# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

# Crystal structures of 9MA and its photodimer as modeled with 
# density functional theory using the B86bPBE-XDM functional. 

data_9MA_Monomer
_audit_creation_method FINDSYM

_cell_length_a    8.5678778610
_cell_length_b    14.0329110130
_cell_length_c    8.0023039269
_cell_angle_alpha 90.0000000000
_cell_angle_beta  95.2303264142
_cell_angle_gamma 90.0000000000
_cell_volume      958.1290931348

_symmetry_space_group_name_H-M "P 1 21/c 1"
_symmetry_Int_Tables_number 14
_space_group.reference_setting '014:-P 2ybc'
_space_group.transform_Pp_abc a,b,c;0,0,0

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_fract_symmform
C1  C   4 e 0.36073 0.64406 0.23139  1.00000 Dx,Dy,Dz 
C2  C   4 e 0.28957 0.66817 0.07686  1.00000 Dx,Dy,Dz 
C3  C   4 e 0.12807 0.64809 0.03296  1.00000 Dx,Dy,Dz 
C4  C   4 e 0.03726 0.60376 0.15488  1.00000 Dx,Dy,Dz 
C5  C   4 e 0.11653 0.58020 0.31406  1.00000 Dx,Dy,Dz 
C6  C   4 e 0.27310 0.59871 0.35080  1.00000 Dx,Dy,Dz 
C7  C   4 e 0.05633 0.67131 0.87456  1.00000 Dx,Dy,Dz 
C8  C   4 e 0.87564 0.58597 0.11558  1.00000 Dx,Dy,Dz 
C9  C   4 e 0.80396 0.61175 -0.04417 1.00000 Dx,Dy,Dz 
C10 C   4 e 0.89705 0.65397 0.83310  1.00000 Dx,Dy,Dz 
C11 C   4 e 0.82409 0.68040 0.67276  1.00000 Dx,Dy,Dz 
H1  H   4 e 0.89728 0.71026 0.58156  1.00000 Dx,Dy,Dz 
C12 C   4 e 0.66581 0.67018 0.63500  1.00000 Dx,Dy,Dz 
C13 C   4 e 0.57311 0.63048 0.75542  1.00000 Dx,Dy,Dz 
C14 C   4 e 0.64020 0.60122 -0.09087 1.00000 Dx,Dy,Dz 
H2  H   4 e 0.12529 0.70447 0.78246  1.00000 Dx,Dy,Dz 
H3  H   4 e 0.48443 0.65966 0.26226  1.00000 Dx,Dy,Dz 
H4  H   4 e 0.35547 0.70299 -0.01593 1.00000 Dx,Dy,Dz 
H5  H   4 e 0.05148 0.54634 0.40816  1.00000 Dx,Dy,Dz 
H6  H   4 e 0.33082 0.57828 0.47224  1.00000 Dx,Dy,Dz 
H7  H   4 e 0.61101 0.69364 0.51395  1.00000 Dx,Dy,Dz 
H8  H   4 e 0.44706 0.62354 0.72595  1.00000 Dx,Dy,Dz 
H9  H   4 e 0.56537 0.57129 -0.00187 1.00000 Dx,Dy,Dz 
C15 C   4 e 0.78375 0.54204 0.24686  1.00000 Dx,Dy,Dz 
H10 H   4 e 0.77564 0.59052 0.35348  1.00000 Dx,Dy,Dz 
H11 H   4 e 0.66462 0.52287 0.19896  1.00000 Dx,Dy,Dz 
H12 H   4 e 0.84077 0.47665 0.29659  1.00000 Dx,Dy,Dz 
##########################################

data_9MA_proto_SSRD
_audit_creation_method FINDSYM

_cell_length_a    8.5678778610
_cell_length_b    14.0329110130
_cell_length_c    8.0023039269
_cell_angle_alpha 90.0000000000
_cell_angle_beta  95.2303264142
_cell_angle_gamma 90.0000000000
_cell_volume      958.1290931348

_symmetry_space_group_name_H-M "P 1 21/c 1"
_symmetry_Int_Tables_number 14
_space_group.reference_setting '014:-P 2ybc'
_space_group.transform_Pp_abc a,b,c;0,0,0

