# Supplementary Information (SI) for Polymer Chemistry.
# This journal is © The Royal Society of Chemistry 2024

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

data_RM_DMP_2_3_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2360344'
loop_
_audit_author_name
_audit_author_address
'Kenneth Randall McClain'
;US Navy, Naval Air Warfare Center, Weapons Division, Research Department, Chemistry Division
United States of America
;
_audit_update_record             
;
2024-06-04 deposited with the CCDC.	2024-10-30 downloaded from the CCDC.
;
_audit_creation_date             2024-06-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'C18 H20 O4'
_chemical_formula_sum            'C18 H20 O4'
_chemical_formula_weight         300.357
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01788 0.00908 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.04960 0.03233 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-z-1/2

_symmetry_Int_Tables_number      61
_cell_length_a                   4.8827(2)
_cell_length_b                   10.6999(4)
_cell_length_c                   29.5508(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1543.86(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9875
_cell_measurement_temperature    298
_cell_measurement_theta_max      54.57
_cell_measurement_theta_min      4.13
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  0.7507
_exptl_absorpt_correction_T_min  0.7012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1250 before and 0.0550 after correction.
The Ratio of minimum to maximum transmission is 0.9341.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_description       plate
_exptl_crystal_F_000             642.221
_exptl_crystal_size_max          0.187
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.074
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_Laue_measured_fraction_full 0.9979
_diffrn_reflns_Laue_measured_fraction_max 0.9979
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            27266
_diffrn_reflns_point_group_measured_fraction_full 0.9979
_diffrn_reflns_point_group_measured_fraction_max 0.9979
_diffrn_reflns_theta_full        54.2206
_diffrn_reflns_theta_max         54.22
_diffrn_reflns_theta_min         2.99
_diffrn_ambient_temperature      298.00
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.9979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              5
_reflns_limit_h_min              0
_reflns_limit_k_max              11
_reflns_limit_k_min              0
_reflns_limit_l_max              30
_reflns_limit_l_min              0
_reflns_number_gt                909
_reflns_number_total             942
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.1066
_refine_diff_density_min         -0.0987
_refine_diff_density_rms         0.0242
_refine_ls_d_res_high            0.9502
_refine_ls_d_res_low             14.7754
_refine_ls_extinction_coef       0.0031(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0950
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    17
_refine_ls_number_parameters     103
_refine_ls_number_reflns         942
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0307
_refine_ls_restrained_S_all      1.0950
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0403P)²+0.4202P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0805
_refine_ls_wR_factor_ref         0.0824
_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.a Secondary CH2 refined with riding coordinates:
 C00B(H00e,H00f)
2.b Aromatic/amide H refined with riding coordinates:
 C006(H006), C007(H007), C009(H009), C00A(H00d)
2.c Idealised Me refined as rotating group:
 C005(H00a,H00b,H00c)
2.d Idealised tetrahedral OH refined as rotating group:
 O002(H002)
;
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_refinement_flags_posn
O001 O 0.6252(2) 0.55403(10) 0.29467(3) 0.0554(4) Uani 1.000000 .
O002 O 0.2372(2) 0.72760(10) 0.29049(3) 0.0585(4) Uani 1.000000 .
H002 H 0.302(3) 0.6820(13) 0.27094(13) 0.0878(6) Uiso 1.000000 GR
C003 C 0.5563(3) 0.60921(13) 0.33501(4) 0.0419(4) Uani 1.000000 .
C004 C 0.3546(3) 0.70012(13) 0.33153(5) 0.0442(4) Uani 1.000000 .
C005 C 0.8122(3) 0.45208(14) 0.29626(5) 0.0534(5) Uani 1.000000 .
H00a H 0.8346(18) 0.4180(7) 0.26643(8) 0.0801(7) Uiso 1.000000 GR
H00b H 0.9861(7) 0.4808(2) 0.3073(4) 0.0801(7) Uiso 1.000000 GR
H00c H 0.7422(11) 0.3887(5) 0.3161(3) 0.0801(7) Uiso 1.000000 GR
C006 C 0.6710(3) 0.58212(14) 0.37660(5) 0.0485(5) Uani 1.000000 .
H006 H 0.8043(3) 0.52033(14) 0.37882(5) 0.0582(6) Uiso 1.000000 R
C007 C 0.2760(4) 0.76505(15) 0.36932(5) 0.0566(5) Uani 1.000000 .
H007 H 0.1437(4) 0.82727(15) 0.36707(5) 0.0679(6) Uiso 1.000000 R
C008 C 0.5889(3) 0.64649(15) 0.41521(5) 0.0505(5) Uani 1.000000 .
C009 C 0.3932(4) 0.73818(16) 0.41085(5) 0.0587(5) Uani 1.000000 .
H009 H 0.3386(4) 0.78296(16) 0.43627(5) 0.0704(6) Uiso 1.000000 R
C00A C 0.5702(3) 0.50122(17) 0.48130(5) 0.0603(5) Uani 1.000000 .
H00d H 0.5868(3) 0.42614(17) 0.46568(5) 0.0724(6) Uiso 1.000000 R
C00B C 0.7074(4) 0.61248(18) 0.46095(5) 0.0649(5) Uani 1.000000 .
