Uani 1 1 d . . . . .
H00Y H 0.144552 0.998393 0.414728 0.040 Uiso 1 1 calc R U . . .
H H 0.030687 0.817413 0.383257 0.040 Uiso 1 1 calc R U . . .
C00V C 0.7949(2) 0.4827(5) 0.37459(10) 0.0473(5) Uani 1 1 d . . . . .
H00Z H 0.881872 0.423724 0.362774 0.057 Uiso 1 1 calc R U . . .
HA H 0.792442 0.632541 0.392470 0.057 Uiso 1 1 calc R U . . .
C00W C 0.4738(2) 0.2885(4) 0.42914(9) 0.0425(5) Uani 1 1 d . . . . .
H00 H 0.457396 0.134356 0.409903 0.051 Uiso 1 1 calc R U . . .
HB H 0.550223 0.265482 0.461226 0.051 Uiso 1 1 calc R U . . .
C00X C 0.6717(3) 0.1219(4) 0.33873(10) 0.0467(5) Uani 1 1 d . . . . .
H1 H 0.647304 0.002581 0.366774 0.070 Uiso 1 1 calc R U . . .
HC H 0.766458 0.089070 0.326548 0.070 Uiso 1 1 calc R U . . .
HD H 0.601326 0.118901 0.304506 0.070 Uiso 1 1 calc R U . . .
C00Y C 0.1472(2) 0.6060(5) 0.48983(9) 0.0463(6) Uani 1 1 d . . . . .
H2 H 0.153451 0.772952 0.499802 0.069 Uiso 1 1 calc R U . . .
HE H 0.174844 0.512261 0.524783 0.069 Uiso 1 1 calc R U . . .
HF H 0.049225 0.567532 0.474879 0.069 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
O001 C005 1.224(2) . ?
O002 C00M 1.217(2) . ?
O003 C009 1.217(2) . ?
O004 C00S 1.219(2) . ?
C005 C00B 1.485(2) . ?
C005 C00P 1.511(2) . ?
C006 C008 1.362(2) . ?
C006 C00A 1.477(2) . ?
C006 C00E 1.502(2) . ?
C007 H00A 0.9500 . ?
C007 H00B 0.9500 . ?
C007 C00C 1.325(2) . ?
C008 C009 1.468(2) . ?
C008 C00N 1.491(2) . ?
C009 C00H 1.512(3) . ?
C00A C00B 1.354(2) . ?
C00A C00H 1.517(2) . ?
C00B C00T 1.509(2) . ?
C00C C00G 1.519(2) . ?
C00C C00Q 1.506(2) . ?
C00D C00F 1.359(2) . ?
C00D C00I 1.475(2) . ?
C00D C00O 1.489(2) . ?
C00E H00C 0.9900 . ?
C00E H00D 0.9900 . ?
C00E C00G 1.527(2) . ?
C00F C00M 1.473(2) . ?
C00F C00R 1.491(2) . ?
C00G H00G 1.0000 . ?
C00G C00P 1.532(3) . ?
C00H H00E 0.9900 . ?
C00H H00F 0.9900 . ?
C00I C00J 1.355(3) . ?
C00I C00U 1.508(3) . ?
C00J C00S 1.486(3) . ?
C00J C00Y 1.513(3) . ?
C00K H00S 1.0000 . ?
C00K C00L 1.522(3) . ?
C00K C00O 1.540(2) . ?
C00K C00W 1.524(3) . ?
C00L C00V 1.386(3) . ?
C00L C00X 1.443(3) . ?
C00M C00U 1.516(3) . ?
C00N H00H 0.9800 . ?
C00N H00I 0.9800 . ?
C00N H00J 0.9800 . ?
C00O H00T 0.9900 . ?
C00O H00U 0.9900 . ?
C00P H00K 0.9900 . ?
C00P H00L 0.9900 . ?
C00Q H00M 0.9800 . ?
C00Q H00N 0.9800 . ?
C00Q H00O 0.9800 . ?
C00R H00V 0.9800 . ?
C00R H00W 0.9800 . ?
C00R H00X 0.9800 . ?
C00S C00W 1.499(3) . ?
C00T H00P 0.9800 . ?
C00T H00Q 0.9800 . ?
C00T H00R 0.9800 . ?
C00U H00Y 0.9900 . ?
C00U H 0.9900 . ?
C00V H00Z 0.9500 . ?
C00V HA 0.9500 . ?
C00W H00 0.9900 . ?
C00W HB 0.9900 . ?
C00X H1 0.9800 . ?
C00X HC 0.9800 . ?
C00X HD 0.9800 . ?
C00Y H2 0.9800 . ?
C00Y HE 0.9800 . ?
C00Y HF 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
O001 C005 C00B 118.61(16) . . ?
O001 C005 C00P 119.72(15) . . ?
C00B C005 C00P 121.66(15) . . ?
C008 C006 C00A 110.60(14) . . ?
C008 C006 C00E 120.21(15) . . ?
C00A C006 C00E 129.12(14) . . ?
H00A C007 H00B 120.0 . . ?
C00C C007 H00A 120.0 . . ?
C00C C007 H00B 120.0 . . ?
C006 C008 C009 110.43(15) . . ?
C006 C008 C00N 128.17(16) . . ?
C009 C008 C00N 121.38(15) . . ?
O003 C009 C008 126.24(17) . . ?
O003 C009 C00H 126.24(16) . . ?
C008 C009 C00H 107.52(14) . . ?
C006 C00A C00H 106.91(14) . . ?
C00B C00A C006 132.43(14) . . ?
C00B C00A C00H 120.65(15) . . ?
C005 C00B C00T 114.33(15) . . ?
C00A C00B C005 125.59(15) . . ?
C00A C00B C00T 120.06(15) . . ?
C007 C00C C00G 123.67(16) . . ?
C007 C00C C00Q 121.14(16) . . ?
C00Q C00C C00G 115.12(14) . . ?
C00F C00D C00I 110.76(16) . . ?
C00F C00D C00O 123.75(15) . . ?
C00I C00D C00O 125.49(16) . . ?
C006 C00E H00C 107.5 . . ?
C006 C00E H00D 107.5 . . ?
C006 C00E C00G 119.22(15) . . ?
H00C C00E H00D 107.0 . . ?
C00G C00E H00C 107.5 . . ?
C00G C00E H00D 107.5 . . ?
C00D C00F C00M 110.17(14) . . ?
C00D C00F C00R 128.70(16) . . ?
C00M C00F C00R 121.12(16) . . ?
C00C C00G C00E 115.20(14) . . ?
C00C C00G H00G 105.7 . . ?
C00C C00G C00P 112.46(14) . . ?
C00E C00G H00G 105.7 . . ?
C00E C00G C00P 111.15(14) . . ?
C00P C00G H00G 105.7 . . ?
C009 C00H C00A 104.46(13) . . ?
C009 C00H H00E 110.9 . . ?
C009 C00H H00F 110.9 . . ?
C00A C00H H00E 110.9 . . ?
C00A C00H H00F 110.9 . . ?
H00E C00H H00F 108.9 . . ?
C00D C00I C00U 107.13(15) . . ?
C00J C00I C00D 131.10(18) . . ?
C00J C00I C00U 121.75(16) . . ?
C00I C00J C00S 126.69(17) . . ?
C00I C00J C00Y 118.92(19) . . ?
C00S C00J C00Y 114.27(17) . . ?
C00L C00K H00S 108.2 . . ?
C00L C00K C00O 110.39(14) . . ?
C00L C00K C00W 110.34(16) . . ?
C00O C00K H00S 108.2 . . ?
C00W C00K H00S 108.2 . . ?
C00W C00K C00O 111.39(16) . . ?
C00V C00L C00K 118.78(19) . . ?
C00V C00L C00X 121.4(2) . . ?
C00X C00L C00K 119.82(19) . . ?
O002 C00M C00F 126.13(16) . . ?
O002 C00M C00U 126.53(17) . . ?
C00F C00M C00U 107.34(16) . . ?
C008 C00N H00H 109.5 . . ?
C008 C00N H00I 109.5 . . ?
C008 C00N H00J 109.5 . . ?
H00H C00N H00I 109.5 . . ?
H00H C00N H00J 109.5 . . ?
H00I C00N H00J 109.5 . . ?
C00D C00O C00K 113.93(14) . . ?
C00D C00O H00T 108.8 . . ?
C00D C00O H00U 108.8 . . ?
C00K C00O H00T 108.8 . . ?
C00K C00O H00U 108.8 . . ?
H00T C00O H00U 107.7 . . ?
C005 C00P C00G 114.47(13) . . ?
C005 C00P H00K 108.6 . . ?
C005 C00P H00L 108.6 . . ?
C00G C00P H00K 108.6 . . ?
C00G C00P H00L 108.6 . . ?
H00K C00P H00L 107.6 . . ?
C00C C00Q H00M 109.5 . . ?
C00C C00Q H00N 109.5 . . ?
C00C C00Q H00O 109.5 . . ?
H00M C00Q H00N 109.5 . . ?
H00M C00Q H00O 109.5 . . ?
H00N C00Q H00O 109.5 . . ?
C00F C00R H00V 109.5 . . ?
C00F C00R H00W 109.5 . . ?
C00F C00R H00X 109.5 . . ?
H00V C00R H00W 109.5 . . ?
H00V C00R H00X 109.5 . . ?
H00W C00R H00X 109.5 . . ?
O004 C00S C00J 117.44(19) . . ?
O004 C00S C00W 115.9(2) . . ?
C00J C00S C00W 126.69(16) . . ?
C00B C00T H00P 109.5 . . ?
C00B C00T H00Q 109.5 . . ?
C00B C00T H00R 109.5 . . ?
H00P C00T H00Q 109.5 . . ?
H00P C00T H00R 109.5 . . ?
H00Q C00T H00R 109.5 . . ?
C00I C00U C00M 104.48(14) . . ?
C00I C00U H00Y 110.9 . . ?
C00I C00U H 110.9 . . ?
C00M C00U H00Y 110.9 . . ?
C00M C00U H 110.9 . . ?
H00Y C00U H 108.9 . . ?
C00L C00V H00Z 120.0 . . ?
C00L C00V HA 120.0 . . ?
H00Z C00V HA 120.0 . . ?
C00K C00W H00 106.8 . . ?
C00K C00W HB 106.8 . . ?
C00S C00W C00K 121.97(18) . . ?
C00S C00W H00 106.8 . . ?
C00S C00W HB 106.8 . . ?
H00 C00W HB 106.7 . . ?
C00L C00X H1 109.5 . . ?
C00L C00X HC 109.5 . . ?
C00L C00X HD 109.5 . . ?
H1 C00X HC 109.5 . . ?
H1 C00X HD 109.5 . . ?
HC C00X HD 109.5 . . ?
C00J C00Y H2 109.5 . . ?
C00J C00Y HE 109.5 . . ?