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_fract_symmform
C1  C   4 e 0.05231  0.89830  0.87150  1.00000 Dx,Dy,Dz 
C2  C   4 e 0.19309  0.85506  -0.06860 1.00000 Dx,Dy,Dz 
C3  C   4 e 0.30592  0.83380  0.82266  1.00000 Dx,Dy,Dz 
C4  C   4 e 0.27490  0.85410  0.65240  1.00000 Dx,Dy,Dz 
C5  C   4 e 0.11258  0.16704  0.77918  1.00000 Dx,Dy,Dz 
C6  C   4 e 0.26967  0.18687  0.82781  1.00000 Dx,Dy,Dz 
C7  C   4 e 0.38475  0.15193  0.73197  1.00000 Dx,Dy,Dz 
C8  C   4 e 0.34190  0.10210  0.58380  1.00000 Dx,Dy,Dz 
C9  C   4 e 0.86985  -0.03117 0.62968  1.00000 Dx,Dy,Dz 
C10 C   4 e -0.09633 0.08094  0.59047  1.00000 Dx,Dy,Dz 
C11 C   4 e 0.02089  -0.08003 0.70197  1.00000 Dx,Dy,Dz 
C12 C   4 e 0.13374  0.89635  0.59208  1.00000 Dx,Dy,Dz 
C13 C   4 e 0.07036  0.11116  0.63835  1.00000 Dx,Dy,Dz 
C14 C   4 e 0.81514  -0.08244 0.46611  1.00000 Dx,Dy,Dz 
C15 C   4 e 0.74328  -0.03457 0.75262  1.00000 Dx,Dy,Dz 
H1  H   4 e -0.03348 -0.08526 -0.04097 1.00000 Dx,Dy,Dz 
H2  H   4 e 0.21442  0.83726  0.06380  1.00000 Dx,Dy,Dz 
H3  H   4 e 0.41709  0.80174  0.86948  1.00000 Dx,Dy,Dz 
H4  H   4 e 0.36091  0.83682  0.56486  1.00000 Dx,Dy,Dz 
H5  H   4 e 0.02205  0.19599  0.85138  1.00000 Dx,Dy,Dz 
H6  H   4 e 0.30079  0.22922  -0.06021 1.00000 Dx,Dy,Dz 
H7  H   4 e 0.50816  0.16444  0.77090  1.00000 Dx,Dy,Dz 
H8  H   4 e 0.43271  0.07857  0.50671  1.00000 Dx,Dy,Dz 
H9  H   4 e 0.82543  0.12179  0.66455  1.00000 Dx,Dy,Dz 
H10 H   4 e 0.78250  -0.00007 0.87156  1.00000 Dx,Dy,Dz 
H11 H   4 e 0.63706  0.00285  0.70212  1.00000 Dx,Dy,Dz 
H12 H   4 e 0.71142  0.89163  0.77942  1.00000 Dx,Dy,Dz 
##########################################

data_9MA_SSRD
_audit_creation_method FINDSYM

_cell_length_a    8.3472610000
_cell_length_b    13.5133740000
_cell_length_c    8.4766704045
_cell_angle_alpha 90.0000000000
_cell_angle_beta  97.9524108267
_cell_angle_gamma 90.0000000000
_cell_volume      946.9704021055

_symmetry_space_group_name_H-M "P 1 21/c 1"
_symmetry_Int_Tables_number 14
_space_group.reference_setting '014:-P 2ybc'
_space_group.transform_Pp_abc a,b,c;0,0,0

