# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_TR5_100_auto
_database_code_depnum_ccdc_archive 'CCDC 2533430'
loop_
_audit_author_name
_audit_author_address
'Gennadii Shilov'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2026-02-26 deposited with the CCDC.	2026-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H58 N2 O4'
_chemical_formula_weight         726.96

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   4.6412(5)
_cell_length_b                   8.6774(19)
_cell_length_c                   24.149(4)
_cell_angle_alpha                91.617(16)
_cell_angle_beta                 94.939(12)
_cell_angle_gamma                98.025(14)
_cell_volume                     958.7(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    954
_cell_measurement_theta_min      3.3810
_cell_measurement_theta_max      27.8800

_exptl_crystal_description       plate
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_F_000             392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_min  0.56069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.637
_oxdiff_exptl_absorpt_empirical_full_max 1.412
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      100(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.2060
_diffrn_reflns_number            6040
_diffrn_reflns_av_unetI/netI     0.1697
_diffrn_reflns_av_R_equivalents  0.0735
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.971
_diffrn_reflns_theta_max         25.149
_diffrn_reflns_theta_full        25.149
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             3325
_reflns_number_gt                1645
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1278P)²+3.4141P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3325
_refine_ls_number_parameters     244
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.2320
_refine_ls_R_factor_gt           0.1354
_refine_ls_wR_factor_ref         0.3543
_refine_ls_wR_factor_gt          0.2857
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C2 C 0.0541(14) -0.0577(7) 0.0556(3) 0.0152(15) Uani 1 1 d . U . . .
C3 C 0.6135(14) 0.3310(7) 0.0071(3) 0.0147(15) Uani 1 1 d . U . . .
H3A H 0.739863 0.418609 -0.003675 0.018 Uiso 1 1 calc R U . . .
C4 C 0.9042(14) 0.3544(8) 0.0988(3) 0.0172(15) Uani 1 1 d . U . . .
C5 C 0.1922(13) 0.1352(7) -0.0158(2) 0.0114(14) Uani 1 1 d . U . . .
C6 C 0.6602(13) 0.2752(7) 0.0596(2) 0.0128(14) Uani 1 1 d . U . . .
C8 C 0.4757(13) 0.1442(7) 0.0752(2) 0.0125(14) Uani 1 1 d . U . . .
C9 C 0.7679(14) 0.1587(8) 0.1684(3) 0.0161(15) Uani 1 1 d . . . . .
N10 N 0.9456(11) 0.2885(6) 0.1502(2) 0.0174(13) Uani 1 1 d . . . . .
C12 C 0.3837(13) 0.2610(7) -0.0303(3) 0.0146(14) Uani 1 1 d . U . . .
H12A H 0.358572 0.300466 -0.066460 0.018 Uiso 1 1 calc R U . . .
C13 C 1.4121(15) 0.8797(8) 0.3082(3) 0.0216(16) Uani 1 1 d . . . . .
H13A H 1.547550 0.915339 0.280128 0.026 Uiso 1 1 calc R U . . .
H13B H 1.526621 0.835658 0.338792 0.026 Uiso 1 1 calc R U . . .
C14 C 1.5254(14) 1.1526(8) 0.3531(3) 0.0224(16) Uani 1 1 d . . . . .
H14A H 1.652048 1.114784 0.383378 0.027 Uiso 1 1 calc R U . . .
H14B H 1.648732 1.185344 0.322886 0.027 Uiso 1 1 calc R U . . .