H00e H 0.9014(4) 0.59526(18) 0.45760(5) 0.0778(7) Uiso 1.000000 R
H00f H 0.6880(4) 0.68310(18) 0.48127(5) 0.0778(7) Uiso 1.000000 R


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 1.3721(17) . ?
O001 C005 1.4235(18) . ?
O002 H002 0.8200 . ?
O002 C004 1.3731(17) . ?
C003 C004 1.388(2) . ?
C003 C006 1.381(2) . ?
C004 C007 1.370(2) . ?
C005 H00a 0.9600 . ?
C005 H00b 0.9600 . ?
C005 H00c 0.9600 . ?
C006 H006 0.9300 . ?
C006 C008 1.392(2) . ?
C007 H007 0.9300 . ?
C007 C009 1.384(2) . ?
C008 C009 1.375(2) . ?
C008 C00B 1.515(2) . ?
C009 H009 0.9300 . ?
C00A C00A 1.301(3) 5_666 ?
C00A H00d 0.9300 . ?
C00A C00B 1.492(2) . ?
C00B H00e 0.9700 . ?
C00B H00f 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
C005 O001 C003 117.28(11) . . ?
C004 O002 H002 109.5 . . ?
C004 C003 O001 114.27(12) . . ?
C006 C003 O001 125.68(13) . . ?
C006 C003 C004 120.04(13) . . ?
C003 C004 O002 120.77(13) . . ?
C007 C004 O002 119.63(13) . . ?
C007 C004 C003 119.58(13) . . ?
H00a C005 O001 109.5 . . ?
H00b C005 O001 109.5 . . ?
H00b C005 H00a 109.5 . . ?
H00c C005 O001 109.5 . . ?
H00c C005 H00a 109.5 . . ?
H00c C005 H00b 109.5 . . ?
H006 C006 C003 119.71(9) . . ?
C008 C006 C003 120.58(14) . . ?
C008 C006 H006 119.71(9) . . ?
H007 C007 C004 119.95(9) . . ?
C009 C007 C004 120.10(15) . . ?
C009 C007 H007 119.95(10) . . ?
C009 C008 C006 118.44(13) . . ?
C00B C008 C006 120.16(15) . . ?
C00B C008 C009 121.37(15) . . ?
C008 C009 C007 121.23(14) . . ?
H009 C009 C007 119.38(10) . . ?
H009 C009 C008 119.38(9) . . ?
C00B C00A H00d 116.74(10) . . ?
C00A C00B C008 112.31(14) . . ?
H00e C00B C008 109.14(9) . . ?
H00e C00B C00A 109.14(10) . . ?
H00f C00B C008 109.14(10) . . ?
H00f C00B C00A 109.14(10) . . ?
H00f C00B H00e 107.9 . . ?

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 C004 O002 0.98(14) . . . . ?
O001 C003 C004 C007 -177.58(13) . . . . ?
O001 C003 C006 C008 178.50(15) . . . . ?
O002 C004 C003 C006 -179.56(14) . . . . ?
O002 C004 C007 C009 -179.94(14) . . . . ?
C003 C004 C007 C009 -1.36(16) . . . . ?
C003 C006 C008 C009 -0.59(17) . . . . ?
C003 C006 C008 C00B 177.50(14) . . . . ?
C004 C007 C009 C008 -0.14(19) . . . . ?
C006 C008 C009 C007 1.12(17) . . . . ?
C006 C008 C00B C00A -80.96(16) . . . . ?
C007 C009 C008 C00B -176.96(16) . . . . ?
C008 C00B C00A C00A -116.82(19) . . . 5_666 ?


_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_RM_DMP_2_69_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2360346'
loop_
_audit_author_name
_audit_author_address
'Kenneth Randall McClain'
;US Navy, Naval Air Warfare Center, Weapons Division, Research Department, Chemistry Division
United States of America
;
_audit_update_record             
;
2024-06-04 deposited with the CCDC.	2024-10-30 downloaded from the CCDC.
;
_audit_creation_date             2024-06-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'C21 H22 O5'
_chemical_formula_sum            'C21 H22 O5'
_chemical_formula_weight         354.406
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z-1/2

_symmetry_Int_Tables_number      15
_cell_length_a                   15.9421(5)
_cell_length_b                   8.6790(3)
_cell_length_c                   13.2926(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.624(1)
_cell_angle_gamma                90
_cell_volume                     1801.46(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6291
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.27
_cell_measurement_theta_min      2.61
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.7118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0940 before and 0.0562 after correction.
The Ratio of minimum to maximum transmission is 0.9552.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_description       prism
_exptl_crystal_F_000             752.521
_exptl_crystal_size_max          0.372
_exptl_crystal_size_mid          0.348
_exptl_crystal_size_min          0.244
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_Laue_measured_fraction_full 1.0000
_diffrn_reflns_Laue_measured_fraction_max 1.0000
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12445
_diffrn_reflns_point_group_measured_fraction_full 1.0000
_diffrn_reflns_point_group_measured_fraction_max 1.0000
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.61
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 1.0000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              18
_reflns_limit_h_min              -19
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                1474
_reflns_number_total             1644
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.2043
_refine_diff_density_min         -0.1704
_refine_diff_density_rms         0.0361
_refine_ls_d_res_high            0.8300
_refine_ls_d_res_low             7.8076
_refine_ls_extinction_coef       0.0052(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0918
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    18
_refine_ls_number_parameters     121
_refine_ls_number_reflns         1644
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0287
_refine_ls_restrained_S_all      1.0918
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0333P)²+1.1515P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0721
_refine_ls_wR_factor_ref         0.0787
_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 Secondary CH2 refined with riding coordinates:
 C00B(H00b,H00c)
2.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C00A(H00A), C00C(H00d)
2.c X=CH2 refined with riding coordinates:
 C10(H10a,H10b)
2.d Idealised Me refined as rotating group:
 C00D(H00e,H00f,H00g)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
O4 O 0.5 0.46964(13) 0.75 0.0212(3) Uani 1.000000 2 S T P
O002 O 0.43165(5) 0.24000(9) 0.72184(6) 0.0243(2) Uani 1.000000 1 . . .