C00J C00Y HF 109.5 . . ?
H2 C00Y HE 109.5 . . ?
H2 C00Y HF 109.5 . . ?
HE C00Y HF 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
O001 C005 C00B C00A -160.21(16) . . . . ?
O001 C005 C00B C00T 17.9(2) . . . . ?
O001 C005 C00P C00G 116.77(18) . . . . ?
O002 C00M C00U C00I -176.21(18) . . . . ?
O003 C009 C00H C00A -177.22(17) . . . . ?
O004 C00S C00W C00K -174.6(2) . . . . ?
C006 C008 C009 O003 177.74(17) . . . . ?
C006 C008 C009 C00H -2.16(19) . . . . ?
C006 C00A C00B C005 1.4(3) . . . . ?
C006 C00A C00B C00T -176.60(17) . . . . ?
C006 C00A C00H C009 -2.29(17) . . . . ?
C006 C00E C00G C00C 71.8(2) . . . . ?
C006 C00E C00G C00P -57.6(2) . . . . ?
C007 C00C C00G C00E -2.4(2) . . . . ?
C007 C00C C00G C00P 126.37(17) . . . . ?
C008 C006 C00A C00B 179.69(18) . . . . ?
C008 C006 C00A C00H 1.09(18) . . . . ?
C008 C006 C00E C00G -162.56(15) . . . . ?
C008 C009 C00H C00A 2.67(18) . . . . ?
C00A C006 C008 C009 0.66(19) . . . . ?
C00A C006 C008 C00N 178.82(17) . . . . ?
C00A C006 C00E C00G 20.7(3) . . . . ?
C00B C005 C00P C00G -64.6(2) . . . . ?
C00B C00A C00H C009 178.91(15) . . . . ?
C00C C00G C00P C005 -47.02(19) . . . . ?
C00D C00F C00M O002 176.87(17) . . . . ?
C00D C00F C00M C00U -2.7(2) . . . . ?
C00D C00I C00J C00S -2.0(3) . . . . ?
C00D C00I C00J C00Y -177.78(18) . . . . ?
C00D C00I C00U C00M -2.85(19) . . . . ?
C00E C006 C008 C009 -176.60(15) . . . . ?
C00E C006 C008 C00N 1.6(3) . . . . ?
C00E C006 C00A C00B -3.4(3) . . . . ?
C00E C006 C00A C00H 178.04(17) . . . . ?
C00E C00G C00P C005 83.82(18) . . . . ?
C00F C00D C00I C00J 179.82(18) . . . . ?
C00F C00D C00I C00U 1.37(19) . . . . ?
C00F C00D C00O C00K 137.37(17) . . . . ?
C00F C00M C00U C00I 3.31(19) . . . . ?
C00H C00A C00B C005 179.89(16) . . . . ?
C00H C00A C00B C00T 1.9(2) . . . . ?
C00I C00D C00F C00M 0.8(2) . . . . ?
C00I C00D C00F C00R -179.57(17) . . . . ?
C00I C00D C00O C00K -43.6(2) . . . . ?
C00I C00J C00S O004 -159.7(2) . . . . ?
C00I C00J C00S C00W 21.3(3) . . . . ?
C00J C00I C00U C00M 178.53(16) . . . . ?
C00J C00S C00W C00K 4.4(3) . . . . ?
C00L C00K C00O C00D -157.74(16) . . . . ?
C00L C00K C00W C00S 177.80(19) . . . . ?
C00N C008 C009 O003 -0.6(3) . . . . ?
C00N C008 C009 C00H 179.54(16) . . . . ?
C00O C00D C00F C00M 179.93(16) . . . . ?
C00O C00D C00F C00R -0.4(3) . . . . ?
C00O C00D C00I C00J 0.7(3) . . . . ?
C00O C00D C00I C00U -177.73(16) . . . . ?
C00O C00K C00L C00V 115.4(2) . . . . ?
C00O C00K C00L C00X -64.2(2) . . . . ?
C00O C00K C00W C00S -59.2(3) . . . . ?
C00P C005 C00B C00A 21.2(3) . . . . ?
C00P C005 C00B C00T -160.69(15) . . . . ?
C00Q C00C C00G C00E 174.68(15) . . . . ?
C00Q C00C C00G C00P -56.56(18) . . . . ?
C00R C00F C00M O002 -2.8(3) . . . . ?
C00R C00F C00M C00U 177.69(16) . . . . ?
C00U C00I C00J C00S 176.30(17) . . . . ?
C00U C00I C00J C00Y 0.5(3) . . . . ?
C00W C00K C00L C00V -121.1(2) . . . . ?
C00W C00K C00L C00X 59.4(2) . . . . ?
C00W C00K C00O C00D 79.3(2) . . . . ?
C00Y C00J C00S O004 16.3(3) . . . . ?
C00Y C00J C00S C00W -162.8(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_STOE_detector_distance          '60.0 mm'
_STOE_detector_pixelsize_x       '0.075 mm'
_STOE_detector_pixelsize_y       '0.075 mm'
_STOE_detector_size_x            '8.0 cm'
_STOE_detector_size_y            '7.7 cm'
_STOE_evaluation_integration_A   10.1
_STOE_evaluation_integration_B   0.1
_STOE_evaluation_integration_EMS 0.011
_STOE_evaluation_LANA_BIS_l_even_max -
_STOE_evaluation_LANA_BIS_l_odd_max -
_STOE_evaluation_LANA_BOS_l_even_max 4
_STOE_evaluation_LANA_BOS_l_odd_max 1
_STOE_evaluation_LANA_completeness 90.7
_STOE_evaluation_LANA_DXS_max_order 3
_STOE_evaluation_LANA_DYS_max_order 3
_STOE_evaluation_LANA_FS_max_order 3
_STOE_evaluation_LANA_max_2theta_available 58.5
_STOE_evaluation_LANA_max_2theta_desired 58.5
_STOE_evaluation_LANA_mean_redundancy 3.5
_STOE_evaluation_LANA_number_refls_after_OR 21354
_STOE_evaluation_LANA_number_refls_outliers 1279
_STOE_evaluation_LANA_number_refls_total 22633
_STOE_evaluation_LANA_number_refls_unique 6072
_STOE_evaluation_LANA_number_refls_written 21354
_STOE_evaluation_LANA_OR_c1      0.050
_STOE_evaluation_LANA_OR_c2      0
_STOE_evaluation_LANA_OR_c3      0
_STOE_evaluation_LANA_OR_c4      1.0
_STOE_evaluation_LANA_point_group 2
_STOE_evaluation_LANA_table      
;
#----------------------------------------------------------------------------
2Theta           6.6   12.8   19.0   25.2   31.4   37.6   43.8   50.0   56.2
#----------------------------------------------------------------------------
<Resolution>    5.07   3.08   2.17   1.61   1.31   1.10   0.95   0.84   0.77
N(total)         337   1037   1396   2255   3292   4010   4277   4376   1653
<Redundancy>     8.1    8.6    5.3    4.7    4.5    4.0    3.4    2.8    1.7
Complet. [%%]   100.0  100.0  100.0   99.8  100.0  100.0  100.0   99.7   60.7
<I/sigma>      264.7  203.9  106.5   61.3   34.7   24.3   11.7    6.4    5.0
R(int)         0.015  0.013  0.015  0.016  0.019  0.023  0.036  0.061  0.079
#----------------------------------------------------------------------------
;
_STOE_measurement_identifier     JP389-1F1
_STOE_measurement_max_exposure_per_frame '60.0 s'
_STOE_measurement_mean_exposure_per_frame '60.0 s'
_STOE_measurement_min_exposure_per_frame '60.0 s'
_STOE_measurement_total_exposure_time '17.7 h'
_STOE_measurement_total_frame_number 1061
_STOE_measurement_total_run_number 19
_STOE_measurement_tube_power     '50.0 W'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_jp359-1f1
_database_code_depnum_ccdc_archive 'CCDC 2419409'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;Ecole Polytechnique
France
;
_audit_update_record             
;
2025-01-24 deposited with the CCDC.	2025-05-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT340_jp359-1f1           
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01054 Ang.
RESPONSE: The low bond precision is explained by the low I/sigma at higher diffraction angle.
;
_vrf_PLAT915_jp359-1f1           
;
PROBLEM: No Flack x Check Done: Low Friedel Pair Coverage         43 %
RESPONSE: Absolute structure configuration was not accessible.
