# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

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

data_zhl
_database_code_depnum_ccdc_archive 'CCDC 2097865'
loop_
_audit_author_name
_audit_author_address
xiezhilon
;da lian university of technology
China
;
_audit_update_record             
;
2021-07-20 deposited with the CCDC.	2022-08-10 downloaded from the CCDC.
;
_audit_creation_date             2021-04-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H16'
_chemical_formula_sum            'C16 H16'
_chemical_formula_weight         208.29
_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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.6739(13)
_cell_length_b                   6.6929(11)
_cell_length_c                   10.8860(13)
_cell_angle_alpha                90
_cell_angle_beta                 98.484(5)
_cell_angle_gamma                90
_cell_volume                     625.06(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3109
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.33
_cell_measurement_theta_min      2.81
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.062
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5334
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1524 before and 0.0615 after correction. The Ratio of minimum to maximum transmission is 0.7154. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.107
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8508
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.462
_diffrn_reflns_theta_min         2.809
_diffrn_ambient_temperature      295.9
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1065
_reflns_number_total             1432
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     74
_refine_ls_number_reflns         1432
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0594
_refine_ls_restrained_S_all      1.041
_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)+(0.0955P)²+0.0608P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1578
_refine_ls_wR_factor_ref         0.1705
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C003(H003), C004(H004), C005(H005), C007(H007), C008(H008)
2.b Idealised Me refined as rotating group:
 C006(H00A,H00B,H00C)
;
_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
C001 C 0.54955(15) 0.4041(2) 0.78117(12) 0.0518(4) Uani 1 1 d . . . . .
C002 C 0.49272(15) 0.3642(2) 0.65610(12) 0.0522(4) Uani 1 1 d . . . . .
C003 C 0.51068(17) 0.2733(3) 0.87120(13) 0.0611(4) Uani 1 1 d . . . . .
H003 H 0.547617 0.298513 0.954346 0.073 Uiso 1 1 calc R . . . .
C004 C 0.52977(17) 0.4987(3) 0.55757(12) 0.0639(5) Uani 1 1 d . . . . .
H004 H 0.606110 0.594196 0.581872 0.077 Uiso 1 1 calc R . . . .
C005 C 0.40244(18) 0.1946(3) 0.62741(14) 0.0651(5) Uani 1 1 d . . . . .
H005 H 0.366209 0.165422 0.544650 0.078 Uiso 1 1 calc R . . . .
C006 C 0.6508(2) 0.5822(3) 0.81956(14) 0.0700(5) Uani 1 1 d . . . . .
H00A H 0.744233 0.574161 0.782246 0.105 Uiso 1 1 calc GR . . . .
H00B H 0.677498 0.583830 0.908330 0.105 Uiso 1 1 calc GR . . . .
H00C H 0.595396 0.702269 0.792615 0.105 Uiso 1 1 calc GR . . . .
C007 C 0.36513(19) 0.0681(3) 0.71890(16) 0.0734(5) Uani 1 1 d . . . . .
H007 H 0.303377 -0.043946 0.697911 0.088 Uiso 1 1 calc R . . . .
C008 C 0.41992(19) 0.1091(3) 0.84080(15) 0.0714(5) Uani 1 1 d . . . . .
H008 H 0.395183 0.024775 0.902954 0.086 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C001 C002 1.4037(19) . ?
C001 C003 1.3923(19) . ?
C001 C006 1.503(2) . ?
C002 C004 1.4720(19) . ?
C002 C005 1.388(2) . ?
C003 H003 0.9300 . ?
C003 C008 1.364(2) . ?
C004 C004 1.283(3) 3_666 ?
C004 H004 0.9300 . ?
C005 H005 0.9300 . ?
C005 C007 1.382(2) . ?
C006 H00A 0.9600 . ?
C006 H00B 0.9600 . ?
C006 H00C 0.9600 . ?
C007 H007 0.9300 . ?
C007 C008 1.370(2) . ?
C008 H008 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C002 C001 C006 121.87(12) . . ?
C003 C001 C002 118.43(14) . . ?
C003 C001 C006 119.70(13) . . ?
C001 C002 C004 120.47(13) . . ?
C005 C002 C001 118.66(12) . . ?
C005 C002 C004 120.86(12) . . ?
C001 C003 H003 119.1 . . ?