O003 O 0.41400(5) 0.34645(9) 0.53090(6) 0.0227(2) Uani 1.000000 1 . . .
C004 C 0.5 0.33274(19) 0.75 0.0200(4) Uani 1.000000 2 S T P
C005 C 0.20485(7) 0.46248(13) 0.58650(9) 0.0204(3) Uani 1.000000 1 . . .
C006 C 0.34624(7) 0.37118(13) 0.57664(9) 0.0192(3) Uani 1.000000 1 . . .
C007 C 0.35578(7) 0.31802(13) 0.67725(9) 0.0213(3) Uani 1.000000 1 . . .
C008 C 0.26999(7) 0.44270(13) 0.53176(9) 0.0190(3) Uani 1.000000 1 . . .
H008 H 0.26213(7) 0.47857(13) 0.46297(9) 0.0228(3) Uiso 1.000000 1 R . .
C009 C 0.12895(7) 0.66828(14) 0.46748(9) 0.0242(3) Uani 1.000000 1 . . .
H009 H 0.16628(7) 0.74944(14) 0.49592(9) 0.0291(3) Uiso 1.000000 1 R . .
C00A C 0.21685(8) 0.41023(14) 0.68700(9) 0.0249(3) Uani 1.000000 1 . . .
H00A H 0.17323(8) 0.42531(14) 0.72531(9) 0.0298(3) Uiso 1.000000 1 R . .
C00B C 0.12039(7) 0.53497(14) 0.53557(9) 0.0238(3) Uani 1.000000 1 . . .
H00b H 0.08439(7) 0.45529(14) 0.49445(9) 0.0286(3) Uiso 1.000000 1 R . .
H00c H 0.09022(7) 0.56991(14) 0.58968(9) 0.0286(3) Uiso 1.000000 1 R . .
C00C C 0.29220(8) 0.33608(14) 0.73187(9) 0.0252(3) Uani 1.000000 1 . . .
H00d H 0.29967(8) 0.29804(14) 0.80011(9) 0.0302(3) Uiso 1.000000 1 R . .
C00D C 0.40974(7) 0.41126(14) 0.43103(9) 0.0239(3) Uani 1.000000 1 . . .
H00e H 0.3596(3) 0.3700(8) 0.38361(18) 0.0358(4) Uiso 1.000000 1 GR . .
H00f H 0.4049(6) 0.52358(16) 0.43478(15) 0.0358(4) Uiso 1.000000 1 GR . .
H00g H 0.4618(3) 0.3845(8) 0.4063(3) 0.0358(4) Uiso 1.000000 1 GR . .
C10 C 0.08901(9) 0.68242(18) 0.37135(10) 0.0352(3) Uani 1.000000 1 . . .
H10a H 0.05111(9) 0.60380(18) 0.34003(10) 0.0423(4) Uiso 1.000000 1 R . .
H10b H 0.09801(9) 0.77127(18) 0.33314(10) 0.0423(4) Uiso 1.000000 1 R . .


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
O4 C004 1.188(2) . ?
O002 C004 1.3457(13) . ?
O002 C007 1.4085(14) . ?
O003 C006 1.3591(14) . ?
O003 C00D 1.4307(14) . ?
C005 C008 1.3936(16) . ?
C005 C00A 1.3871(17) . ?
C005 C00B 1.5164(16) . ?
C006 C007 1.3938(16) . ?
C006 C008 1.3880(16) . ?
C007 C00C 1.3694(17) . ?
C008 H008 0.9500 . ?
C009 H009 0.9500 . ?
C009 C00B 1.4921(17) . ?
C009 C10 1.3136(18) . ?
C00A H00A 0.9500 . ?
C00A C00C 1.3872(17) . ?
C00B H00b 0.9900 . ?
C00B H00c 0.9900 . ?
C00C H00d 0.9500 . ?
C00D H00e 0.9800 . ?
C00D H00f 0.9800 . ?
C00D H00g 0.9800 . ?
C10 H10a 0.9500 . ?
C10 H10b 0.9500 . ?

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
C007 O002 C004 114.08(9) . . ?
C00D O003 C006 117.37(9) . . ?
O002 C004 O4 126.73(7) . . ?
O002 C004 O4 126.73(7) 2_656 . ?
O002 C004 O002 106.54(13) 2_656 . ?
C00A C005 C008 119.34(11) . . ?
C00B C005 C008 120.40(10) . . ?
C00B C005 C00A 120.22(10) . . ?
C007 C006 O003 115.73(10) . . ?
C008 C006 O003 125.76(10) . . ?
C008 C006 C007 118.50(10) . . ?
C006 C007 O002 118.77(10) . . ?