C15 C 1.1741(14) 0.3761(8) 0.1908(3) 0.0200(16) Uani 1 1 d . . . . .
H15A H 1.340549 0.422253 0.170713 0.024 Uiso 1 1 calc R U . . .
H15B H 1.246923 0.303328 0.217654 0.024 Uiso 1 1 calc R U . . .
C16 C 0.3483(14) -0.0446(7) 0.1437(3) 0.0184(15) Uani 1 1 d . . . . .
H16A H 0.386300 -0.085191 0.179330 0.022 Uiso 1 1 calc R U . . .
C17 C 1.2960(14) 0.6182(7) 0.2540(3) 0.0186(15) Uani 1 1 d . . . . .
H17A H 1.399733 0.562208 0.282890 0.022 Uiso 1 1 calc R U . . .
H17B H 1.439784 0.660326 0.228325 0.022 Uiso 1 1 calc R U . . .
C18 C 1.4002(14) 1.2929(7) 0.3751(3) 0.0189(15) Uani 1 1 d . . . . .
H18A H 1.275333 1.259230 0.405027 0.023 Uiso 1 1 calc R U . . .
H18B H 1.273951 1.330239 0.344697 0.023 Uiso 1 1 calc R U . . .
O19 O 1.0597(10) 0.4712(5) 0.08685(19) 0.0230(12) Uani 1 1 d . . . . .
C21 C 1.7371(16) 1.6977(7) 0.4463(3) 0.0262(17) Uani 1 1 d . . . . .
H21A H 1.868913 1.657992 0.475190 0.031 Uiso 1 1 calc R U . . .
H21B H 1.855803 1.736472 0.416046 0.031 Uiso 1 1 calc R U . . .
C23 C 1.5056(15) 1.5642(8) 0.4230(3) 0.0229(17) Uani 1 1 d . . . . .
H23A H 1.386798 1.526269 0.453294 0.028 Uiso 1 1 calc R U . . .
H23B H 1.374007 1.604557 0.394186 0.028 Uiso 1 1 calc R U . . .
C25 C 1.6287(16) 1.4280(8) 0.3978(3) 0.0262(17) Uani 1 1 d . . . . .
H25A H 1.762727 1.388974 0.426472 0.031 Uiso 1 1 calc R U . . .
H25B H 1.745365 1.465959 0.367188 0.031 Uiso 1 1 calc R U . . .
C28 C 0.2337(14) 0.0709(7) 0.0372(3) 0.0162(15) Uani 1 1 d . U . . .
C46 C 1.6074(18) 1.8324(9) 0.4713(3) 0.036(2) Uani 1 1 d . . . . .
H46A H 1.765251 1.914537 0.485555 0.053 Uiso 1 1 calc R U . . .
H46B H 1.480134 1.873914 0.442671 0.053 Uiso 1 1 calc R U . . .
H46C H 1.493250 1.795402 0.501839 0.053 Uiso 1 1 calc R U . . .
C31 C 0.5232(14) 0.0849(8) 0.1282(3) 0.0165(15) Uani 1 1 d . U . . .
C33 C 1.2902(15) 1.0190(8) 0.3311(3) 0.0209(16) Uani 1 1 d . . . . .
H33A H 1.169013 0.985250 0.361503 0.025 Uiso 1 1 calc R U . . .
H33B H 1.161494 1.057482 0.301301 0.025 Uiso 1 1 calc R U . . .
O34 O 0.8133(10) 0.1141(6) 0.2149(2) 0.0294(13) Uani 1 1 d . . . . .
C39 C 1.1797(15) 0.7515(8) 0.2815(3) 0.0223(16) Uani 1 1 d . . . . .
H39A H 1.053869 0.798144 0.253340 0.027 Uiso 1 1 calc R U . . .
H39B H 1.055181 0.709855 0.310478 0.027 Uiso 1 1 calc R U . . .
C42 C 0.1130(13) -0.1176(8) 0.1072(3) 0.0181(15) Uani 1 1 d . . . . .
H42A H -0.005538 -0.208073 0.118041 0.022 Uiso 1 1 calc R U . . .
C59 C 1.0586(14) 0.5027(8) 0.2216(3) 0.0186(16) Uani 1 1 d . . . . .
H59A H 0.923093 0.454837 0.247836 0.022 Uiso 1 1 calc R U . . .
H59B H 0.945272 0.560149 0.194690 0.022 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C42 1.385(9) . ?
C2 C28 1.404(9) . ?
C2 C5 1.497(8) 2 ?
C3 C6 1.379(8) . ?
C3 C12 1.395(9) . ?
C4 O19 1.217(7) . ?
C4 N10 1.391(8) . ?
C4 C6 1.488(9) . ?
C5 C12 1.381(8) . ?
C5 C28 1.419(9) . ?
C6 C8 1.405(8) . ?
C8 C31 1.406(9) . ?
C8 C28 1.449(9) . ?
C9 O34 1.209(7) . ?
C9 N10 1.405(8) . ?
C9 C31 1.487(9) . ?
N10 C15 1.488(8) . ?
C13 C39 1.523(9) . ?
C13 C33 1.514(9) . ?
C14 C18 1.522(9) . ?
C14 C33 1.527(9) . ?
C15 C59 1.495(9) . ?
C16 C31 1.372(9) . ?
C16 C42 1.407(9) . ?
C17 C39 1.505(9) . ?
C17 C59 1.527(8) . ?
C18 C25 1.521(9) . ?
C21 C46 1.521(10) . ?
C21 C23 1.524(9) . ?
C23 C25 1.517(9) . ?