C008 C003 C001 121.81(14) . . ?
C008 C003 H003 119.1 . . ?
C002 C004 H004 115.8 . . ?
C004 C004 C002 128.32(19) 3_666 . ?
C004 C004 H004 115.8 3_666 . ?
C002 C005 H005 119.2 . . ?
C007 C005 C002 121.56(14) . . ?
C007 C005 H005 119.2 . . ?
C001 C006 H00A 109.5 . . ?
C001 C006 H00B 109.5 . . ?
C001 C006 H00C 109.5 . . ?
H00A C006 H00B 109.5 . . ?
H00A C006 H00C 109.5 . . ?
H00B C006 H00C 109.5 . . ?
C005 C007 H007 120.3 . . ?
C008 C007 C005 119.40(16) . . ?
C008 C007 H007 120.3 . . ?
C003 C008 C007 120.13(14) . . ?
C003 C008 H008 119.9 . . ?
C007 C008 H008 119.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2098125'
loop_
_audit_author_name
_audit_author_address
'zhilong xie'
;da lian university of technology
China
;
_audit_update_record             
;
2021-07-21 deposited with the CCDC.	2022-08-10 downloaded from the CCDC.
;
_audit_creation_date             2021-04-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.09(C18 H16 O4)'
_chemical_formula_sum            'C H O'
_chemical_formula_weight         29.02
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.0447(17)
_cell_length_b                   7.273(2)
_cell_length_c                   33.480(10)
_cell_angle_alpha                90
_cell_angle_beta                 90.036(12)
_cell_angle_gamma                90
_cell_volume                     1471.9(8)
_cell_formula_units_Z            43
_cell_measurement_reflns_used    2203
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.53
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.130
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5391
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0914 before and 0.0612 after correction.
The Ratio of minimum to maximum transmission is 0.7230.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             645
_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  0.0953
_diffrn_reflns_av_unetI/netI     0.1394
_diffrn_reflns_Laue_measured_fraction_full 0.917
_diffrn_reflns_Laue_measured_fraction_max 0.875
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            15071
_diffrn_reflns_point_group_measured_fraction_full 0.917
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.660
_diffrn_reflns_theta_min         2.433
_diffrn_ambient_temperature      295.9
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.917
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2505
_reflns_number_total             6029
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         6029
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1814
_refine_ls_R_factor_gt           0.0739
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0309P)²+0.4339P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1645
_refine_ls_wR_factor_ref         0.2054
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00A(H00A), C00D(H00D), C00F(H00F), C00L(H00L), C00M(H00M),
 C00N(H00N), C00Q(H00Q), C00R(H00R), C00S(H00S), C00U(H00U), C00V(H00V),
 C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C011(H011), C012(H012),
 C013(H013), C014(H014)
2.b Idealised Me refined as rotating group:
 C015(H01A,H01B,H01C), C016(H01J,H01K,H01L), C017(H01D,H01E,H01F), C018(H01G,
 H01H,H01I)
;
_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 0.3775(5) 0.5552(4) 0.32815(8) 0.0646(8) Uani 1 1 d . . . . .
O002 O -0.1227(4) 0.9441(4) 0.32804(8) 0.0660(8) Uani 1 1 d . . . . .
O003 O 0.8770(4) 0.4439(4) 0.17181(8) 0.0641(8) Uani 1 1 d . . . . .
O004 O -0.6239(5) 1.0556(4) 0.17189(8) 0.0652(8) Uani 1 1 d . . . . .
O005 O 0.1901(5) 1.0590(5) 0.30386(9) 0.0818(10) Uani 1 1 d . . . . .
O006 O 0.6898(5) 0.4410(5) 0.30379(9) 0.0819(10) Uani 1 1 d . . . . .
O007 O -0.3105(5) 0.9403(5) 0.19590(9) 0.0808(10) Uani 1 1 d . . . . .
O008 O 1.1894(5) 0.5595(5) 0.19595(9) 0.0817(10) Uani 1 1 d . . . . .
C009 C 0.5385(6) 0.5755(5) 0.40394(11) 0.0446(9) Uani 1 1 d . . . . .
H009 H 0.399301 0.623890 0.398538 0.053 Uiso 1 1 calc R . . . .
C00A C 1.0387(6) 0.4250(5) 0.09582(11) 0.0460(9) Uani 1 1 d . . . . .