;
# Added during the CSD deposition process: Friday 24 January 2025 11:33 AM
# end Validation Reply Form

_audit_creation_date             2025-01-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C21 H34 O2 Si), 0.5(C21 H33 O2 Si)'
_chemical_formula_sum            'C21 H34 O2 Si'
_chemical_formula_weight         346.57
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.4300(6)
_cell_length_b                   10.0076(8)
_cell_length_c                   14.9814(12)
_cell_angle_alpha                96.641(6)
_cell_angle_beta                 101.339(6)
_cell_angle_gamma                99.843(7)
_cell_volume                     1063.22(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7949
_cell_measurement_temperature    150
_cell_measurement_theta_max      24.74
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.083
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             380
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0649
_diffrn_reflns_av_unetI/netI     0.0786
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8759
_diffrn_reflns_point_group_measured_fraction_full 0.712
_diffrn_reflns_point_group_measured_fraction_max 0.712
_diffrn_reflns_theta_full        25.024
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_min         2.331
_diffrn_ambient_temperature      150
_diffrn_detector                 'EIGER2 1M CDTE'
_diffrn_detector_area_resol_mean 13.33
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
 599 frames, detector distance = 60 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   Axo_Mo
_diffrn_source_current           1.00
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.436
_reflns_Friedel_fraction_full    0.432
_reflns_Friedel_fraction_max     0.432
_reflns_number_gt                3638
_reflns_number_total             5325
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
X-Area Recipe 2.0.2 (STOE, 2024)
;
_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.194.0 (STOE, 2023)
;
_computing_data_reduction        
;
X-Area Integrate 2.5.18.0 (STOE, 2024)
X-Area LANA 2.8.4 (STOE, 2024)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.4, Darmstadt 2024
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     518
_refine_ls_number_reflns         5325
_refine_ls_number_restraints     228
_refine_ls_R_factor_all          0.0960
_refine_ls_R_factor_gt           0.0713
_refine_ls_restrained_S_all      0.981
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1273P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1761
_refine_ls_wR_factor_ref         0.1893
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Si00-C01B = Si00-C019
 1.88 with sigma of 0.02
 Si00-C01A
 1.87 with sigma of 0.02
 C01A-C017 = C3-C01A = C01A-C018
 1.53 with sigma of 0.02
 Si-C01C = Si-C2
 1.88 with sigma of 0.02
 Si-C4
 1.87 with sigma of 0.02
 C4-C0 = C4-C1 = C3A-C4
 1.53 with sigma of 0.02
 Si00-O004 = Si-O004
 1.66 with sigma of 0.02
 Si00-O004 \\sim Si-O004
 with sigma of 0.02
 Si00-C019 \\sim Si-C2
 with sigma of 0.02
 Si00-C01A \\sim Si-C4
 with sigma of 0.02
 Si00-C01B \\sim Si-C01C
 with sigma of 0.02
 C017-C01A \\sim C0-C4
 with sigma of 0.02
 C018-C01A \\sim C1-C4
 with sigma of 0.02
 C01A-C3 \\sim C4-C3A
 with sigma of 0.02
 Si00-C017 \\sim Si-C0
 with sigma of 0.04
 Si00-C018 \\sim Si-C1
 with sigma of 0.04
 Si00-C3 \\sim Si-C3A
 with sigma of 0.04
 O004-C019 \\sim O004-C2
 with sigma of 0.04
 O004-C01A \\sim O004-C4
 with sigma of 0.04
 O004-C01B \\sim O004-C01C
 with sigma of 0.04
 C017-C018 \\sim C0-C1
 with sigma of 0.04
 C017-C3 \\sim C0-C3A
 with sigma of 0.04
 C018-C3 \\sim C1-C3A
 with sigma of 0.04
 C019-C01A \\sim C2-C4
 with sigma of 0.04
 C019-C01B \\sim C2-C01C
 with sigma of 0.04
 C01A-C01B \\sim C4-C01C
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Si00 \\sim C017 \\sim C018 \\sim C019 \\sim C01A \\sim C01B \\sim C3: within 2A
with sigma of 0.004 and sigma for terminal atoms of 0.008 within 2A
Si00 \\sim C017 \\sim C018 \\sim C019 \\sim C01A \\sim C01B \\sim C3 \\sim Si
\\sim C0 \\sim C1 \\sim C2 \\sim C4 \\sim C01C \\sim C3A: within 2A with sigma
of 0.004 and sigma for terminal atoms of 0.008 within 2A
C5 \\sim C6 \\sim C7 \\sim C00R: within 2A with sigma of 0.004 and sigma for
terminal atoms of 0.008 within 2A
4. Others
 Sof(Si)=Sof(C0)=Sof(H0A)=Sof(H0B)=Sof(H0C)=Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=
 Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=Sof(C4)=Sof(C01C)=Sof(H01M)=Sof(H01N)=
 Sof(H01O)=Sof(C3A)=Sof(H3AA)=Sof(H3AB)=Sof(H3AC)=1-FVAR(1)
 Sof(Si00)=Sof(C017)=Sof(H01A)=Sof(H01B)=Sof(H01C)=Sof(C018)=Sof(H01D)=
 Sof(H01E)=Sof(H01F)=Sof(C019)=Sof(H01G)=Sof(H01H)=Sof(H01I)=Sof(C01A)=
 Sof(C01B)=Sof(H01J)=Sof(H01K)=Sof(H01L)=Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(H3C)=
 FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C009(H009), C00C(H00N), C00H(H00H), C00R(H00R)
5.b Secondary CH2 refined with riding coordinates:
 C00D(H00O,H00P), C00F(H00Q,H00S), C00G(H00A,H00B), C00Q(H00Z,H), C00S(H00C,
 H00D), C00Z(H00L,H00M)
5.c X=CH2 refined with riding coordinates:
 C011(H01P,H01Q), C7(H7A,H7B)
5.d Idealised Me refined as rotating group:
 C00M(H00T,H00U,H00V), C00P(H00W,H00X,H00Y), C00T(H00,HA,HB), C00U(H1,HC,HD),
 C00V(H00E,H00F,H00G), C00W(H00I,H00J,H00K), C00X(H2,HE,HF), C012(H01R,H01S,
 H01T), C013(H01U,H01V,H01W), C015(H01X,H01Y,HG), C017(H01A,H01B,H01C),
 C018(H01D,H01E,H01F), C019(H01G,H01H,H01I), C01B(H01J,H01K,H01L), C3(H3A,H3B,
 H3C), C0(H0A,H0B,H0C), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C01C(H01M,H01N,H01O),
 C3A(H3AA,H3AB,H3AC), C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si01 Si 1.0989(2) 0.81188(17) 0.79213(13) 0.0471(5) Uani 1 1 d . . . . .
O002 O 1.0127(5) 0.6680(4) 0.7187(3) 0.0379(10) Uani 1 1 d . . . . .
Si00 Si -0.1295(6) 0.6746(4) 0.2311(3) 0.0657(11) Uani 0.601(5) 1 d D U P A 1
O004 O -0.0530(7) 0.5529(5) 0.2835(3) 0.0701(15) Uani 1 1 d D . . . .
O005 O 0.3229(7) 0.2611(7) 0.6635(3) 0.0829(18) Uani 1 1 d . . . . .
C006 C 0.7292(8) 0.4305(6) 0.5472(4) 0.0421(15) Uani 1 1 d . . . . .
C007 C 0.1789(9) 0.4115(7) 0.4610(4) 0.0493(16) Uani 1 1 d . . . . .
C008 C 0.9600(10) 0.3252(6) 0.8373(5) 0.0534(18) Uani 1 1 d . . . . .
C009 C 0.9075(8) 0.3795(6) 0.7471(4) 0.0389(14) Uani 1 1 d . . . . .
H009 H 1.025861 0.422978 0.730789 0.047 Uiso 1 1 calc R U . . .
O00A O 0.5657(10) 0.1821(7) 0.3401(4) 0.102(2) Uani 1 1 d . . . . .
C00B C 0.7598(8) 0.5565(6) 0.5931(4) 0.0419(14) Uani 1 1 d . . . . .
C00C C 0.8165(7) 0.5993(6) 0.6965(4) 0.0384(14) Uani 1 1 d . . . . .
H00N H 0.741963 0.668872 0.713181 0.046 Uiso 1 1 calc R U . . .
C00D C 0.7903(8) 0.4887(6) 0.7567(4) 0.0411(14) Uani 1 1 d . . . . .
H00O H 0.656468 0.443143 0.741582 0.049 Uiso 1 1 calc R U . . .
H00P H 0.821302 0.533110 0.821865 0.049 Uiso 1 1 calc R U . . .
C00E C 0.1570(10) 0.2642(7) 0.4288(4) 0.0547(17) Uani 1 1 d . . . . .
C00F C 0.8063(9) 0.2624(6) 0.6701(4) 0.0474(16) Uani 1 1 d . . . . .
H00Q H 0.889050 0.195140 0.666543 0.057 Uiso 1 1 calc R U . . .
H00S H 0.693341 0.215958 0.688217 0.057 Uiso 1 1 calc R U . . .
C00G C 0.2400(9) 0.4292(8) 0.5653(4) 0.0549(18) Uani 1 1 d . . . . .
H00A H 0.359397 0.496631 0.587335 0.066 Uiso 1 1 calc R U . . .
H00B H 0.143688 0.461361 0.594646 0.066 Uiso 1 1 calc R U . . .
C00H C 0.1284(11) 0.5190(7) 0.3124(5) 0.0608(19) Uani 1 1 d . . . . .
H00H H 0.224017 0.595456 0.301970 0.073 Uiso 1 1 calc R U . . .
C00I C 0.7455(8) 0.2959(7) 0.5742(4) 0.0462(15) Uani 1 1 d . . . . .
C00J C 1.3591(8) 0.8315(6) 0.8084(4) 0.0447(15) Uani 1 1 d . . . . .
C00K C 0.2082(9) 0.1972(8) 0.5016(5) 0.0580(18) Uani 1 1 d . . . . .
C00L C 0.2640(9) 0.2922(9) 0.5871(5) 0.063(2) Uani 1 1 d . . . . .
C00M C 0.7407(10) 0.6803(7) 0.5455(5) 0.0604(19) Uani 1 1 d . . . . .
H00T H 0.863357 0.741573 0.556484 0.091 Uiso 1 1 calc R U . . .
H00U H 0.653174 0.729370 0.570097 0.091 Uiso 1 1 calc R U . . .
H00V H 0.693111 0.650252 0.479153 0.091 Uiso 1 1 calc R U . . .
C00N C 0.6940(10) 0.1944(7) 0.5016(5) 0.0588(19) Uani 1 1 d . . . . .
C00O C 0.1617(9) 0.5179(8) 0.4176(5) 0.0556(18) Uani 1 1 d . . . . .
C00P C 1.4235(10) 0.8762(9) 0.7233(5) 0.065(2) Uani 1 1 d . . . . .
H00W H 1.356872 0.809789 0.668583 0.098 Uiso 1 1 calc R U . . .
H00X H 1.558539 0.880281 0.731521 0.098 Uiso 1 1 calc R U . . .
H00Y H 1.396070 0.967022 0.715444 0.098 Uiso 1 1 calc R U . . .
C00Q C 0.6620(10) 0.4003(8) 0.4403(4) 0.0589(19) Uani 1 1 d . . . . .
H00Z H 0.543644 0.432237 0.420121 0.071 Uiso 1 1 calc R U . . .
H H 0.757865 0.445993 0.410288 0.071 Uiso 1 1 calc R U . . .
C00R C -0.0006(15) 0.2661(7) 0.2585(5) 0.084(2) Uani 1 1 d . U . . .
H00R H -0.112080 0.297284 0.275388 0.101 Uiso 1 1 calc R U . . .
C00S C 0.1421(12) 0.3917(8) 0.2543(5) 0.065(2) Uani 1 1 d . . . . .
H00C H 0.269190 0.372605 0.273987 0.078 Uiso 1 1 calc R U . . .
H00D H 0.126523 0.407880 0.189530 0.078 Uiso 1 1 calc R U . . .
C00T C 0.8086(14) 0.2530(9) 0.8752(6) 0.082(3) Uani 1 1 d . . . . .
H00 H 0.723560 0.314708 0.886488 0.123 Uiso 1 1 calc R U . . .
HA H 0.862779 0.224337 0.933301 0.123 Uiso 1 1 calc R U . . .
HB H 0.738881 0.171940 0.831117 0.123 Uiso 1 1 calc R U . . .
C00U C 1.4156(10) 0.6949(7) 0.8225(5) 0.0590(19) Uani 1 1 d . . . . .
H1 H 1.365786 0.660347 0.873205 0.088 Uiso 1 1 calc R U . . .
HC H 1.552483 0.707795 0.837503 0.088 Uiso 1 1 calc R U . . .
HD H 1.364797 0.628515 0.765919 0.088 Uiso 1 1 calc R U . . .
C00V C 0.2095(13) 0.0440(9) 0.4934(6) 0.079(3) Uani 1 1 d . . . . .
H00E H 0.080833 -0.008468 0.472446 0.119 Uiso 1 1 calc R U . . .
H00F H 0.264981 0.022333 0.553631 0.119 Uiso 1 1 calc R U . . .
H00G H 0.283583 0.019636 0.448844 0.119 Uiso 1 1 calc R U . . .