C00C C007 O002 119.76(10) . . ?
C00C C007 C006 121.44(11) . . ?
C006 C008 C005 120.72(11) . . ?
H008 C008 C005 119.64(7) . . ?
H008 C008 C006 119.64(7) . . ?
C00B C009 H009 117.38(7) . . ?
C10 C009 H009 117.38(9) . . ?
C10 C009 C00B 125.23(13) . . ?
H00A C00A C005 119.83(7) . . ?
C00C C00A C005 120.34(11) . . ?
C00C C00A H00A 119.83(7) . . ?
C009 C00B C005 114.27(10) . . ?
H00b C00B C005 108.69(6) . . ?
H00b C00B C009 108.69(7) . . ?
H00c C00B C005 108.69(6) . . ?
H00c C00B C009 108.69(6) . . ?
H00c C00B H00b 107.6 . . ?
C00A C00C C007 119.64(11) . . ?
H00d C00C C007 120.18(7) . . ?
H00d C00C C00A 120.18(7) . . ?
H00e C00D O003 109.5 . . ?
H00f C00D O003 109.5 . . ?
H00f C00D H00e 109.5 . . ?
H00g C00D O003 109.5 . . ?
H00g C00D H00e 109.5 . . ?
H00g C00D H00f 109.5 . . ?
H10a C10 C009 120.0 . . ?
H10b C10 C009 120.0 . . ?
H10b C10 H10a 120.0 . . ?

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
O4 C004 O002 C007 7.84(5) . . . . ?
O4 C004 O002 C007 7.84(5) . . 2_656 2_656 ?
O002 C004 O002 C007 -172.16(6) . . 2_656 2_656 ?
O002 C007 C006 O003 -2.09(11) . . . . ?
O002 C007 C006 C008 177.55(10) . . . . ?
O002 C007 C00C C00A -178.70(10) . . . . ?
O003 C006 C007 C00C 179.89(10) . . . . ?
O003 C006 C008 C005 -179.68(11) . . . . ?
C005 C008 C006 C007 0.73(13) . . . . ?
C005 C00A C00C C007 1.63(14) . . . . ?
C005 C00B C009 C10 127.05(11) . . . . ?
C006 C007 C00C C00A -0.70(13) . . . . ?


_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_RM_DMP_2_67_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2360345'
loop_
_audit_author_name
_audit_author_address
'Kenneth Randall McClain'
;US Navy, Naval Air Warfare Center, Weapons Division, Research Department, Chemistry Division
United States of America
;
_audit_update_record             
;
2024-06-04 deposited with the CCDC.	2024-10-30 downloaded from the CCDC.
;
_audit_creation_date             2024-06-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'C33 H33 N3 O6'
_chemical_formula_sum            'C33 H33 N3 O6'
_chemical_formula_weight         567.646
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   13.0353(5)
_cell_length_b                   11.7214(5)
_cell_length_c                   20.1820(8)
_cell_angle_alpha                90
_cell_angle_beta                 107.691(1)
_cell_angle_gamma                90
_cell_volume                     2937.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9874
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      2.40
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1061 before and 0.0534 after correction.
The Ratio of minimum to maximum transmission is 0.9254.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_description       plate
_exptl_crystal_F_000             1200.811
_exptl_crystal_size_max          0.524
_exptl_crystal_size_mid          0.247
_exptl_crystal_size_min          0.072
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.9994
_diffrn_reflns_Laue_measured_fraction_max 0.9994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            37621
_diffrn_reflns_point_group_measured_fraction_full 0.9994
_diffrn_reflns_point_group_measured_fraction_max 0.9994
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.03
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.9994
_diffrn_measured_fraction_theta_max 0.9994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -15
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              24
_reflns_limit_l_min              -10
_reflns_number_gt                4315
_reflns_number_total             5374
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.0397
_refine_diff_density_min         -1.0028
_refine_diff_density_rms         0.0752
_refine_ls_d_res_high            0.8300
_refine_ls_d_res_low             10.0083
_refine_ls_goodness_of_fit_ref   1.0610
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    54
_refine_ls_number_parameters     382
_refine_ls_number_reflns         5374
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0665
_refine_ls_restrained_S_all      1.0610
_refine_ls_shift/su_max          -0.0026
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0789P)²+4.3498P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1694
_refine_ls_wR_factor_ref         0.1828
_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 Secondary CH2 refined with riding coordinates:
 C00X(H00g,H00j), C00Y(H00k,H00m), C00Z(H00q,H00s)
2.b Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00I(H00I), C00L(H00L), C00N(H00N), C00O(H00O), C00P(H00P),
 C00R(H00R), C00T(H00T), C00U(H00U), C010(H010), C012(H012), C015(H015)
2.c X=CH2 refined with riding coordinates:
 C013(H01d,H01e), C014(H01f,H01g), C016(H01h,H01i)
2.d Idealised Me refined as rotating group:
 C00V(H00a,H00b,H00c), C00W(H00d,H00e,H00f), C011(H01a,H01b,H01c)
;
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_refinement_flags_posn
O001 O 0.38016(15) 0.27777(15) 0.54647(9) 0.0285(4) Uani 1.000000 .
O002 O 0.56207(14) 0.36072(16) 0.39355(9) 0.0267(4) Uani 1.000000 .