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_fract_symmform
C1  C   4 e 0.04891  0.89749  0.85719  1.00000 Dx,Dy,Dz 
C2  C   4 e 0.19578  0.85654  -0.07493 1.00000 Dx,Dy,Dz 
C3  C   4 e 0.31517  0.83499  0.83088  1.00000 Dx,Dy,Dz 
C4  C   4 e 0.28575  0.85389  0.66779  1.00000 Dx,Dy,Dz 
C5  C   4 e 0.10413  0.16307  0.77964  1.00000 Dx,Dy,Dz 
C6  C   4 e 0.26481  0.18311  0.83962  1.00000 Dx,Dy,Dz 
C7  C   4 e 0.38667  0.15579  0.75159  1.00000 Dx,Dy,Dz 
C8  C   4 e 0.34712  0.11086  0.60304  1.00000 Dx,Dy,Dz 
C9  C   4 e 0.86285  -0.03486 0.61398  1.00000 Dx,Dy,Dz 
C10 C   4 e 0.89487  0.08184  0.57561  1.00000 Dx,Dy,Dz 
C11 C   4 e 0.01921  -0.08230 0.69444  1.00000 Dx,Dy,Dz 
C12 C   4 e 0.13947  0.89518  0.59939  1.00000 Dx,Dy,Dz 
C13 C   4 e 0.06516  0.11342  0.63545  1.00000 Dx,Dy,Dz 
C14 C   4 e 0.81303  -0.08884 0.45662  1.00000 Dx,Dy,Dz 
C15 C   4 e 0.73050  -0.03820 0.72174  1.00000 Dx,Dy,Dz 
H1  H   4 e -0.04248 -0.08648 -0.06678 1.00000 Dx,Dy,Dz 
H2  H   4 e 0.21637  0.84040  0.05203  1.00000 Dx,Dy,Dz 
H3  H   4 e 0.43059  0.80384  0.88337  1.00000 Dx,Dy,Dz 
H4  H   4 e 0.37780  0.83675  0.59249  1.00000 Dx,Dy,Dz 
H5  H   4 e 0.00794  0.18627  0.84592  1.00000 Dx,Dy,Dz 
H6  H   4 e 0.29347  0.22024  -0.04609 1.00000 Dx,Dy,Dz 
H7  H   4 e 0.51294  0.16958  0.79766  1.00000 Dx,Dy,Dz 
H8  H   4 e 0.44319  0.09197  0.53391  1.00000 Dx,Dy,Dz 
H9  H   4 e 0.81092  0.12380  0.63872  1.00000 Dx,Dy,Dz 
H10 H   4 e 0.76731  0.00189  0.83312  1.00000 Dx,Dy,Dz 
H11 H   4 e 0.61896  -0.00340 0.66484  1.00000 Dx,Dy,Dz 
H12 H   4 e 0.70253  0.88533  0.75173  1.00000 Dx,Dy,Dz 
##########################################

data_9MA_proto_Monomer
_audit_creation_method FINDSYM

_cell_length_a    8.3472610000
_cell_length_b    13.5133740000
_cell_length_c    8.4766704045
_cell_angle_alpha 90.0000000000
_cell_angle_beta  97.9524108267
_cell_angle_gamma 90.0000000000
_cell_volume      946.9704021055

_symmetry_space_group_name_H-M "P 1 21/c 1"
_symmetry_Int_Tables_number 14
_space_group.reference_setting '014:-P 2ybc'
_space_group.transform_Pp_abc a,b,c;0,0,0

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_fract_symmform
C1  C   4 e 0.37132 0.64426 0.24591  1.00000 Dx,Dy,Dz 
C2  C   4 e 0.29828 0.67082 0.09720  1.00000 Dx,Dy,Dz 
C3  C   4 e 0.13221 0.64964 0.04674  1.00000 Dx,Dy,Dz 
C4  C   4 e 0.03820 0.60297 0.15637  1.00000 Dx,Dy,Dz 
C5  C   4 e 0.11975 0.57597 0.30936  1.00000 Dx,Dy,Dz 
C6  C   4 e 0.28140 0.59464 0.35212  1.00000 Dx,Dy,Dz 
C7  C   4 e 0.05909 0.67378 0.89344  1.00000 Dx,Dy,Dz 
C8  C   4 e 0.87098 0.58644 0.11173  1.00000 Dx,Dy,Dz 
C9  C   4 e 0.79788 0.61291 -0.04301 1.00000 Dx,Dy,Dz 
C10 C   4 e 0.89523 0.65519 0.84533  1.00000 Dx,Dy,Dz 
C11 C   4 e 0.82203 0.67940 0.68818  1.00000 Dx,Dy,Dz 
H1  H   4 e 0.89885 0.70790 0.60479  1.00000 Dx,Dy,Dz 
C12 C   4 e 0.65916 0.66815 0.64338  1.00000 Dx,Dy,Dz 
C13 C   4 e 0.56169 0.63010 0.75357  1.00000 Dx,Dy,Dz 
C14 C   4 e 0.62907 0.60232 -0.09613 1.00000 Dx,Dy,Dz 
H2  H   4 e 0.13085 0.70818 0.81040  1.00000 Dx,Dy,Dz 
H3  H   4 e 0.49849 0.66097 0.28187  1.00000 Dx,Dy,Dz 
H4  H   4 e 0.36605 0.70827 0.01396  1.00000 Dx,Dy,Dz 
H5  H   4 e 0.05283 0.53855 0.39302  1.00000 Dx,Dy,Dz 
H6  H   4 e 0.34132 0.57092 0.46810  1.00000 Dx,Dy,Dz 
H7  H   4 e 0.60440 0.68942 0.52429  1.00000 Dx,Dy,Dz 
H8  H   4 e 0.43176 0.62326 0.71882  1.00000 Dx,Dy,Dz 
H9  H   4 e 0.55055 0.57330 -0.01523 1.00000 Dx,Dy,Dz 
C15 C   4 e 0.77582 0.54299 0.23272  1.00000 Dx,Dy,Dz 
H10 H   4 e 0.78200 0.59063 0.33853  1.00000 Dx,Dy,Dz 
H11 H   4 e 0.64847 0.53235 0.18691  1.00000 Dx,Dy,Dz 
H12 H   4 e 0.82504 0.47054 0.27329  1.00000 Dx,Dy,Dz 
##########################################