C00W C 0.1849(11) 0.6616(9) 0.4678(6) 0.080(3) Uani 1 1 d . . . . .
H00I H 0.307268 0.715184 0.466143 0.121 Uiso 1 1 calc R U . . .
H00J H 0.176687 0.657778 0.531982 0.121 Uiso 1 1 calc R U . . .
H00K H 0.085636 0.705266 0.437874 0.121 Uiso 1 1 calc R U . . .
C00X C 1.4580(9) 0.9400(8) 0.8925(5) 0.061(2) Uani 1 1 d . . . . .
H2 H 1.422789 1.028239 0.883054 0.091 Uiso 1 1 calc R U . . .
HE H 1.593916 0.949701 0.900442 0.091 Uiso 1 1 calc R U . . .
HF H 1.420360 0.911548 0.947632 0.091 Uiso 1 1 calc R U . . .
C00Y C 0.6338(11) 0.2507(9) 0.4180(5) 0.071(2) Uani 1 1 d . . . . .
C00Z C 0.0825(13) 0.1864(8) 0.3336(5) 0.071(2) Uani 1 1 d . . . . .
H00L H -0.015777 0.107620 0.336518 0.086 Uiso 1 1 calc R U . . .
H00M H 0.185341 0.148344 0.313661 0.086 Uiso 1 1 calc R U . . .
C011 C 1.1412(12) 0.3363(8) 0.8778(5) 0.073(2) Uani 1 1 d . . . . .
H01P H 1.174217 0.297207 0.932114 0.088 Uiso 1 1 calc R U . . .
H01Q H 1.236355 0.383179 0.852177 0.088 Uiso 1 1 calc R U . . .
C012 C 1.0318(13) 0.8003(11) 0.9044(6) 0.100(4) Uani 1 1 d . . . . .
H01R H 0.897955 0.800897 0.897094 0.150 Uiso 1 1 calc R U . . .
H01S H 1.104551 0.878904 0.949867 0.150 Uiso 1 1 calc R U . . .
H01T H 1.057514 0.714997 0.925594 0.150 Uiso 1 1 calc R U . . .
C013 C 0.6922(13) 0.0448(8) 0.5025(6) 0.080(3) Uani 1 1 d . . . . .
H01U H 0.816496 0.032739 0.532996 0.120 Uiso 1 1 calc R U . . .
H01V H 0.659731 -0.003781 0.439077 0.120 Uiso 1 1 calc R U . . .
H01W H 0.599371 0.007431 0.536073 0.120 Uiso 1 1 calc R U . . .
C015 C 1.0179(12) 0.9567(8) 0.7433(8) 0.089(3) Uani 1 1 d . . . . .
H01X H 1.044122 0.957739 0.681769 0.134 Uiso 1 1 calc R U . . .
H01Y H 1.083470 1.042786 0.783224 0.134 Uiso 1 1 calc R U . . .
HG H 0.882748 0.946830 0.738856 0.134 Uiso 1 1 calc R U . . .
C017 C -0.460(2) 0.4828(16) 0.1474(11) 0.089(3) Uani 0.601(5) 1 d D U P A 1
H01A H -0.411250 0.398906 0.154681 0.134 Uiso 0.601(5) 1 calc R U P A 1
H01B H -0.569765 0.463142 0.095750 0.134 Uiso 0.601(5) 1 calc R U P A 1
H01C H -0.497068 0.515762 0.204028 0.134 Uiso 0.601(5) 1 calc R U P A 1
C018 C -0.406(2) 0.6940(14) 0.0796(10) 0.081(3) Uani 0.601(5) 1 d D U P A 1
H01D H -0.465062 0.745299 0.121416 0.122 Uiso 0.601(5) 1 calc R U P A 1
H01E H -0.500908 0.646608 0.025015 0.122 Uiso 0.601(5) 1 calc R U P A 1
H01F H -0.309806 0.757614 0.060762 0.122 Uiso 0.601(5) 1 calc R U P A 1
C019 C 0.074(2) 0.7753(16) 0.1911(10) 0.081(3) Uani 0.601(5) 1 d D U P A 1
H01G H 0.188113 0.790090 0.239545 0.121 Uiso 0.601(5) 1 calc R U P A 1
H01H H 0.045730 0.864156 0.178011 0.121 Uiso 0.601(5) 1 calc R U P A 1
H01I H 0.092116 0.723382 0.135062 0.121 Uiso 0.601(5) 1 calc R U P A 1
C01A C -0.3153(17) 0.5884(12) 0.1289(8) 0.0733(17) Uani 0.601(5) 1 d D U P A 1
C01B C -0.233(2) 0.7890(15) 0.3047(9) 0.081(3) Uani 0.601(5) 1 d D U P A 1
H01J H -0.352347 0.738499 0.313088 0.122 Uiso 0.601(5) 1 calc R U P A 1
H01K H -0.255168 0.868686 0.274832 0.122 Uiso 0.601(5) 1 calc R U P A 1
H01L H -0.146798 0.820049 0.364804 0.122 Uiso 0.601(5) 1 calc R U P A 1
C3 C -0.238(3) 0.5015(17) 0.0599(10) 0.097(4) Uani 0.601(5) 1 d D U P A 1
H3A H -0.130811 0.558163 0.044274 0.146 Uiso 0.601(5) 1 calc R U P A 1
H3B H -0.335931 0.466526 0.003876 0.146 Uiso 0.601(5) 1 calc R U P A 1
H3C H -0.197970 0.424190 0.087349 0.146 Uiso 0.601(5) 1 calc R U P A 1
Si Si -0.0724(10) 0.6385(6) 0.1880(4) 0.0691(14) Uani 0.399(5) 1 d D U P A 2
C0 C -0.334(4) 0.743(2) 0.2718(12) 0.083(3) Uani 0.399(5) 1 d D U P A 2
H0A H -0.248017 0.717861 0.322847 0.125 Uiso 0.399(5) 1 calc R U P A 2
H0B H -0.462844 0.716779 0.278849 0.125 Uiso 0.399(5) 1 calc R U P A 2
H0C H -0.303042 0.842268 0.272298 0.125 Uiso 0.399(5) 1 calc R U P A 2
C1 C -0.374(4) 0.756(2) 0.1075(14) 0.080(4) Uani 0.399(5) 1 d D U P A 2
H1A H -0.350739 0.853256 0.134721 0.121 Uiso 0.399(5) 1 calc R U P A 2
H1B H -0.507590 0.724626 0.079516 0.121 Uiso 0.399(5) 1 calc R U P A 2
H1C H -0.301167 0.745862 0.060063 0.121 Uiso 0.399(5) 1 calc R U P A 2
C2 C -0.052(4) 0.542(2) 0.0769(11) 0.090(4) Uani 0.399(5) 1 d D U P A 2
H2A H 0.076536 0.567006 0.068539 0.135 Uiso 0.399(5) 1 calc R U P A 2
H2B H -0.139033 0.565090 0.025598 0.135 Uiso 0.399(5) 1 calc R U P A 2
H2C H -0.082231 0.443053 0.078291 0.135 Uiso 0.399(5) 1 calc R U P A 2
C4 C -0.314(2) 0.6702(17) 0.1833(10) 0.0749(18) Uani 0.399(5) 1 d D U P A 2
C01C C 0.097(3) 0.8081(18) 0.2291(15) 0.076(4) Uani 0.399(5) 1 d D U P A 2
H01M H 0.078798 0.849433 0.288277 0.114 Uiso 0.399(5) 1 calc R U P A 2
H01N H 0.075545 0.869865 0.183633 0.114 Uiso 0.399(5) 1 calc R U P A 2
H01O H 0.226041 0.792840 0.236580 0.114 Uiso 0.399(5) 1 calc R U P A 2
C3A C -0.467(3) 0.544(2) 0.1734(16) 0.084(4) Uani 0.399(5) 1 d D U P A 2
H3AA H -0.528888 0.515226 0.108188 0.126 Uiso 0.399(5) 1 calc R U P A 2
H3AB H -0.559604 0.566144 0.208351 0.126 Uiso 0.399(5) 1 calc R U P A 2
H3AC H -0.411981 0.469627 0.197179 0.126 Uiso 0.399(5) 1 calc R U P A 2
C5 C -0.0660(18) 0.1686(9) 0.1677(6) 0.094(2) Uani 1 1 d . U . . .
C7 C -0.249(2) 0.1194(10) 0.1351(7) 0.130(4) Uani 1 1 d . U . . .
H7A H -0.292008 0.059185 0.078075 0.156 Uiso 1 1 calc R U . . .
H7B H -0.337073 0.144595 0.169034 0.156 Uiso 1 1 calc R U . . .
C6 C 0.082(2) 0.1378(11) 0.1225(7) 0.120(3) Uani 1 1 d . U . . .
H6A H 0.139430 0.220376 0.101147 0.180 Uiso 1 1 calc R U . . .
H6B H 0.028976 0.064806 0.069640 0.180 Uiso 1 1 calc R U . . .
H6C H 0.177582 0.107492 0.166174 0.180 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
Si01 O002 1.654(4) . ?
Si01 C00J 1.874(6) . ?
Si01 C012 1.857(9) . ?
Si01 C015 1.835(9) . ?
O002 C00C 1.457(6) . ?
Si00 O004 1.645(6) . ?
Si00 C019 1.906(13) . ?
Si00 C01A 1.857(10) . ?
Si00 C01B 1.861(13) . ?
O004 C00H 1.442(9) . ?
O004 Si 1.746(7) . ?
O005 C00L 1.237(8) . ?
C006 C00B 1.325(9) . ?
C006 C00I 1.468(9) . ?
C006 C00Q 1.558(8) . ?
C007 C00E 1.468(10) . ?
C007 C00G 1.518(8) . ?
C007 C00O 1.322(10) . ?
C008 C009 1.520(8) . ?
C008 C00T 1.476(11) . ?
C008 C011 1.344(10) . ?
C009 H009 1.0000 . ?
C009 C00D 1.520(9) . ?
C009 C00F 1.522(8) . ?
O00A C00Y 1.246(9) . ?
C00B C00C 1.513(8) . ?
C00B C00M 1.513(9) . ?
C00C H00N 1.0000 . ?
C00C C00D 1.516(8) . ?
C00D H00O 0.9900 . ?
C00D H00P 0.9900 . ?
C00E C00K 1.370(9) . ?
C00E C00Z 1.494(9) . ?
C00F H00Q 0.9900 . ?
C00F H00S 0.9900 . ?
C00F C00I 1.512(8) . ?
C00G H00A 0.9900 . ?
C00G H00B 0.9900 . ?
C00G C00L 1.477(12) . ?
C00H H00H 1.0000 . ?
C00H C00O 1.547(10) . ?
C00H C00S 1.488(11) . ?
C00I C00N 1.346(9) . ?
C00J C00P 1.534(9) . ?
C00J C00U 1.523(9) . ?