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
C42 C2 C28 121.5(6) . . ?
C42 C2 C5 120.8(6) . 2 ?
C28 C2 C5 117.6(6) . 2 ?
C6 C3 C12 121.1(6) . . ?
O19 C4 N10 121.4(6) . . ?
O19 C4 C6 121.9(6) . . ?
N10 C4 C6 116.7(6) . . ?
C12 C5 C28 120.1(6) . . ?
C12 C5 C2 122.0(6) . 2 ?
C28 C5 C2 117.9(5) . 2 ?
C3 C6 C8 119.4(6) . . ?
C3 C6 C4 119.7(6) . . ?
C8 C6 C4 120.9(6) . . ?
C6 C8 C31 120.0(6) . . ?
C6 C8 C28 120.4(6) . . ?
C31 C8 C28 119.6(6) . . ?
O34 C9 N10 120.2(6) . . ?
O34 C9 C31 123.3(6) . . ?
N10 C9 C31 116.5(6) . . ?
C4 N10 C9 125.1(6) . . ?
C4 N10 C15 116.0(6) . . ?
C9 N10 C15 118.5(5) . . ?
C5 C12 C3 121.2(6) . . ?
C39 C13 C33 113.9(6) . . ?
C18 C14 C33 113.0(5) . . ?
N10 C15 C59 111.6(5) . . ?
C31 C16 C42 120.4(6) . . ?
C39 C17 C59 113.4(5) . . ?
C14 C18 C25 114.5(6) . . ?
C46 C21 C23 112.9(6) . . ?
C25 C23 C21 114.1(6) . . ?
C23 C25 C18 114.7(6) . . ?
C5 C28 C2 124.5(6) . . ?
C5 C28 C8 117.8(6) . . ?
C2 C28 C8 117.7(6) . . ?
C16 C31 C8 120.7(6) . . ?
C16 C31 C9 118.4(6) . . ?
C8 C31 C9 120.9(6) . . ?
C13 C33 C14 113.5(6) . . ?
C13 C39 C17 115.0(6) . . ?
C2 C42 C16 120.0(6) . . ?
C15 C59 C17 113.7(5) . . ?

_refine_diff_density_max         0.490
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.089



####################################################################### 
# 
# 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_tr52p_100_autored
_database_code_depnum_ccdc_archive 'CCDC 2533431'
loop_
_audit_author_name
_audit_author_address
'Gennadii Shilov'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2026-02-26 deposited with the CCDC.	2026-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H58 N2 O4'
_chemical_formula_weight         726.96

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   4.6451(5)
_cell_length_b                   8.6761(12)
_cell_length_c                   24.170(3)
_cell_angle_alpha                91.709(10)
_cell_angle_beta                 95.021(9)
_cell_angle_gamma                97.951(10)
_cell_volume                     960.1(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    1071
_cell_measurement_theta_min      3.3780
_cell_measurement_theta_max      27.3080