O003 O 0.26944(15) 0.56787(16) 0.39432(10) 0.0298(4) Uani 1.000000 .
O004 O 0.34197(15) 0.06304(17) 0.50328(10) 0.0334(5) Uani 1.000000 .
O005 O 0.43768(17) 0.33326(19) 0.26138(10) 0.0372(5) Uani 1.000000 .
O006 O 0.07554(17) 0.47426(19) 0.33999(11) 0.0414(5) Uani 1.000000 .
N007 N 0.47618(17) 0.31325(18) 0.46981(11) 0.0228(5) Uani 1.000000 .
N008 N 0.41489(17) 0.46962(19) 0.39141(11) 0.0244(5) Uani 1.000000 .
N009 N 0.32085(17) 0.41954(18) 0.47168(11) 0.0244(5) Uani 1.000000 .
C00A C 0.4797(2) 0.3837(2) 0.41827(12) 0.0226(5) Uani 1.000000 .
C00B C 0.3950(2) 0.3378(2) 0.49368(13) 0.0227(5) Uani 1.000000 .
C00C C 0.4303(2) 0.0800(2) 0.55943(13) 0.0260(6) Uani 1.000000 .
C00D C 0.3367(2) 0.4814(2) 0.42101(13) 0.0237(5) Uani 1.000000 .
C00E C 0.4545(2) 0.1928(2) 0.57932(13) 0.0258(6) Uani 1.000000 .
C00F C 0.1877(2) 0.5925(2) 0.42463(15) 0.0287(6) Uani 1.000000 .
C00G C 0.5775(2) 0.4329(2) 0.34135(14) 0.0288(6) Uani 1.000000 .
C00H C 0.4958(2) -0.0053(2) 0.59755(14) 0.0298(6) Uani 1.000000 .
H00H H 0.4813(2) -0.0827(2) 0.58396(14) 0.0357(7) Uiso 1.000000 R
C00I C 0.6582(2) 0.5117(3) 0.35918(15) 0.0319(6) Uani 1.000000 .
H00I H 0.6995(2) 0.5222(3) 0.40644(15) 0.0383(8) Uiso 1.000000 R
C00J C 0.0853(2) 0.5486(2) 0.39361(15) 0.0306(6) Uani 1.000000 .
C00K C 0.5824(2) 0.0208(3) 0.65531(14) 0.0326(6) Uani 1.000000 .
C00L C 0.5405(2) 0.2207(2) 0.63565(14) 0.0318(6) Uani 1.000000 .
H00L H 0.5561(2) 0.2982(2) 0.64845(14) 0.0381(8) Uiso 1.000000 R
C00M C 0.5154(2) 0.4142(3) 0.27236(14) 0.0326(6) Uani 1.000000 .
C00N C 0.6044(2) 0.1343(3) 0.67362(15) 0.0349(7) Uani 1.000000 .
H00N H 0.6640(2) 0.1531(3) 0.71272(15) 0.0418(8) Uiso 1.000000 R
C00O C 0.2078(2) 0.6662(2) 0.47955(15) 0.0322(6) Uani 1.000000 .
H00O H 0.2782(2) 0.6960(2) 0.49969(15) 0.0387(8) Uiso 1.000000 R
C00P C 0.0028(2) 0.5823(2) 0.41965(16) 0.0351(7) Uani 1.000000 .
H00P H -0.0680(2) 0.5541(2) 0.39863(16) 0.0421(8) Uiso 1.000000 R
C00Q C 0.0219(2) 0.6564(3) 0.47585(16) 0.0355(7) Uani 1.000000 .
C00R C 0.5384(2) 0.4792(3) 0.22107(15) 0.0363(7) Uani 1.000000 .
H00R H 0.4980(2) 0.4676(3) 0.17374(15) 0.0436(8) Uiso 1.000000 R
C00S C 0.6185(3) 0.5597(3) 0.23773(16) 0.0400(7) Uani 1.000000 .
C00T C 0.1251(2) 0.6976(3) 0.50585(16) 0.0363(7) Uani 1.000000 .
H00T H 0.1394(2) 0.7476(3) 0.54466(16) 0.0435(8) Uiso 1.000000 R
C00U C 0.6790(2) 0.5766(3) 0.30685(17) 0.0390(7) Uani 1.000000 .
H00U H 0.7345(2) 0.6324(3) 0.31835(17) 0.0468(9) Uiso 1.000000 R
C00V C 0.3064(3) -0.0516(3) 0.48760(17) 0.0394(7) Uani 1.000000 .
H00a H 0.2390(10) -0.0520(3) 0.4491(8) 0.0591(11) Uiso 1.000000 GR
H00b H 0.3614(8) -0.0948(5) 0.4742(11) 0.0591(11) Uiso 1.000000 GR
H00c H 0.2945(17) -0.0868(6) 0.5287(4) 0.0591(11) Uiso 1.000000 GR
C00W C 0.3793(3) 0.3080(3) 0.19043(15) 0.0443(8) Uani 1.000000 .
H00d H 0.4298(3) 0.2840(19) 0.1657(3) 0.0664(12) Uiso 1.000000 GR
H00e H 0.3278(14) 0.2465(14) 0.18894(16) 0.0664(12) Uiso 1.000000 GR
H00f H 0.3406(15) 0.3763(6) 0.1681(4) 0.0664(12) Uiso 1.000000 GR
C00X C -0.0693(3) 0.6912(3) 0.50375(19) 0.0463(8) Uani 1.000000 .