H00A H 0.899248 0.376669 0.101044 0.055 Uiso 1 1 calc R . . . .
C00B C 0.8259(6) 0.5062(5) 0.45173(11) 0.0448(9) Uani 1 1 d . . . . .
C00C C 1.1630(5) 0.4982(5) 0.12686(11) 0.0403(9) Uani 1 1 d . . . . .
C00D C 0.6205(6) 0.5773(5) 0.44248(11) 0.0487(10) Uani 1 1 d . . . . .
H00D H 0.534827 0.627787 0.462764 0.058 Uiso 1 1 calc R . . . .
C00E C -0.1744(6) 1.0070(5) 0.04854(11) 0.0478(10) Uani 1 1 d . . . . .
C00F C 0.0398(6) 0.9245(5) 0.40390(11) 0.0460(9) Uani 1 1 d . . . . .
H00F H -0.098944 0.875084 0.398518 0.055 Uiso 1 1 calc R . . . .
C00G C 0.3247(6) 0.9928(5) 0.45155(11) 0.0453(9) Uani 1 1 d . . . . .
C00H C -0.3364(6) 1.0015(5) 0.12658(11) 0.0400(9) Uani 1 1 d . . . . .
C00I C 0.5849(7) 0.4944(5) 0.33130(12) 0.0491(10) Uani 1 1 d . . . . .
C00J C 0.6642(6) 0.5014(5) 0.37345(11) 0.0412(9) Uani 1 1 d . . . . .
C00K C 1.0826(6) 0.5042(5) 0.16856(12) 0.0506(10) Uani 1 1 d . . . . .
C00L C -0.4600(6) 1.0757(5) 0.09609(11) 0.0457(9) Uani 1 1 d . . . . .
H00L H -0.598831 1.124885 0.101472 0.055 Uiso 1 1 calc R . . . .
C00M C 0.1199(6) 0.9233(5) 0.44256(11) 0.0500(10) Uani 1 1 d . . . . .
H00M H 0.033178 0.874332 0.462880 0.060 Uiso 1 1 calc R . . . .
C00N C -0.3794(6) 1.0775(5) 0.05755(11) 0.0478(10) Uani 1 1 d . . . . .
H00N H -0.465517 1.127454 0.037244 0.057 Uiso 1 1 calc R . . . .
C00O C 0.1633(6) 0.9980(5) 0.37327(10) 0.0420(9) Uani 1 1 d . . . . .
C00P C -0.4173(7) 0.9955(5) 0.16858(12) 0.0512(10) Uani 1 1 d . . . . .
C00Q C 0.9504(6) 0.4310(5) 0.42056(12) 0.0520(10) Uani 1 1 d . . . . .
H00Q H 1.088705 0.380753 0.426001 0.062 Uiso 1 1 calc R . . . .
C00R C -0.0500(6) 0.9311(5) 0.07950(12) 0.0516(10) Uani 1 1 d . . . . .
H00R H 0.088014 0.880572 0.074064 0.062 Uiso 1 1 calc R . . . .
C00S C 0.4029(6) 0.9776(5) 0.49339(12) 0.0555(11) Uani 1 1 d . . . . .
H00S H 0.302919 0.931364 0.511956 0.067 Uiso 1 1 calc R . . . .
C00T C 1.3240(6) 0.4925(5) 0.04830(11) 0.0466(10) Uani 1 1 d . . . . .
C00U C 1.1189(6) 0.4231(5) 0.05767(11) 0.0499(10) Uani 1 1 d . . . . .
H00U H 1.032028 0.373490 0.037423 0.060 Uiso 1 1 calc R . . . .
C00V C 0.9048(6) 0.5212(5) 0.49315(12) 0.0564(11) Uani 1 1 d . . . . .
H00V H 0.803861 0.567004 0.511590 0.068 Uiso 1 1 calc R . . . .
C00W C 1.4504(6) 0.5681(5) 0.07961(12) 0.0520(10) Uani 1 1 d . . . . .
H00W H 1.588994 0.617552 0.074168 0.062 Uiso 1 1 calc R . . . .
C00X C 0.4495(6) 1.0692(5) 0.42053(12) 0.0508(10) Uani 1 1 d . . . . .