C00J C00X 1.534(8) . ?
C00K C00L 1.445(11) . ?
C00K C00V 1.526(12) . ?
C00M H00T 0.9800 . ?
C00M H00U 0.9800 . ?
C00M H00V 0.9800 . ?
C00N C00Y 1.453(11) . ?
C00N C013 1.497(11) . ?
C00O C00W 1.510(11) . ?
C00P H00W 0.9800 . ?
C00P H00X 0.9800 . ?
C00P H00Y 0.9800 . ?
C00Q H00Z 0.9900 . ?
C00Q H 0.9900 . ?
C00Q C00Y 1.465(11) . ?
C00R H00R 1.0000 . ?
C00R C00S 1.516(11) . ?
C00R C00Z 1.545(10) . ?
C00R C5 1.519(11) . ?
C00S H00C 0.9900 . ?
C00S H00D 0.9900 . ?
C00T H00 0.9800 . ?
C00T HA 0.9800 . ?
C00T HB 0.9800 . ?
C00U H1 0.9800 . ?
C00U HC 0.9800 . ?
C00U HD 0.9800 . ?
C00V H00E 0.9800 . ?
C00V H00F 0.9800 . ?
C00V H00G 0.9800 . ?
C00W H00I 0.9800 . ?
C00W H00J 0.9800 . ?
C00W H00K 0.9800 . ?
C00X H2 0.9800 . ?
C00X HE 0.9800 . ?
C00X HF 0.9800 . ?
C00Z H00L 0.9900 . ?
C00Z H00M 0.9900 . ?
C011 H01P 0.9500 . ?
C011 H01Q 0.9500 . ?
C012 H01R 0.9800 . ?
C012 H01S 0.9800 . ?
C012 H01T 0.9800 . ?
C013 H01U 0.9800 . ?
C013 H01V 0.9800 . ?
C013 H01W 0.9800 . ?
C015 H01X 0.9800 . ?
C015 H01Y 0.9800 . ?
C015 HG 0.9800 . ?
C017 H01A 0.9800 . ?
C017 H01B 0.9800 . ?
C017 H01C 0.9800 . ?
C017 C01A 1.467(15) . ?
C018 H01D 0.9800 . ?
C018 H01E 0.9800 . ?
C018 H01F 0.9800 . ?
C018 C01A 1.531(13) . ?
C019 H01G 0.9800 . ?
C019 H01H 0.9800 . ?
C019 H01I 0.9800 . ?
C01A C3 1.534(15) . ?
C01B H01J 0.9800 . ?
C01B H01K 0.9800 . ?
C01B H01L 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
Si C2 1.873(14) . ?
Si C4 1.868(14) . ?
Si C01C 1.890(14) . ?
C0 H0A 0.9800 . ?
C0 H0B 0.9800 . ?
C0 H0C 0.9800 . ?
C0 C4 1.483(16) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C4 1.546(15) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C4 C3A 1.518(16) . ?
C01C H01M 0.9800 . ?
C01C H01N 0.9800 . ?
C01C H01O 0.9800 . ?
C3A H3AA 0.9800 . ?
C3A H3AB 0.9800 . ?
C3A H3AC 0.9800 . ?
C5 C7 1.339(16) . ?
C5 C6 1.458(17) . ?
C7 H7A 0.9500 . ?
C7 H7B 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 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
O002 Si01 C00J 104.5(2) . . ?
O002 Si01 C012 111.6(3) . . ?
O002 Si01 C015 110.2(3) . . ?
C012 Si01 C00J 109.7(4) . . ?
C015 Si01 C00J 111.0(4) . . ?
C015 Si01 C012 109.7(5) . . ?
C00C O002 Si01 124.3(4) . . ?
O004 Si00 C019 107.9(6) . . ?
O004 Si00 C01A 107.0(4) . . ?
O004 Si00 C01B 112.9(6) . . ?
C01A Si00 C019 109.3(6) . . ?
C01A Si00 C01B 108.1(7) . . ?
C01B Si00 C019 111.5(8) . . ?
C00H O004 Si00 134.7(5) . . ?
C00H O004 Si 113.8(5) . . ?
C00B C006 C00I 134.0(5) . . ?
C00B C006 C00Q 121.6(5) . . ?
C00I C006 C00Q 104.4(5) . . ?
C00E C007 C00G 105.6(6) . . ?
C00O C007 C00E 132.9(6) . . ?
C00O C007 C00G 121.4(6) . . ?
C00T C008 C009 118.5(6) . . ?
C011 C008 C009 120.0(6) . . ?
C011 C008 C00T 121.4(7) . . ?
C008 C009 H009 108.0 . . ?
C008 C009 C00D 111.2(5) . . ?
C008 C009 C00F 110.4(5) . . ?
C00D C009 H009 108.0 . . ?
C00D C009 C00F 111.2(5) . . ?
C00F C009 H009 108.0 . . ?
C006 C00B C00C 127.0(5) . . ?
C006 C00B C00M 122.5(5) . . ?
C00C C00B C00M 110.4(5) . . ?
O002 C00C C00B 107.3(5) . . ?
O002 C00C H00N 107.4 . . ?
O002 C00C C00D 109.1(4) . . ?
C00B C00C H00N 107.4 . . ?
C00B C00C C00D 117.9(5) . . ?
C00D C00C H00N 107.4 . . ?
C009 C00D H00O 108.5 . . ?
C009 C00D H00P 108.5 . . ?
C00C C00D C009 115.0(5) . . ?
C00C C00D H00O 108.5 . . ?
C00C C00D H00P 108.5 . . ?
H00O C00D H00P 107.5 . . ?
C007 C00E C00Z 129.0(6) . . ?
C00K C00E C007 110.2(6) . . ?
C00K C00E C00Z 120.7(6) . . ?
C009 C00F H00Q 107.7 . . ?
C009 C00F H00S 107.7 . . ?
H00Q C00F H00S 107.1 . . ?
C00I C00F C009 118.3(5) . . ?
C00I C00F H00Q 107.7 . . ?
C00I C00F H00S 107.7 . . ?
C007 C00G H00A 110.6 . . ?
C007 C00G H00B 110.6 . . ?
H00A C00G H00B 108.7 . . ?
C00L C00G C007 105.7(6) . . ?
C00L C00G H00A 110.6 . . ?
C00L C00G H00B 110.6 . . ?
O004 C00H H00H 107.4 . . ?
O004 C00H C00O 107.2(6) . . ?
O004 C00H C00S 110.3(6) . . ?
C00O C00H H00H 107.4 . . ?
C00S C00H H00H 107.4 . . ?
C00S C00H C00O 116.7(6) . . ?
C006 C00I C00F 128.1(5) . . ?
C00N C00I C006 112.2(6) . . ?
C00N C00I C00F 119.7(6) . . ?
C00P C00J Si01 110.7(4) . . ?
C00P C00J C00X 108.7(5) . . ?
C00U C00J Si01 109.8(4) . . ?
C00U C00J C00P 108.2(6) . . ?
C00U C00J C00X 109.5(5) . . ?
C00X C00J Si01 110.0(5) . . ?
C00E C00K C00L 110.6(7) . . ?
C00E C00K C00V 124.7(7) . . ?
C00L C00K C00V 124.7(6) . . ?
O005 C00L C00G 127.6(7) . . ?
O005 C00L C00K 124.7(8) . . ?
C00K C00L C00G 107.6(6) . . ?
C00B C00M H00T 109.5 . . ?
C00B C00M H00U 109.5 . . ?
C00B C00M H00V 109.5 . . ?
H00T C00M H00U 109.5 . . ?
H00T C00M H00V 109.5 . . ?
H00U C00M H00V 109.5 . . ?
C00I C00N C00Y 109.6(6) . . ?
C00I C00N C013 127.3(7) . . ?
C00Y C00N C013 123.1(7) . . ?
C007 C00O C00H 127.2(6) . . ?
C007 C00O C00W 122.7(6) . . ?
C00W C00O C00H 110.0(7) . . ?
C00J C00P H00W 109.5 . . ?
C00J C00P H00X 109.5 . . ?
C00J C00P H00Y 109.5 . . ?
H00W C00P H00X 109.5 . . ?
H00W C00P H00Y 109.5 . . ?
H00X C00P H00Y 109.5 . . ?
C006 C00Q H00Z 110.9 . . ?
C006 C00Q H 110.9 . . ?
H00Z C00Q H 108.9 . . ?
C00Y C00Q C006 104.3(6) . . ?
C00Y C00Q H00Z 110.9 . . ?
C00Y C00Q H 110.9 . . ?
C00S C00R H00R 108.4 . . ?
C00S C00R C00Z 110.0(7) . . ?
C00S C00R C5 113.2(8) . . ?
C00Z C00R H00R 108.4 . . ?
C5 C00R H00R 108.4 . . ?
C5 C00R C00Z 108.4(6) . . ?
C00H C00S C00R 114.3(7) . . ?
C00H C00S H00C 108.7 . . ?
C00H C00S H00D 108.7 . . ?
C00R C00S H00C 108.7 . . ?
C00R C00S H00D 108.7 . . ?
H00C C00S H00D 107.6 . . ?
C008 C00T H00 109.5 . . ?
C008 C00T HA 109.5 . . ?
C008 C00T HB 109.5 . . ?
H00 C00T HA 109.5 . . ?
H00 C00T HB 109.5 . . ?
HA C00T HB 109.5 . . ?
C00J C00U H1 109.5 . . ?
C00J C00U HC 109.5 . . ?
C00J C00U HD 109.5 . . ?
H1 C00U HC 109.5 . . ?
H1 C00U HD 109.5 . . ?
HC C00U HD 109.5 . . ?
C00K C00V H00E 109.5 . . ?
C00K C00V H00F 109.5 . . ?
C00K C00V H00G 109.5 . . ?
H00E C00V H00F 109.5 . . ?
H00E C00V H00G 109.5 . . ?
H00F C00V H00G 109.5 . . ?
C00O C00W H00I 109.5 . . ?
C00O C00W H00J 109.5 . . ?
C00O C00W H00K 109.5 . . ?
H00I C00W H00J 109.5 . . ?
H00I C00W H00K 109.5 . . ?
H00J C00W H00K 109.5 . . ?
C00J C00X H2 109.5 . . ?
C00J C00X HE 109.5 . . ?
C00J C00X HF 109.5 . . ?
H2 C00X HE 109.5 . . ?
H2 C00X HF 109.5 . . ?
HE C00X HF 109.5 . . ?
O00A C00Y C00N 125.3(8) . . ?
O00A C00Y C00Q 125.4(8) . . ?
C00N C00Y C00Q 109.3(6) . . ?
C00E C00Z C00R 117.1(6) . . ?
C00E C00Z H00L 108.0 . . ?
C00E C00Z H00M 108.0 . . ?
C00R C00Z H00L 108.0 . . ?
C00R C00Z H00M 108.0 . . ?