H00g H -0.1295(3) 0.6370(3) 0.48534(19) 0.0555(10) Uiso 1.000000 R
H00j H -0.0441(3) 0.6822(3) 0.55494(19) 0.0555(10) Uiso 1.000000 R
C00Y C 0.6490(3) -0.0744(3) 0.69773(17) 0.0460(8) Uani 1.000000 .
H00k H 0.6877(3) -0.0442(3) 0.74445(17) 0.0552(10) Uiso 1.000000 R
H00m H 0.5994(3) -0.1347(3) 0.70387(17) 0.0552(10) Uiso 1.000000 R
C00Z C 0.6408(3) 0.6299(3) 0.18024(19) 0.0499(9) Uani 1.000000 .
H00q H 0.5851(3) 0.6130(3) 0.13563(19) 0.0599(11) Uiso 1.000000 R
H00s H 0.6359(3) 0.7120(3) 0.19039(19) 0.0599(11) Uiso 1.000000 R
C010 C 0.7493(3) 0.6057(3) 0.17300(17) 0.0460(8) Uani 1.000000 .
H010 H 0.7632(3) 0.5319(3) 0.15824(17) 0.0552(10) Uiso 1.000000 R
C011 C -0.0311(3) 0.4349(4) 0.3042(2) 0.0566(10) Uani 1.000000 .
H01a H -0.0286(4) 0.3836(19) 0.2664(9) 0.0848(15) Uiso 1.000000 GR
H01b H -0.0603(9) 0.394(2) 0.3368(4) 0.0848(15) Uiso 1.000000 GR
H01c H -0.0773(6) 0.5004(4) 0.2849(12) 0.0848(15) Uiso 1.000000 GR
C012 C -0.1112(3) 0.8058(4) 0.4881(2) 0.0656(11) Uani 1.000000 .
H012 H -0.1732(3) 0.8246(4) 0.5012(2) 0.0787(14) Uiso 1.000000 R
C013 C 0.8154(3) -0.1588(4) 0.6836(3) 0.0740(14) Uani 1.000000 .
H01d H 0.8616(3) -0.1539(4) 0.7301(3) 0.0888(16) Uiso 1.000000 R
H01e H 0.8413(3) -0.1905(4) 0.6484(3) 0.0888(16) Uiso 1.000000 R
C014 C 0.8247(4) 0.6807(4) 0.1859(2) 0.0738(13) Uani 1.000000 .
H01f H 0.8125(4) 0.7550(4) 0.2008(2) 0.0885(15) Uiso 1.000000 R
H01g H 0.8927(4) 0.6618(4) 0.1807(2) 0.0885(15) Uiso 1.000000 R
C015 C 0.7254(5) -0.1254(4) 0.6696(3) 0.106(2) Uani 1.000000 .
H015 H 0.6918(5) -0.1371(4) 0.6213(3) 0.127(3) Uiso 1.000000 R
C016 C -0.0726(5) 0.8849(5) 0.4580(3) 0.109(2) Uani 1.000000 .
H01h H -0.0107(5) 0.8703(5) 0.4439(3) 0.131(3) Uiso 1.000000 R
H01i H -0.1062(5) 0.9577(5) 0.4501(3) 0.131(3) Uiso 1.000000 R


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 C00B 1.339(3) . ?
O001 C00E 1.407(3) . ?
O002 C00A 1.342(3) . ?
O002 C00G 1.412(3) . ?
O003 C00D 1.341(3) . ?
O003 C00F 1.410(3) . ?
O004 C00C 1.362(3) . ?
O004 C00V 1.425(4) . ?
O005 C00M 1.357(4) . ?
O005 C00W 1.433(3) . ?
O006 C00J 1.365(3) . ?
O006 C011 1.434(4) . ?
N007 C00A 1.340(3) . ?
N007 C00B 1.320(3) . ?
N008 C00A 1.320(3) . ?
N008 C00D 1.336(3) . ?
N009 C00B 1.338(3) . ?
N009 C00D 1.320(3) . ?
C00C C00E 1.391(4) . ?
C00C C00H 1.386(4) . ?
C00E C00L 1.372(4) . ?
C00F C00J 1.389(4) . ?
C00F C00O 1.366(4) . ?
C00G C00I 1.364(4) . ?
C00G C00M 1.399(4) . ?
C00H H00H 0.9500 . ?
C00H C00K 1.388(4) . ?
C00I H00I 0.9500 . ?
C00I C00U 1.394(4) . ?
C00J C00P 1.391(4) . ?
C00K C00N 1.387(4) . ?
C00K C00Y 1.510(4) . ?
C00L H00L 0.9500 . ?
C00L C00N 1.385(4) . ?
C00M C00R 1.389(4) . ?
C00N H00N 0.9500 . ?
C00O H00O 0.9500 . ?
C00O C00T 1.389(4) . ?
C00P H00P 0.9500 . ?
C00P C00Q 1.390(4) . ?
C00Q C00T 1.383(4) . ?
C00Q C00X 1.518(4) . ?
C00R H00R 0.9500 . ?
C00R C00S 1.372(5) . ?
C00S C00U 1.392(5) . ?
C00S C00Z 1.520(4) . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?
C00V H00a 0.9800 . ?
C00V H00b 0.9800 . ?