H00X H 0.586852 1.120715 0.426135 0.061 Uiso 1 1 calc R . . . .
C00Y C 1.3710(6) 0.5697(5) 0.11827(12) 0.0509(10) Uani 1 1 d . . . . .
H00Y H 1.457142 0.618860 0.138668 0.061 Uiso 1 1 calc R . . . .
C00Z C 0.3716(6) 1.0695(5) 0.38159(11) 0.0503(10) Uani 1 1 d . . . . .
H00Z H 0.458301 1.117270 0.361131 0.060 Uiso 1 1 calc R . . . .
C010 C 0.0837(6) 1.0047(5) 0.33163(12) 0.0522(11) Uani 1 1 d . . . . .
C011 C 1.4033(6) 0.4780(5) 0.00662(12) 0.0552(11) Uani 1 1 d . . . . .
H011 H 1.303215 0.432397 -0.012016 0.066 Uiso 1 1 calc R . . . .
C012 C 0.8713(6) 0.4300(5) 0.38168(12) 0.0499(10) Uani 1 1 d . . . . .
H012 H 0.957242 0.381391 0.361201 0.060 Uiso 1 1 calc R . . . .
C013 C -0.1292(6) 0.9303(5) 0.11804(12) 0.0527(10) Uani 1 1 d . . . . .
H013 H -0.043071 0.881544 0.138483 0.063 Uiso 1 1 calc R . . . .
C014 C -0.0954(6) 1.0215(5) 0.00690(12) 0.0548(11) Uani 1 1 d . . . . .
H014 H -0.196466 1.067391 -0.011535 0.066 Uiso 1 1 calc R . . . .
C015 C 0.2793(7) 0.5463(7) 0.28855(13) 0.0823(15) Uani 1 1 d . . . . .
H01A H 0.362688 0.621948 0.270529 0.124 Uiso 1 1 calc GR . . . .
H01B H 0.129412 0.589621 0.289720 0.124 Uiso 1 1 calc GR . . . .
H01C H 0.280865 0.421422 0.279268 0.124 Uiso 1 1 calc GR . . . .
C016 C -0.7213(7) 1.0478(7) 0.21158(13) 0.0810(15) Uani 1 1 d . . . . .
H01J H -0.871221 1.091098 0.210440 0.121 Uiso 1 1 calc GR . . . .
H01K H -0.637501 1.124014 0.229460 0.121 Uiso 1 1 calc GR . . . .
H01L H -0.719495 0.923225 0.221045 0.121 Uiso 1 1 calc GR . . . .
C017 C -0.2225(8) 0.9529(7) 0.28878(13) 0.0823(15) Uani 1 1 d . . . . .
H01D H -0.148879 0.868201 0.271270 0.124 Uiso 1 1 calc GR . . . .
H01E H -0.208453 1.075392 0.278393 0.124 Uiso 1 1 calc GR . . . .
H01F H -0.376220 0.921022 0.290637 0.124 Uiso 1 1 calc GR . . . .
C018 C 0.7792(7) 0.4514(7) 0.21148(13) 0.0809(15) Uani 1 1 d . . . . .
H01G H 0.625578 0.418724 0.209879 0.121 Uiso 1 1 calc GR . . . .
H01H H 0.793010 0.573665 0.221969 0.121 Uiso 1 1 calc GR . . . .
H01I H 0.854547 0.366623 0.228758 0.121 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00I 1.333(4) . ?
O001 C015 1.454(4) . ?
O002 C010 1.329(4) . ?
O002 C017 1.447(4) . ?
O003 C00K 1.323(4) . ?
O003 C018 1.455(4) . ?
O004 C00P 1.328(4) . ?
O004 C016 1.455(4) . ?
O005 C010 1.198(4) . ?
O006 C00I 1.184(4) . ?
O007 C00P 1.189(4) . ?
O008 C00K 1.191(4) . ?
C009 H009 0.9300 . ?
C009 C00D 1.382(5) . ?
C009 C00J 1.382(5) . ?
C00A H00A 0.9300 . ?
C00A C00C 1.388(5) . ?
C00A C00U 1.366(5) . ?
C00B C00D 1.380(5) . ?
C00B C00Q 1.399(5) . ?
C00B C00V 1.470(5) . ?
C00C C00K 1.479(5) . ?
C00C C00Y 1.391(4) . ?