H00L C00Z H00M 107.3 . . ?
C008 C011 H01P 120.0 . . ?
C008 C011 H01Q 120.0 . . ?
H01P C011 H01Q 120.0 . . ?
Si01 C012 H01R 109.5 . . ?
Si01 C012 H01S 109.5 . . ?
Si01 C012 H01T 109.5 . . ?
H01R C012 H01S 109.5 . . ?
H01R C012 H01T 109.5 . . ?
H01S C012 H01T 109.5 . . ?
C00N C013 H01U 109.5 . . ?
C00N C013 H01V 109.5 . . ?
C00N C013 H01W 109.5 . . ?
H01U C013 H01V 109.5 . . ?
H01U C013 H01W 109.5 . . ?
H01V C013 H01W 109.5 . . ?
Si01 C015 H01X 109.5 . . ?
Si01 C015 H01Y 109.5 . . ?
Si01 C015 HG 109.5 . . ?
H01X C015 H01Y 109.5 . . ?
H01X C015 HG 109.5 . . ?
H01Y C015 HG 109.5 . . ?
H01A C017 H01B 109.5 . . ?
H01A C017 H01C 109.5 . . ?
H01B C017 H01C 109.5 . . ?
C01A C017 H01A 109.5 . . ?
C01A C017 H01B 109.5 . . ?
C01A C017 H01C 109.5 . . ?
H01D C018 H01E 109.5 . . ?
H01D C018 H01F 109.5 . . ?
H01E C018 H01F 109.5 . . ?
C01A C018 H01D 109.5 . . ?
C01A C018 H01E 109.5 . . ?
C01A C018 H01F 109.5 . . ?
Si00 C019 H01G 109.5 . . ?
Si00 C019 H01H 109.5 . . ?
Si00 C019 H01I 109.5 . . ?
H01G C019 H01H 109.5 . . ?
H01G C019 H01I 109.5 . . ?
H01H C019 H01I 109.5 . . ?
C017 C01A Si00 115.2(9) . . ?
C017 C01A C018 110.0(12) . . ?
C017 C01A C3 100.0(12) . . ?
C018 C01A Si00 110.8(8) . . ?
C018 C01A C3 108.5(12) . . ?
C3 C01A Si00 111.7(10) . . ?
Si00 C01B H01J 109.5 . . ?
Si00 C01B H01K 109.5 . . ?
Si00 C01B H01L 109.5 . . ?
H01J C01B H01K 109.5 . . ?
H01J C01B H01L 109.5 . . ?
H01K C01B H01L 109.5 . . ?
C01A C3 H3A 109.5 . . ?
C01A C3 H3B 109.5 . . ?
C01A C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O004 Si C2 117.1(8) . . ?
O004 Si C4 98.0(6) . . ?
O004 Si C01C 104.8(8) . . ?
C2 Si C01C 115.4(12) . . ?
C4 Si C2 111.8(10) . . ?
C4 Si C01C 108.1(10) . . ?
H0A C0 H0B 109.5 . . ?
H0A C0 H0C 109.5 . . ?
H0B C0 H0C 109.5 . . ?
C4 C0 H0A 109.5 . . ?
C4 C0 H0B 109.5 . . ?
C4 C0 H0C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
Si C2 H2A 109.5 . . ?
Si C2 H2B 109.5 . . ?
Si C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C0 C4 Si 112.3(13) . . ?
C0 C4 C1 107.6(15) . . ?
C0 C4 C3A 98.8(15) . . ?
C1 C4 Si 112.0(13) . . ?
C3A C4 Si 116.2(14) . . ?
C3A C4 C1 109.0(15) . . ?
Si C01C H01M 109.5 . . ?
Si C01C H01N 109.5 . . ?
Si C01C H01O 109.5 . . ?
H01M C01C H01N 109.5 . . ?
H01M C01C H01O 109.5 . . ?
H01N C01C H01O 109.5 . . ?
C4 C3A H3AA 109.5 . . ?
C4 C3A H3AB 109.5 . . ?
C4 C3A H3AC 109.5 . . ?
H3AA C3A H3AB 109.5 . . ?
H3AA C3A H3AC 109.5 . . ?
H3AB C3A H3AC 109.5 . . ?
C7 C5 C00R 119.3(11) . . ?
C7 C5 C6 125.3(9) . . ?
C6 C5 C00R 115.4(10) . . ?
C5 C7 H7A 120.0 . . ?
C5 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 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
Si01 O002 C00C C00B 136.0(4) . . . . ?
Si01 O002 C00C C00D -95.2(5) . . . . ?
O002 Si01 C00J C00P 74.1(5) . . . . ?
O002 Si01 C00J C00U -45.3(5) . . . . ?
O002 Si01 C00J C00X -165.8(4) . . . . ?
O002 C00C C00D C009 -58.8(6) . . . . ?
Si00 O004 C00H C00O 122.4(6) . . . . ?
Si00 O004 C00H C00S -109.6(7) . . . . ?
O004 Si00 C01A C017 50.0(11) . . . . ?
O004 Si00 C01A C018 175.6(11) . . . . ?
O004 Si00 C01A C3 -63.2(11) . . . . ?
O004 C00H C00O C007 115.4(8) . . . . ?
O004 C00H C00O C00W -68.1(7) . . . . ?
O004 C00H C00S C00R -60.5(8) . . . . ?
O004 Si C4 C0 54.8(14) . . . . ?
O004 Si C4 C1 176.0(12) . . . . ?
O004 Si C4 C3A -57.9(13) . . . . ?
C006 C00B C00C O002 106.8(7) . . . . ?
C006 C00B C00C C00D -16.7(9) . . . . ?
C006 C00I C00N C00Y -1.2(8) . . . . ?
C006 C00I C00N C013 179.9(8) . . . . ?
C006 C00Q C00Y O00A 174.0(8) . . . . ?
C006 C00Q C00Y C00N -4.8(8) . . . . ?
C007 C00E C00K C00L 1.1(8) . . . . ?
C007 C00E C00K C00V -177.9(7) . . . . ?
C007 C00E C00Z C00R -6.2(13) . . . . ?
C007 C00G C00L O005 175.5(6) . . . . ?
C007 C00G C00L C00K -3.6(7) . . . . ?
C008 C009 C00D C00C 148.5(5) . . . . ?
C008 C009 C00F C00I -179.0(6) . . . . ?
C009 C00F C00I C006 -16.3(9) . . . . ?
C009 C00F C00I C00N 165.4(6) . . . . ?
C00B C006 C00I C00F 0.2(12) . . . . ?
C00B C006 C00I C00N 178.6(7) . . . . ?
C00B C006 C00Q C00Y -176.4(6) . . . . ?
C00B C00C C00D C009 63.8(6) . . . . ?
C00D C009 C00F C00I 57.1(7) . . . . ?
C00E C007 C00G C00L 4.2(7) . . . . ?
C00E C007 C00O C00H -6.4(13) . . . . ?
C00E C007 C00O C00W 177.5(7) . . . . ?
C00E C00K C00L O005 -177.4(7) . . . . ?
C00E C00K C00L C00G 1.7(8) . . . . ?
C00F C009 C00D C00C -88.0(6) . . . . ?
C00F C00I C00N C00Y 177.4(6) . . . . ?
C00F C00I C00N C013 -1.5(11) . . . . ?
C00G C007 C00E C00K -3.3(8) . . . . ?
C00G C007 C00E C00Z 173.7(7) . . . . ?
C00G C007 C00O C00H 170.7(6) . . . . ?
C00G C007 C00O C00W -5.4(10) . . . . ?
C00H O004 Si C2 64.3(11) . . . . ?
C00H O004 Si C4 -176.1(7) . . . . ?
C00H O004 Si C01C -64.9(11) . . . . ?
C00I C006 C00B C00C -3.5(11) . . . . ?
C00I C006 C00B C00M 176.6(7) . . . . ?
C00I C006 C00Q C00Y 4.0(7) . . . . ?
C00I C00N C00Y O00A -174.8(8) . . . . ?
C00I C00N C00Y C00Q 3.9(9) . . . . ?
C00J Si01 O002 C00C 169.8(4) . . . . ?
C00K C00E C00Z C00R 170.6(8) . . . . ?
C00M C00B C00C O002 -73.3(6) . . . . ?
C00M C00B C00C C00D 163.2(5) . . . . ?
C00O C007 C00E C00K 174.1(7) . . . . ?
C00O C007 C00E C00Z -8.8(13) . . . . ?
C00O C007 C00G C00L -173.7(6) . . . . ?
C00O C00H C00S C00R 62.1(9) . . . . ?
C00Q C006 C00B C00C 177.0(6) . . . . ?
C00Q C006 C00B C00M -2.9(9) . . . . ?
C00Q C006 C00I C00F 179.7(6) . . . . ?
C00Q C006 C00I C00N -1.8(7) . . . . ?
C00S C00H C00O C007 -8.8(11) . . . . ?
C00S C00H C00O C00W 167.7(7) . . . . ?
C00S C00R C00Z C00E 55.3(11) . . . . ?
C00S C00R C5 C7 -133.0(10) . . . . ?
C00S C00R C5 C6 46.4(10) . . . . ?
C00T C008 C009 C00D 63.1(8) . . . . ?
C00T C008 C009 C00F -60.8(8) . . . . ?
C00V C00K C00L O005 1.5(11) . . . . ?
C00V C00K C00L C00G -179.4(7) . . . . ?
C00Z C00E C00K C00L -176.2(7) . . . . ?
C00Z C00E C00K C00V 4.8(12) . . . . ?
C00Z C00R C00S C00H -92.7(8) . . . . ?
C00Z C00R C5 C7 104.7(10) . . . . ?
C00Z C00R C5 C6 -76.0(11) . . . . ?
C011 C008 C009 C00D -120.7(7) . . . . ?
C011 C008 C009 C00F 115.3(7) . . . . ?
C012 Si01 O002 C00C 51.3(6) . . . . ?
C012 Si01 C00J C00P -166.2(5) . . . . ?
C012 Si01 C00J C00U 74.5(6) . . . . ?
C012 Si01 C00J C00X -46.1(6) . . . . ?
C013 C00N C00Y O00A 4.1(13) . . . . ?
C013 C00N C00Y C00Q -177.1(8) . . . . ?
C015 Si01 O002 C00C -70.8(6) . . . . ?
C015 Si01 C00J C00P -44.7(6) . . . . ?
C015 Si01 C00J C00U -164.1(5) . . . . ?
C015 Si01 C00J C00X 75.4(6) . . . . ?
C019 Si00 O004 C00H 7.9(9) . . . . ?
C019 Si00 C01A C017 166.6(11) . . . . ?
C019 Si00 C01A C018 -67.8(13) . . . . ?
C019 Si00 C01A C3 53.4(12) . . . . ?
C01A Si00 O004 C00H 125.4(7) . . . . ?