C00V H00c 0.9800 . ?
C00W H00d 0.9800 . ?
C00W H00e 0.9800 . ?
C00W H00f 0.9800 . ?
C00X H00g 0.9900 . ?
C00X H00j 0.9900 . ?
C00X C012 1.448(5) . ?
C00Y H00k 0.9900 . ?
C00Y H00m 0.9900 . ?
C00Y C015 1.420(6) . ?
C00Z H00q 0.9900 . ?
C00Z H00s 0.9900 . ?
C00Z C010 1.493(5) . ?
C010 H010 0.9500 . ?
C010 C014 1.285(5) . ?
C011 H01a 0.9800 . ?
C011 H01b 0.9800 . ?
C011 H01c 0.9800 . ?
C012 H012 0.9500 . ?
C012 C016 1.290(6) . ?
C013 H01d 0.9500 . ?
C013 H01e 0.9500 . ?
C013 C015 1.187(6) . ?
C014 H01f 0.9500 . ?
C014 H01g 0.9500 . ?
C015 H015 0.9500 . ?
C016 H01h 0.9500 . ?
C016 H01i 0.9500 . ?

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
C00E O001 C00B 120.09(19) . . ?
C00G O002 C00A 117.9(2) . . ?
C00F O003 C00D 117.9(2) . . ?
C00V O004 C00C 117.2(2) . . ?
C00W O005 C00M 116.8(2) . . ?
C011 O006 C00J 116.6(2) . . ?
C00B N007 C00A 111.7(2) . . ?
C00D N008 C00A 112.0(2) . . ?
C00D N009 C00B 112.5(2) . . ?
N007 C00A O002 112.6(2) . . ?
N008 C00A O002 119.0(2) . . ?
N008 C00A N007 128.3(2) . . ?
N007 C00B O001 120.1(2) . . ?
N009 C00B O001 112.1(2) . . ?
N009 C00B N007 127.8(2) . . ?
C00E C00C O004 116.0(2) . . ?
C00H C00C O004 125.4(2) . . ?
C00H C00C C00E 118.6(2) . . ?
N008 C00D O003 113.1(2) . . ?
N009 C00D O003 119.3(2) . . ?
N009 C00D N008 127.6(2) . . ?
C00C C00E O001 118.3(2) . . ?
C00L C00E O001 119.6(2) . . ?
C00L C00E C00C 121.5(2) . . ?
C00J C00F O003 118.5(2) . . ?
C00O C00F O003 119.8(2) . . ?
C00O C00F C00J 121.4(3) . . ?
C00I C00G O002 118.8(2) . . ?
C00M C00G O002 118.6(2) . . ?
C00M C00G C00I 122.3(3) . . ?
H00H C00H C00C 119.55(16) . . ?
C00K C00H C00C 120.9(3) . . ?
C00K C00H H00H 119.55(17) . . ?
H00I C00I C00G 120.58(16) . . ?
C00U C00I C00G 118.8(3) . . ?
C00U C00I H00I 120.58(18) . . ?
C00F C00J O006 116.1(2) . . ?
C00P C00J O006 125.7(3) . . ?
C00P C00J C00F 118.2(3) . . ?
C00N C00K C00H 119.0(3) . . ?
C00Y C00K C00H 119.6(3) . . ?
C00Y C00K C00N 121.4(3) . . ?
H00L C00L C00E 120.42(16) . . ?
C00N C00L C00E 119.2(3) . . ?
C00N C00L H00L 120.42(17) . . ?
C00G C00M O005 116.7(2) . . ?
C00R C00M O005 125.5(3) . . ?
C00R C00M C00G 117.8(3) . . ?
C00L C00N C00K 120.9(3) . . ?
H00N C00N C00K 119.57(17) . . ?
H00N C00N C00L 119.57(17) . . ?
H00O C00O C00F 120.08(16) . . ?
C00T C00O C00F 119.8(3) . . ?
C00T C00O H00O 120.08(18) . . ?
H00P C00P C00J 119.39(17) . . ?
C00Q C00P C00J 121.2(3) . . ?
C00Q C00P H00P 119.39(17) . . ?
C00T C00Q C00P 119.0(3) . . ?
C00X C00Q C00P 120.3(3) . . ?
C00X C00Q C00T 120.7(3) . . ?
H00R C00R C00M 119.50(18) . . ?
C00S C00R C00M 121.0(3) . . ?
C00S C00R H00R 119.50(18) . . ?
C00U C00S C00R 120.1(3) . . ?
C00Z C00S C00R 119.5(3) . . ?
C00Z C00S C00U 120.4(3) . . ?
C00Q C00T C00O 120.3(3) . . ?
H00T C00T C00O 119.83(18) . . ?
H00T C00T C00Q 119.83(18) . . ?
C00S C00U C00I 120.0(3) . . ?
H00U C00U C00I 120.01(18) . . ?
H00U C00U C00S 120.01(18) . . ?
H00a C00V O004 109.5 . . ?
H00b C00V O004 109.5 . . ?
H00b C00V H00a 109.5 . . ?
H00c C00V O004 109.5 . . ?
H00c C00V H00a 109.5 . . ?
H00c C00V H00b 109.5 . . ?
H00d C00W O005 109.5 . . ?
H00e C00W O005 109.5 . . ?
H00e C00W H00d 109.5 . . ?