C00D H00D 0.9300 . ?
C00E C00N 1.375(5) . ?
C00E C00R 1.394(5) . ?
C00E C014 1.478(5) . ?
C00F H00F 0.9300 . ?
C00F C00M 1.382(5) . ?
C00F C00O 1.377(4) . ?
C00G C00M 1.371(4) . ?
C00G C00S 1.482(5) . ?
C00G C00X 1.399(5) . ?
C00H C00L 1.375(5) . ?
C00H C00P 1.490(5) . ?
C00H C013 1.385(5) . ?
C00I C00J 1.491(5) . ?
C00J C012 1.383(5) . ?
C00L H00L 0.9300 . ?
C00L C00N 1.379(5) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00O C00Z 1.390(4) . ?
C00O C010 1.475(5) . ?
C00Q H00Q 0.9300 . ?
C00Q C012 1.386(5) . ?
C00R H00R 0.9300 . ?
C00R C013 1.376(5) . ?
C00S C00S 1.296(7) 2_676 ?
C00S H00S 0.9300 . ?
C00T C00U 1.375(5) . ?
C00T C00W 1.408(5) . ?
C00T C011 1.479(5) . ?
C00U H00U 0.9300 . ?
C00V C00V 1.276(7) 2_766 ?
C00V H00V 0.9300 . ?
C00W H00W 0.9300 . ?
C00W C00Y 1.381(5) . ?
C00X H00X 0.9300 . ?
C00X C00Z 1.386(5) . ?
C00Y H00Y 0.9300 . ?
C00Z H00Z 0.9300 . ?
C011 C011 1.291(7) 2_865 ?
C011 H011 0.9300 . ?
C012 H012 0.9300 . ?
C013 H013 0.9300 . ?
C014 C014 1.282(7) 2_575 ?
C014 H014 0.9300 . ?
C015 H01A 0.9600 . ?
C015 H01B 0.9600 . ?
C015 H01C 0.9600 . ?
C016 H01J 0.9600 . ?
C016 H01K 0.9600 . ?
C016 H01L 0.9600 . ?
C017 H01D 0.9600 . ?
C017 H01E 0.9600 . ?
C017 H01F 0.9600 . ?
C018 H01G 0.9600 . ?
C018 H01H 0.9600 . ?
C018 H01I 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00I O001 C015 116.2(3) . . ?
C010 O002 C017 117.3(3) . . ?
C00K O003 C018 116.4(3) . . ?
C00P O004 C016 116.4(3) . . ?
C00D C009 H009 120.1 . . ?
C00J C009 H009 120.1 . . ?
C00J C009 C00D 119.8(4) . . ?
C00C C00A H00A 119.6 . . ?
C00U C00A H00A 119.6 . . ?
C00U C00A C00C 120.8(3) . . ?
C00D C00B C00Q 117.6(3) . . ?
C00D C00B C00V 118.4(4) . . ?
C00Q C00B C00V 124.0(4) . . ?
C00A C00C C00K 122.7(3) . . ?
C00A C00C C00Y 118.5(3) . . ?
C00Y C00C C00K 118.8(3) . . ?
C009 C00D H00D 119.1 . . ?
C00B C00D C009 121.9(4) . . ?
C00B C00D H00D 119.1 . . ?
C00N C00E C00R 118.0(4) . . ?
C00N C00E C014 118.2(4) . . ?
C00R C00E C014 123.8(4) . . ?
C00M C00F H00F 119.7 . . ?
C00O C00F H00F 119.7 . . ?
C00O C00F C00M 120.7(3) . . ?
C00M C00G C00S 117.9(3) . . ?
C00M C00G C00X 118.1(3) . . ?
C00X C00G C00S 124.0(3) . . ?
C00L C00H C00P 122.3(4) . . ?
C00L C00H C013 119.0(4) . . ?
C013 C00H C00P 118.8(3) . . ?
O001 C00I C00J 111.4(4) . . ?
O006 C00I O001 123.4(4) . . ?
O006 C00I C00J 125.1(4) . . ?
C009 C00J C00I 122.4(4) . . ?
C009 C00J C012 119.8(3) . . ?
C012 C00J C00I 117.8(3) . . ?
O003 C00K C00C 112.2(3) . . ?
O008 C00K O003 123.9(4) . . ?