C01B Si00 O004 C00H -115.8(9) . . . . ?
C01B Si00 C01A C017 -71.8(12) . . . . ?
C01B Si00 C01A C018 53.8(13) . . . . ?
C01B Si00 C01A C3 174.9(10) . . . . ?
Si O004 C00H C00O 150.7(5) . . . . ?
Si O004 C00H C00S -81.3(6) . . . . ?
C2 Si C4 C0 178.3(15) . . . . ?
C2 Si C4 C1 -60.6(16) . . . . ?
C2 Si C4 C3A 65.6(16) . . . . ?
C01C Si C4 C0 -53.6(16) . . . . ?
C01C Si C4 C1 67.5(15) . . . . ?
C01C Si C4 C3A -166.4(14) . . . . ?
C5 C00R C00S C00H 145.9(8) . . . . ?
C5 C00R C00Z C00E 179.6(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_STOE_detector_distance          '60.0 mm'
_STOE_detector_pixelsize_x       '0.075 mm'
_STOE_detector_pixelsize_y       '0.075 mm'
_STOE_detector_size_x            '8.0 cm'
_STOE_detector_size_y            '7.7 cm'
_STOE_evaluation_integration_A   10.1
_STOE_evaluation_integration_B   0.1
_STOE_evaluation_integration_EMS 0.011
_STOE_evaluation_LANA_BIS_l_even_max -
_STOE_evaluation_LANA_BIS_l_odd_max -
_STOE_evaluation_LANA_BOS_l_even_max 4
_STOE_evaluation_LANA_BOS_l_odd_max 1
_STOE_evaluation_LANA_completeness 59.5
_STOE_evaluation_LANA_DXS_max_order 3
_STOE_evaluation_LANA_DYS_max_order 3
_STOE_evaluation_LANA_FS_max_order 3
_STOE_evaluation_LANA_max_2theta_available 58.5
_STOE_evaluation_LANA_max_2theta_desired 58.5
_STOE_evaluation_LANA_mean_redundancy 1.6
_STOE_evaluation_LANA_number_refls_after_OR 10828
_STOE_evaluation_LANA_number_refls_outliers 365
_STOE_evaluation_LANA_number_refls_total 11193
_STOE_evaluation_LANA_number_refls_unique 6892
_STOE_evaluation_LANA_number_refls_written 10828
_STOE_evaluation_LANA_OR_c1      0.050
_STOE_evaluation_LANA_OR_c2      0
_STOE_evaluation_LANA_OR_c3      0
_STOE_evaluation_LANA_OR_c4      1.0
_STOE_evaluation_LANA_point_group 1
_STOE_evaluation_LANA_table      
;
#----------------------------------------------------------------------------
2Theta           6.7   12.9   19.1   25.3   31.5   37.7   43.9   50.1   56.3
#----------------------------------------------------------------------------
<Resolution>    5.24   3.11   2.16   1.60   1.30   1.10   0.95   0.84   0.77
N(total)         169    506    658   1017   1516   1962   2211   2328    826
<Redundancy>     2.5    2.2    1.8    1.7    1.7    1.7    1.5    1.4    1.2
Complet. [%%]    98.3   94.4   76.1   75.5   74.6   71.5   68.2   62.0   25.7
<I/sigma>      191.0   92.6   50.5   23.2   14.0    6.1    2.2    0.9    0.5
R(int)         0.055  0.041  0.070  0.080  0.081  0.108  0.194  0.318  0.432
#----------------------------------------------------------------------------
;
_STOE_measurement_identifier     JP359-1F1
_STOE_measurement_max_exposure_per_frame '90.0 s'
_STOE_measurement_mean_exposure_per_frame '90.0 s'
_STOE_measurement_min_exposure_per_frame '90.0 s'
_STOE_measurement_total_exposure_time '15.0 h'
_STOE_measurement_total_frame_number 599
_STOE_measurement_total_run_number 10
_STOE_measurement_tube_power     '50.0 W'
####################################################################### 
# 
# 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_jp472-2-f1
_database_code_depnum_ccdc_archive 'CCDC 2428644'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;Ecole Polytechnique
France
;
_audit_update_record             
;
2025-03-04 deposited with the CCDC.	2025-05-19 downloaded from the CCDC.
;
_audit_creation_date             2025-03-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H16 O3'
_chemical_formula_sum            'C15 H16 O3'
_chemical_formula_weight         244.28
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.8918(3)
_cell_length_b                   10.0340(4)
_cell_length_c                   13.7443(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1226.27(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16255
_cell_measurement_temperature    150
_cell_measurement_theta_max      29.04
_cell_measurement_theta_min      2.51
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13303
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.918
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.044
_diffrn_reflns_theta_min         2.513
_diffrn_ambient_temperature      150
_diffrn_detector                 'EIGER2 1M CDTE'
_diffrn_detector_area_resol_mean 13.33
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_details      
;
 682 frames, detector distance = 60 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2 0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   Axo_Mo
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.685
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.878
_reflns_number_gt                2765
_reflns_number_total             3002
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
X-Area Recipe 2.0.2 (STOE, 2024)
;
_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.194.0 (STOE, 2023)
;
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.4, Darmstadt 2024
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.5(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         3002
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0704P)²+0.0052P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.0988
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5(12)
 0.5(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C00E(H00E)
3.b Secondary CH2 refined with riding coordinates:
 C007(H00A,H00B), C009(H00C,H00D), C00F(H00F,H00G)
3.c Idealised Me refined as rotating group:
 C00G(H00H,H00I,H00J), C00H(H00K,H00L,H00M), C00I(H00N,H00O,H00P)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.68278(15) 0.70537(11) 0.16967(9) 0.0356(3) Uani 1 1 d . . . . .
O002 O 0.19296(15) 0.51886(14) 0.19642(11) 0.0462(4) Uani 1 1 d . . . . .
O003 O 0.65014(19) 0.66130(16) 0.50770(9) 0.0533(4) Uani 1 1 d . . . . .
C004 C 0.52895(16) 0.49994(13) 0.32108(11) 0.0211(3) Uani 1 1 d . . . . .
C005 C 0.59294(17) 0.48546(15) 0.21923(11) 0.0236(3) Uani 1 1 d . . . . .
C006 C 0.70085(19) 0.60331(15) 0.21487(11) 0.0259(3) Uani 1 1 d . . . . .
C007 C 0.82661(19) 0.66591(16) 0.37233(12) 0.0317(4) Uani 1 1 d . . . . .
H00A H 0.924338 0.665492 0.406842 0.038 Uiso 1 1 calc R U . . .
H00B H 0.803065 0.758147 0.351785 0.038 Uiso 1 1 calc R U . . .
C008 C 0.7027(2) 0.60955(17) 0.43604(12) 0.0310(4) Uani 1 1 d . . . . .
C009 C 0.7020(2) 0.36870(16) 0.23664(11) 0.0293(4) Uani 1 1 d . . . . .
H00C H 0.770244 0.353353 0.180867 0.035 Uiso 1 1 calc R U . . .
H00D H 0.649233 0.285057 0.253857 0.035 Uiso 1 1 calc R U . . .
C00A C 0.65186(18) 0.47410(15) 0.39474(11) 0.0249(3) Uani 1 1 d . . . . .
C00B C 0.37974(18) 0.51707(15) 0.32292(12) 0.0267(3) Uani 1 1 d . . . . .
C00C C 0.78264(18) 0.43213(15) 0.32426(12) 0.0266(3) Uani 1 1 d . . . . .
C00D C 0.32367(19) 0.50958(15) 0.22113(13) 0.0303(4) Uani 1 1 d . . . . .
C00E C 0.82923(18) 0.57164(15) 0.28537(12) 0.0274(3) Uani 1 1 d . . . . .
H00E H 0.929384 0.570096 0.252293 0.033 Uiso 1 1 calc R U . . .
C00F C 0.45632(19) 0.48450(16) 0.15347(13) 0.0316(4) Uani 1 1 d . . . . .
H00F H 0.445975 0.397377 0.120335 0.038 Uiso 1 1 calc R U . . .
H00G H 0.463725 0.555467 0.103666 0.038 Uiso 1 1 calc R U . . .
C00G C 0.2756(2) 0.53178(19) 0.40723(15) 0.0408(5) Uani 1 1 d . . . . .
H00H H 0.234218 0.444416 0.424542 0.061 Uiso 1 1 calc R U . . .
H00I H 0.193381 0.592226 0.389683 0.061 Uiso 1 1 calc R U . . .
H00J H 0.330710 0.568372 0.462901 0.061 Uiso 1 1 calc R U . . .
C00H C 0.9088(2) 0.35104(19) 0.36935(16) 0.0428(5) Uani 1 1 d . . . . .
H00K H 0.871865 0.261516 0.384948 0.064 Uiso 1 1 calc R U . . .
H00L H 0.943387 0.394847 0.429012 0.064 Uiso 1 1 calc R U . . .
H00M H 0.992453 0.344389 0.323216 0.064 Uiso 1 1 calc R U . . .
C00I C 0.6033(3) 0.3762(2) 0.47350(12) 0.0409(5) Uani 1 1 d . . . . .
H00N H 0.534682 0.420804 0.518807 0.061 Uiso 1 1 calc R U . . .
H00O H 0.692041 0.344588 0.508925 0.061 Uiso 1 1 calc R U . . .
H00P H 0.551938 0.300253 0.443394 0.061 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
O001 C006 1.2085(19) . ?
O002 C00D 1.214(2) . ?
O003 C008 1.207(2) . ?
C004 C005 1.518(2) . ?
C004 C00A 1.512(2) . ?
C004 C00B 1.338(2) . ?
C005 C006 1.524(2) . ?
C005 C009 1.539(2) . ?
C005 C00F 1.514(2) . ?
C006 C00E 1.531(2) . ?
C007 H00A 0.9900 . ?
C007 H00B 0.9900 . ?
C007 C008 1.517(2) . ?
C007 C00E 1.525(2) . ?
C008 C00A 1.541(2) . ?
C009 H00C 0.9900 . ?
C009 H00D 0.9900 . ?
C009 C00C 1.539(2) . ?
C00A C00C 1.571(2) . ?
C00A C00I 1.524(2) . ?
C00B C00D 1.487(2) . ?
C00B C00G 1.491(2) . ?
C00C C00E 1.555(2) . ?
C00C C00H 1.518(2) . ?
C00D C00F 1.523(3) . ?
C00E H00E 1.0000 . ?
C00F H00F 0.9900 . ?
C00F H00G 0.9900 . ?
C00G H00H 0.9800 . ?
C00G H00I 0.9800 . ?
C00G H00J 0.9800 . ?
C00H H00K 0.9800 . ?
C00H H00L 0.9800 . ?
C00H H00M 0.9800 . ?
C00I H00N 0.9800 . ?
C00I H00O 0.9800 . ?
C00I H00P 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
C00A C004 C005 109.27(12) . . ?