H00f C00W O005 109.5 . . ?
H00f C00W H00d 109.5 . . ?
H00f C00W H00e 109.5 . . ?
H00g C00X C00Q 108.05(18) . . ?
H00j C00X C00Q 108.05(18) . . ?
H00j C00X H00g 107.3 . . ?
C012 C00X C00Q 117.0(3) . . ?
C012 C00X H00g 108.1(2) . . ?
C012 C00X H00j 108.1(2) . . ?
H00k C00Y C00K 108.32(17) . . ?
H00m C00Y C00K 108.32(18) . . ?
H00m C00Y H00k 107.4 . . ?
C015 C00Y C00K 115.9(3) . . ?
C015 C00Y H00k 108.3(3) . . ?
C015 C00Y H00m 108.3(3) . . ?
H00q C00Z C00S 109.2(2) . . ?
H00s C00Z C00S 109.16(18) . . ?
H00s C00Z H00q 107.9 . . ?
C010 C00Z C00S 112.2(3) . . ?
C010 C00Z H00q 109.2(2) . . ?
C010 C00Z H00s 109.2(2) . . ?
H010 C010 C00Z 118.7(2) . . ?
C014 C010 C00Z 122.6(4) . . ?
C014 C010 H010 118.7(3) . . ?
H01a C011 O006 109.5 . . ?
H01b C011 O006 109.5 . . ?
H01b C011 H01a 109.5 . . ?
H01c C011 O006 109.5 . . ?
H01c C011 H01a 109.5 . . ?
H01c C011 H01b 109.5 . . ?
H012 C012 C00X 116.8(2) . . ?
C016 C012 C00X 126.5(4) . . ?
C016 C012 H012 116.8(3) . . ?
H01e C013 H01d 120.0 . . ?
C015 C013 H01d 120.0 . . ?
C015 C013 H01e 120.0 . . ?
H01f C014 C010 120.0 . . ?
H01g C014 C010 120.0 . . ?
H01g C014 H01f 120.0 . . ?
C013 C015 C00Y 143.8(7) . . ?
H015 C015 C00Y 108.1(3) . . ?
H015 C015 C013 108.1(4) . . ?
H01h C016 C012 120.0 . . ?
H01i C016 C012 120.0 . . ?
H01i C016 H01h 120.0 . . ?

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 C00B N007 C00A -178.5(2) . . . . ?
O001 C00B N009 C00D 178.1(2) . . . . ?
O001 C00E C00C O004 7.9(3) . . . . ?
O001 C00E C00C C00H -171.7(2) . . . . ?
O001 C00E C00L C00N 170.9(2) . . . . ?
O002 C00A N007 C00B 179.6(2) . . . . ?
O002 C00A N008 C00D 179.7(2) . . . . ?
O002 C00G C00I C00U 174.9(2) . . . . ?
O002 C00G C00M O005 5.5(3) . . . . ?
O002 C00G C00M C00R -174.3(2) . . . . ?
O003 C00D N008 C00A -179.7(2) . . . . ?
O003 C00D N009 C00B -179.0(2) . . . . ?
O003 C00F C00J O006 6.8(3) . . . . ?
O003 C00F C00J C00P -173.8(2) . . . . ?
O003 C00F C00O C00T 174.9(2) . . . . ?
O004 C00C C00E C00L 179.1(2) . . . . ?
O004 C00C C00H C00K -178.1(3) . . . . ?
O005 C00M C00G C00I 179.9(2) . . . . ?
O005 C00M C00R C00S 179.6(3) . . . . ?
O006 C00J C00F C00O -178.9(2) . . . . ?
O006 C00J C00P C00Q 178.3(3) . . . . ?
N007 C00A N008 C00D -1.3(3) . . . . ?
N007 C00B N009 C00D -1.5(3) . . . . ?
N008 C00D N009 C00B 0.5(3) . . . . ?
C00C C00E C00L C00N -0.2(3) . . . . ?
C00C C00H C00K C00N -1.5(3) . . . . ?
C00C C00H C00K C00Y 177.0(3) . . . . ?
C00E C00L C00N C00K 0.1(3) . . . . ?
C00F C00J C00P C00Q -1.0(3) . . . . ?
C00F C00O C00T C00Q -1.3(3) . . . . ?
C00G C00I C00U C00S -0.6(3) . . . . ?
C00G C00M C00R C00S -0.7(3) . . . . ?
C00H C00K C00N C00L 0.8(3) . . . . ?
C00H C00K C00Y C015 78.7(4) . . . . ?
C00I C00U C00S C00R -0.0(3) . . . . ?
C00I C00U C00S C00Z -179.8(3) . . . . ?
C00J C00P C00Q C00T 0.4(3) . . . . ?
C00J C00P C00Q C00X -179.5(3) . . . . ?
C00K C00Y C015 C013 136.1(5) . . . . ?
C00M C00R C00S C00U 0.7(3) . . . . ?
C00M C00R C00S C00Z -179.5(3) . . . . ?
C00O C00T C00Q C00P 0.8(4) . . . . ?
C00O C00T C00Q C00X -179.3(3) . . . . ?
C00P C00Q C00X C012 -105.9(4) . . . . ?
C00Q C00X C012 C016 -6.6(5) . . . . ?
C00R C00S C00Z C010 -114.4(3) . . . . ?
C00S C00Z C010 C014 -114.4(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