O008 C00K C00C 123.9(4) . . ?
C00H C00L H00L 119.8 . . ?
C00H C00L C00N 120.4(4) . . ?
C00N C00L H00L 119.8 . . ?
C00F C00M H00M 119.4 . . ?
C00G C00M C00F 121.3(3) . . ?
C00G C00M H00M 119.4 . . ?
C00E C00N C00L 121.4(4) . . ?
C00E C00N H00N 119.3 . . ?
C00L C00N H00N 119.3 . . ?
C00F C00O C00Z 119.2(3) . . ?
C00F C00O C010 122.7(3) . . ?
C00Z C00O C010 118.2(3) . . ?
O004 C00P C00H 112.2(3) . . ?
O007 C00P O004 123.9(4) . . ?
O007 C00P C00H 123.9(4) . . ?
C00B C00Q H00Q 119.4 . . ?
C012 C00Q C00B 121.1(4) . . ?
C012 C00Q H00Q 119.4 . . ?
C00E C00R H00R 119.6 . . ?
C013 C00R C00E 120.7(4) . . ?
C013 C00R H00R 119.6 . . ?
C00G C00S H00S 116.9 . . ?
C00S C00S C00G 126.3(5) 2_676 . ?
C00S C00S H00S 116.9 2_676 . ?
C00U C00T C00W 117.5(3) . . ?
C00U C00T C011 118.8(3) . . ?
C00W C00T C011 123.6(3) . . ?
C00A C00U C00T 122.0(3) . . ?
C00A C00U H00U 119.0 . . ?
C00T C00U H00U 119.0 . . ?
C00B C00V H00V 116.1 . . ?
C00V C00V C00B 127.8(6) 2_766 . ?
C00V C00V H00V 116.1 2_766 . ?
C00T C00W H00W 119.6 . . ?
C00Y C00W C00T 120.8(3) . . ?
C00Y C00W H00W 119.6 . . ?
C00G C00X H00X 119.5 . . ?
C00Z C00X C00G 121.1(3) . . ?
C00Z C00X H00X 119.5 . . ?
C00C C00Y H00Y 119.8 . . ?
C00W C00Y C00C 120.4(3) . . ?
C00W C00Y H00Y 119.8 . . ?
C00O C00Z H00Z 120.2 . . ?
C00X C00Z C00O 119.7(3) . . ?
C00X C00Z H00Z 120.2 . . ?
O002 C010 C00O 112.3(3) . . ?
O005 C010 O002 122.9(4) . . ?
O005 C010 C00O 124.7(4) . . ?
C00T C011 H011 116.6 . . ?
C011 C011 C00T 126.9(5) 2_865 . ?
C011 C011 H011 116.6 2_865 . ?
C00J C012 C00Q 119.8(4) . . ?
C00J C012 H012 120.1 . . ?
C00Q C012 H012 120.1 . . ?
C00H C013 H013 119.8 . . ?
C00R C013 C00H 120.5(4) . . ?
C00R C013 H013 119.8 . . ?
C00E C014 H014 116.1 . . ?
C014 C014 C00E 127.9(6) 2_575 . ?
C014 C014 H014 116.1 2_575 . ?
O001 C015 H01A 109.5 . . ?
O001 C015 H01B 109.5 . . ?
O001 C015 H01C 109.5 . . ?
H01A C015 H01B 109.5 . . ?
H01A C015 H01C 109.5 . . ?
H01B C015 H01C 109.5 . . ?
O004 C016 H01J 109.5 . . ?
O004 C016 H01K 109.5 . . ?
O004 C016 H01L 109.5 . . ?
H01J C016 H01K 109.5 . . ?
H01J C016 H01L 109.5 . . ?
H01K C016 H01L 109.5 . . ?
O002 C017 H01D 109.5 . . ?
O002 C017 H01E 109.5 . . ?
O002 C017 H01F 109.5 . . ?
H01D C017 H01E 109.5 . . ?
H01D C017 H01F 109.5 . . ?
H01E C017 H01F 109.5 . . ?
O003 C018 H01G 109.5 . . ?
O003 C018 H01H 109.5 . . ?
O003 C018 H01I 109.5 . . ?
H01G C018 H01H 109.5 . . ?
H01G C018 H01I 109.5 . . ?
H01H C018 H01I 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
