# Supplementary Information (SI) for Materials Advances.
# 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_CF7_1_8_1_0m_a
_audit_block_doi                 10.5517/ccdc.csd.cc2jszht
_database_code_depnum_ccdc_archive 'CCDC 2347707'
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             
;
2024-04-11 deposited with the CCDC.	2024-10-15 downloaded from the CCDC.
;
_audit_creation_date             2022-10-19
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_chemical_formula_moiety         'C20 H16 O2'
_chemical_formula_sum            'C20 H16 O2'
_chemical_formula_weight         288.349
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
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03376 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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                   7.4595(3)
_cell_length_b                   7.9946(3)
_cell_length_c                   25.5343(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1522.76(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5946
_cell_measurement_temperature    100
_cell_measurement_theta_max      54.27
_cell_measurement_theta_min      3.46
_exptl_absorpt_coefficient_mu    0.635
_exptl_absorpt_correction_T_max  0.7507
_exptl_absorpt_correction_T_min  0.5615
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1506 before and 0.0809 after correction.
The Ratio of minimum to maximum transmission is 0.7480.
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    1.258
_exptl_crystal_description       plate
_exptl_crystal_F_000             609.884
_exptl_crystal_size_max          0.169
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.037
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.9989
_diffrn_reflns_Laue_measured_fraction_max 0.9989
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            6982
_diffrn_reflns_point_group_measured_fraction_full 0.9989
_diffrn_reflns_point_group_measured_fraction_max 0.9989
_diffrn_reflns_theta_full        54.2294
_diffrn_reflns_theta_max         54.23
_diffrn_reflns_theta_min         3.46
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.9989
_diffrn_measured_fraction_theta_max 0.9989
_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              7
_reflns_limit_h_min              0
_reflns_limit_k_max              8
_reflns_limit_k_min              0
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                847
_reflns_number_total             931
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.1873
_refine_diff_density_min         -0.1631
_refine_diff_density_rms         0.0446
_refine_ls_d_res_high            0.9501
_refine_ls_d_res_low             12.7672
_refine_ls_extinction_coef       0.0010(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0763
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    15
_refine_ls_number_parameters     101
_refine_ls_number_reflns         931
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0415
_refine_ls_restrained_S_all      1.0763
_refine_ls_shift/su_max          0.0312
_refine_ls_shift/su_mean         0.0007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0219P)²+1.3917P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0902
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C007(H00a,H00b)
2.b Aromatic/amide H refined with riding coordinates:
 C003(H003), C005(H005), C006(H006), C008(H008), C009(H009)
2.c :
 C00B(H00c)
;
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 0.49988(18) 0.57024(16) 0.34168(5) 0.0268(4) Uani 1.000000 .
C002 C 0.4991(3) 0.4409(2) 0.37722(8) 0.0233(6) Uani 1.000000 .
C003 C 0.5804(3) 0.4459(3) 0.42611(8) 0.0253(6) Uani 1.000000 .
H003 H 0.6444(3) 0.5426(3) 0.43696(8) 0.0304(7) Uiso 1.000000 R
C004 C 0.4743(3) 0.1641(2) 0.44419(8) 0.0248(6) Uani 1.000000 .
C005 C 0.4058(3) 0.2988(2) 0.36173(8) 0.0264(6) Uani 1.000000 .
H005 H 0.3494(3) 0.2951(2) 0.32838(8) 0.0316(7) Uiso 1.000000 R
C006 C 0.4577(3) 0.0144(3) 0.47762(8) 0.0286(6) Uani 1.000000 .
H006 H 0.3781(3) -0.0704(3) 0.46581(8) 0.0343(7) Uiso 1.000000 R
C007 C 0.6018(3) 0.7153(2) 0.35533(8) 0.0280(6) Uani 1.000000 .
H00a H 0.5559(3) 0.7644(2) 0.38830(8) 0.0336(7) Uiso 1.000000 R
H00b H 0.7293(3) 0.6851(2) 0.36043(8) 0.0336(7) Uiso 1.000000 R
C008 C 0.3954(3) 0.1636(3) 0.39492(8) 0.0271(6) Uani 1.000000 .
H008 H 0.3322(3) 0.0667(3) 0.38378(8) 0.0325(7) Uiso 1.000000 R
C009 C 0.5670(3) 0.3084(2) 0.45893(8) 0.0269(6) Uani 1.000000 .
H009 H 0.6224(3) 0.3124(2) 0.49240(8) 0.0323(7) Uiso 1.000000 R
C00A C 0.5842(3) 0.8351(3) 0.31259(9) 0.0320(6) Uani 1.000000 .
C00B C 0.5691(4) 0.9348(3) 0.27886(10) 0.0434(7) Uani 1.000000 .
H00c H 0.5569(4) 1.0152(3) 0.25168(10) 0.0521(9) 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 C002 1.376(2) . ?
O001 C007 1.430(2) . ?
C002 C003 1.388(3) . ?
C002 C005 1.389(3) . ?
C003 H003 0.9500 . ?
C003 C009 1.386(3) . ?
C004 C006 1.476(3) . ?
C004 C008 1.389(3) . ?
C004 C009 1.396(3) . ?
C005 H005 0.9500 . ?
C005 C008 1.376(3) . ?
C006 C006 1.325(4) 5_656 ?
C006 H006 0.9500 . ?
C007 H00a 0.9900 . ?
C007 H00b 0.9900 . ?
C007 C00A 1.458(3) . ?
C008 H008 0.9500 . ?
C009 H009 0.9500 . ?
C00A C00B 1.179(3) . ?
C00B H00c 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 O001 C002 116.81(15) . . ?
C003 C002 O001 124.71(18) . . ?
C005 C002 O001 115.37(17) . . ?
C005 C002 C003 119.91(19) . . ?
H003 C003 C002 120.36(12) . . ?
C009 C003 C002 119.28(19) . . ?
C009 C003 H003 120.36(12) . . ?
C008 C004 C006 119.06(19) . . ?
C009 C004 C006 123.76(19) . . ?
C009 C004 C008 117.17(19) . . ?
H005 C005 C002 120.17(12) . . ?
C008 C005 C002 119.67(19) . . ?
C008 C005 H005 120.17(12) . . ?
C006 C006 C004 126.8(3) 5_656 . ?
H006 C006 C004 116.58(12) . . ?
H00a C007 O001 110.18(10) . . ?
H00b C007 O001 110.18(10) . . ?
H00b C007 H00a 108.5 . . ?
C00A C007 O001 107.63(17) . . ?
C00A C007 H00a 110.18(12) . . ?
C00A C007 H00b 110.18(13) . . ?
C005 C008 C004 122.1(2) . . ?
H008 C008 C004 118.95(12) . . ?
H008 C008 C005 118.95(12) . . ?
C004 C009 C003 121.86(19) . . ?
H009 C009 C003 119.07(12) . . ?
H009 C009 C004 119.07(12) . . ?
C00B C00A C007 178.5(2) . . ?
H00c C00B C00A 180.0 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