C00B C004 C005 113.66(14) . . ?
C00B C004 C00A 136.55(15) . . ?
C004 C005 C006 101.42(12) . . ?
C004 C005 C009 99.53(12) . . ?
C006 C005 C009 101.55(12) . . ?
C00F C005 C004 104.50(13) . . ?
C00F C005 C006 119.12(13) . . ?
C00F C005 C009 126.38(14) . . ?
O001 C006 C005 126.44(16) . . ?
O001 C006 C00E 126.90(15) . . ?
C005 C006 C00E 106.47(12) . . ?
H00A C007 H00B 109.0 . . ?
C008 C007 H00A 111.1 . . ?
C008 C007 H00B 111.1 . . ?
C008 C007 C00E 103.44(13) . . ?
C00E C007 H00A 111.1 . . ?
C00E C007 H00B 111.1 . . ?
O003 C008 C007 126.27(17) . . ?
O003 C008 C00A 124.51(17) . . ?
C007 C008 C00A 109.22(14) . . ?
C005 C009 H00C 112.6 . . ?
C005 C009 H00D 112.6 . . ?
C005 C009 C00C 95.76(12) . . ?
H00C C009 H00D 110.1 . . ?
C00C C009 H00C 112.6 . . ?
C00C C009 H00D 112.6 . . ?
C004 C00A C008 107.90(12) . . ?
C004 C00A C00C 99.68(11) . . ?
C004 C00A C00I 112.41(14) . . ?
C008 C00A C00C 104.28(13) . . ?
C00I C00A C008 112.95(13) . . ?
C00I C00A C00C 118.35(15) . . ?
C004 C00B C00D 107.95(14) . . ?
C004 C00B C00G 130.04(16) . . ?
C00D C00B C00G 121.87(15) . . ?
C009 C00C C00A 104.37(13) . . ?
C009 C00C C00E 103.15(13) . . ?
C00E C00C C00A 99.67(12) . . ?
C00H C00C C009 116.24(15) . . ?
C00H C00C C00A 116.03(15) . . ?
C00H C00C C00E 115.23(14) . . ?
O002 C00D C00B 125.45(17) . . ?
O002 C00D C00F 125.68(17) . . ?
C00B C00D C00F 108.85(13) . . ?
C006 C00E C00C 101.88(13) . . ?
C006 C00E H00E 112.3 . . ?
C007 C00E C006 110.86(13) . . ?
C007 C00E C00C 106.56(13) . . ?
C007 C00E H00E 112.3 . . ?
C00C C00E H00E 112.3 . . ?
C005 C00F C00D 104.83(14) . . ?
C005 C00F H00F 110.8 . . ?
C005 C00F H00G 110.8 . . ?
C00D C00F H00F 110.8 . . ?
C00D C00F H00G 110.8 . . ?
H00F C00F H00G 108.9 . . ?
C00B C00G H00H 109.5 . . ?
C00B C00G H00I 109.5 . . ?
C00B C00G H00J 109.5 . . ?
H00H C00G H00I 109.5 . . ?
H00H C00G H00J 109.5 . . ?
H00I C00G H00J 109.5 . . ?
C00C C00H H00K 109.5 . . ?
C00C C00H H00L 109.5 . . ?
C00C C00H H00M 109.5 . . ?
H00K C00H H00L 109.5 . . ?
H00K C00H H00M 109.5 . . ?
H00L C00H H00M 109.5 . . ?
C00A C00I H00N 109.5 . . ?
C00A C00I H00O 109.5 . . ?
C00A C00I H00P 109.5 . . ?
H00N C00I H00O 109.5 . . ?
H00N C00I H00P 109.5 . . ?
H00O C00I H00P 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
O001 C006 C00E C007 63.1(2) . . . . ?
O001 C006 C00E C00C 176.13(16) . . . . ?
O002 C00D C00F C005 178.48(16) . . . . ?
O003 C008 C00A C004 91.4(2) . . . . ?
O003 C008 C00A C00C -163.30(18) . . . . ?
O003 C008 C00A C00I -33.5(3) . . . . ?
C004 C005 C006 O001 -106.62(18) . . . . ?
C004 C005 C006 C00E 68.76(14) . . . . ?
C004 C005 C009 C00C -52.09(13) . . . . ?
C004 C005 C00F C00D 4.36(15) . . . . ?
C004 C00A C00C C009 -29.47(14) . . . . ?
C004 C00A C00C C00E 76.90(13) . . . . ?
C004 C00A C00C C00H -158.75(13) . . . . ?
C004 C00B C00D O002 178.77(16) . . . . ?
C004 C00B C00D C00F 0.35(17) . . . . ?
C005 C004 C00A C008 103.71(14) . . . . ?
C005 C004 C00A C00C -4.83(15) . . . . ?
C005 C004 C00A C00I -131.09(15) . . . . ?
C005 C004 C00B C00D 2.69(18) . . . . ?
C005 C004 C00B C00G 178.45(15) . . . . ?
C005 C006 C00E C007 -112.30(14) . . . . ?
C005 C006 C00E C00C 0.77(15) . . . . ?
C005 C009 C00C C00A 51.56(14) . . . . ?
C005 C009 C00C C00E -52.20(15) . . . . ?
C005 C009 C00C C00H -179.29(15) . . . . ?
C006 C005 C009 C00C 51.75(15) . . . . ?
C006 C005 C00F C00D -107.85(15) . . . . ?
C007 C008 C00A C004 -88.31(16) . . . . ?
C007 C008 C00A C00C 17.03(17) . . . . ?
C007 C008 C00A C00I 146.81(16) . . . . ?
C008 C007 C00E C006 78.46(16) . . . . ?
C008 C007 C00E C00C -31.61(16) . . . . ?
C008 C00A C00C C009 -140.88(13) . . . . ?
C008 C00A C00C C00E -34.51(15) . . . . ?
C008 C00A C00C C00H 89.84(17) . . . . ?
C009 C005 C006 O001 151.05(16) . . . . ?
C009 C005 C006 C00E -33.57(15) . . . . ?
C009 C005 C00F C00D 118.12(17) . . . . ?
C009 C00C C00E C006 32.50(15) . . . . ?
C009 C00C C00E C007 148.74(13) . . . . ?
C00A C004 C005 C006 -67.04(14) . . . . ?
C00A C004 C005 C009 36.91(15) . . . . ?
C00A C004 C005 C00F 168.56(12) . . . . ?
C00A C004 C00B C00D -167.93(15) . . . . ?
C00A C004 C00B C00G 7.8(3) . . . . ?
C00A C00C C00E C006 -74.86(14) . . . . ?
C00A C00C C00E C007 41.38(15) . . . . ?
C00B C004 C005 C006 119.78(14) . . . . ?
C00B C004 C005 C009 -136.27(14) . . . . ?
C00B C004 C005 C00F -4.62(17) . . . . ?
C00B C004 C00A C008 -85.4(2) . . . . ?
C00B C004 C00A C00C 166.07(17) . . . . ?
C00B C004 C00A C00I 39.8(2) . . . . ?
C00B C00D C00F C005 -3.10(16) . . . . ?
C00E C007 C008 O003 -171.16(18) . . . . ?
C00E C007 C008 C00A 8.50(17) . . . . ?
C00F C005 C006 O001 7.3(2) . . . . ?
C00F C005 C006 C00E -177.36(14) . . . . ?
C00F C005 C009 C00C -168.12(15) . . . . ?
C00G C00B C00D O002 2.6(3) . . . . ?
C00G C00B C00D C00F -175.83(15) . . . . ?
C00H C00C C00E C006 160.23(16) . . . . ?
C00H C00C C00E C007 -83.53(18) . . . . ?
C00I C00A C00C C009 92.63(16) . . . . ?
C00I C00A C00C C00E -161.00(14) . . . . ?
C00I C00A C00C C00H -36.6(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_STOE_detector_distance          '60.0 mm'
_STOE_detector_pixelsize_x       '0.075 mm'
_STOE_detector_pixelsize_y       '0.075 mm'
_STOE_detector_size_x            '8.0 cm'
_STOE_detector_size_y            '7.7 cm'
_STOE_evaluation_integration_A   10.1
_STOE_evaluation_integration_B   0.1
_STOE_evaluation_integration_EMS 0.011
_STOE_evaluation_LANA_BIS_l_even_max -
_STOE_evaluation_LANA_BIS_l_odd_max -
_STOE_evaluation_LANA_BOS_l_even_max 4
_STOE_evaluation_LANA_BOS_l_odd_max 1
_STOE_evaluation_LANA_completeness 91.9
_STOE_evaluation_LANA_DXS_max_order 3
_STOE_evaluation_LANA_DYS_max_order 3
_STOE_evaluation_LANA_FS_max_order 3
_STOE_evaluation_LANA_max_2theta_available 58.1
_STOE_evaluation_LANA_max_2theta_desired 58.1
_STOE_evaluation_LANA_mean_redundancy 4.4
_STOE_evaluation_LANA_number_refls_after_OR 13357
_STOE_evaluation_LANA_number_refls_outliers 808
_STOE_evaluation_LANA_number_refls_total 14165
_STOE_evaluation_LANA_number_refls_unique 3021
_STOE_evaluation_LANA_number_refls_written 13357
_STOE_evaluation_LANA_OR_c1      0.050
_STOE_evaluation_LANA_OR_c2      0
_STOE_evaluation_LANA_OR_c3      0
_STOE_evaluation_LANA_OR_c4      1.0
_STOE_evaluation_LANA_point_group 222
_STOE_evaluation_LANA_table      
;
#----------------------------------------------------------------------------
2Theta           6.5   12.7   18.9   25.1   31.3   37.5   43.7   49.9   56.1
#----------------------------------------------------------------------------
<Resolution>    5.44   3.15   2.17   1.62   1.31   1.10   0.95   0.84   0.78
N(total)         155    686    909   1421   2095   2571   2618   2754    956
<Redundancy>     8.7   10.0    6.7    6.2    5.9    5.2    4.2    3.5    2.0
Complet. [%%]   100.0  100.0  100.0  100.0   99.7   99.8  100.0   99.5   63.8
<I/sigma>      351.3  184.0  117.7   68.2   36.7   27.3   11.6    6.9    5.8
R(int)         0.018  0.016  0.016  0.017  0.021  0.022  0.036  0.057  0.062
#----------------------------------------------------------------------------
;
_STOE_measurement_identifier     JP472-2-F1
_STOE_measurement_max_exposure_per_frame '30.0 s'
_STOE_measurement_mean_exposure_per_frame '30.0 s'
_STOE_measurement_min_exposure_per_frame '30.0 s'
_STOE_measurement_total_exposure_time '5.7 h'
_STOE_measurement_total_frame_number 682
_STOE_measurement_total_run_number 15
_STOE_measurement_tube_power     '50.0 W'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5(12)
2 0.5(12)