data_9MA_SGD
_audit_creation_method FINDSYM

_cell_length_a    9.6389813686
_cell_length_b    13.3083519470
_cell_length_c    8.0245200787
_cell_angle_alpha 90.0000000000
_cell_angle_beta  114.0638030445
_cell_angle_gamma 90.0000000000
_cell_volume      939.9159192509

_symmetry_space_group_name_H-M "P 1 21/c 1"
_symmetry_Int_Tables_number 14
_space_group.reference_setting '014:-P 2ybc'
_space_group.transform_Pp_abc a,b,c;0,0,0

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_fract_symmform
C1  C   4 e 0.19396  0.13104  0.46252 1.00000 Dx,Dy,Dz 
C2  C   4 e 0.10751  0.10660  0.56005 1.00000 Dx,Dy,Dz 
C3  C   4 e 0.16529  0.04049  0.70679 1.00000 Dx,Dy,Dz 
C4  C   4 e 0.30941  -0.00110 0.75601 1.00000 Dx,Dy,Dz 
C5  C   4 e 0.19826  -0.07934 0.15988 1.00000 Dx,Dy,Dz 
C6  C   4 e 0.10973  0.83868  0.16462 1.00000 Dx,Dy,Dz 
C7  C   4 e 0.16894  0.76868  0.30485 1.00000 Dx,Dy,Dz 
C8  C   4 e 0.31388  0.78210  0.44287 1.00000 Dx,Dy,Dz 
C9  C   4 e 0.44010  0.11443  0.41214 1.00000 Dx,Dy,Dz 
C10 C   4 e 0.44626  0.01813  0.29009 1.00000 Dx,Dy,Dz 
C11 C   4 e 0.33842  0.09020  0.51082 1.00000 Dx,Dy,Dz 
C12 C   4 e 0.39615  0.02333  0.65881 1.00000 Dx,Dy,Dz 
C13 C   4 e 0.34447  -0.06682 0.29484 1.00000 Dx,Dy,Dz 
C14 C   4 e 0.59784  0.13546  0.55984 1.00000 Dx,Dy,Dz 
C15 C   4 e 0.38033  0.20173  0.27890 1.00000 Dx,Dy,Dz 
H1  H   4 e 0.14864  0.18360  0.34913 1.00000 Dx,Dy,Dz 
H2  H   4 e -0.00534 0.13843  0.52148 1.00000 Dx,Dy,Dz 
H3  H   4 e 0.09606  0.02073  0.78025 1.00000 Dx,Dy,Dz 
H4  H   4 e 0.35502  -0.05357 0.86989 1.00000 Dx,Dy,Dz 
H5  H   4 e 0.15416  -0.02453 0.04986 1.00000 Dx,Dy,Dz 
H6  H   4 e -0.00409 0.82883  0.05814 1.00000 Dx,Dy,Dz 
H7  H   4 e 0.10293  0.70311  0.30848 1.00000 Dx,Dy,Dz 
H8  H   4 e 0.35635  0.72772  0.55343 1.00000 Dx,Dy,Dz 
H9  H   4 e 0.40459  0.04698  0.15017 1.00000 Dx,Dy,Dz 
H10 H   4 e 0.26882  0.18341  0.17183 1.00000 Dx,Dy,Dz 
H11 H   4 e 0.45648  0.21659  0.21101 1.00000 Dx,Dy,Dz 
H12 H   4 e 0.36877  0.27131  0.34539 1.00000 Dx,Dy,Dz 