_exptl_crystal_description       plate
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_min  0.59177
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.780
_oxdiff_exptl_absorpt_empirical_full_max 1.445
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      100(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.2060
_diffrn_reflns_number            5746
_diffrn_reflns_av_unetI/netI     0.1859
_diffrn_reflns_av_R_equivalents  0.0666
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.973
_diffrn_reflns_theta_max         25.145
_diffrn_reflns_theta_full        25.145
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.960
_reflns_number_total             3316
_reflns_number_gt                1443
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1158P)²+1.2171P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3316
_refine_ls_number_parameters     244
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.2375
_refine_ls_R_factor_gt           0.1275
_refine_ls_wR_factor_ref         0.3465
_refine_ls_wR_factor_gt          0.2724
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
C2 C 0.0545(13) -0.0594(7) 0.0548(3) 0.0124(15) Uani 1 1 d . U . . .
C3 C 0.6136(13) 0.3310(7) 0.0069(3) 0.0138(15) Uani 1 1 d . U . . .
H3A H 0.741117 0.417431 -0.004172 0.017 Uiso 1 1 calc R U . . .
C4 C 0.9013(13) 0.3536(7) 0.0982(3) 0.0145(15) Uani 1 1 d . U . . .
C5 C 0.1902(13) 0.1352(7) -0.0159(2) 0.0120(14) Uani 1 1 d . U . . .
C6 C 0.6594(13) 0.2762(7) 0.0592(2) 0.0102(14) Uani 1 1 d . U . . .
C8 C 0.4764(13) 0.1442(7) 0.0756(2) 0.0104(14) Uani 1 1 d . U . . .
C9 C 0.7682(14) 0.1581(8) 0.1677(3) 0.0198(17) Uani 1 1 d . . . . .
N10 N 0.9455(11) 0.2908(6) 0.1502(2) 0.0151(13) Uani 1 1 d . . . . .
C12 C 0.3821(13) 0.2612(7) -0.0300(3) 0.0146(15) Uani 1 1 d . U . . .
H12A H 0.355324 0.301364 -0.065974 0.018 Uiso 1 1 calc R U . . .
C13 C 1.4110(14) 0.8792(8) 0.3081(3) 0.0203(17) Uani 1 1 d . . . . .
H13A H 1.526286 0.835318 0.338624 0.024 Uiso 1 1 calc R U . . .
H13B H 1.545722 0.915017 0.280058 0.024 Uiso 1 1 calc R U . . .
C14 C 1.5220(14) 1.1536(8) 0.3526(3) 0.0211(16) Uani 1 1 d . . . . .
H14A H 1.652555 1.116736 0.382417 0.025 Uiso 1 1 calc R U . . .
H14B H 1.641658 1.186857 0.321982 0.025 Uiso 1 1 calc R U . . .
C15 C 1.1748(13) 0.3757(8) 0.1906(3) 0.0188(16) Uani 1 1 d . . . . .
H15A H 1.341487 0.421249 0.170670 0.023 Uiso 1 1 calc R U . . .
H15B H 1.246020 0.301979 0.217282 0.023 Uiso 1 1 calc R U . . .
C16 C 0.3453(14) -0.0449(8) 0.1441(3) 0.0195(16) Uani 1 1 d . U . . .
H16A H 0.382028 -0.084821 0.179772 0.023 Uiso 1 1 calc R U . . .
C17 C 1.2953(13) 0.6188(7) 0.2541(3) 0.0162(15) Uani 1 1 d . . . . .
H17A H 1.399814 0.562948 0.282843 0.019 Uiso 1 1 calc R U . . .
H17B H 1.438210 0.660971 0.228355 0.019 Uiso 1 1 calc R U . . .
C18 C 1.3987(14) 1.2930(8) 0.3751(3) 0.0227(17) Uani 1 1 d . . . . .
H18A H 1.271852 1.331166 0.344955 0.027 Uiso 1 1 calc R U . . .
H18B H 1.274889 1.258909 0.405007 0.027 Uiso 1 1 calc R U . . .
O19 O 1.0597(9) 0.4713(5) 0.08669(19) 0.0211(12) Uani 1 1 d . . . . .
C21 C 1.7372(15) 1.6967(8) 0.4470(3) 0.0260(18) Uani 1 1 d . . . . .
H21A H 1.866030 1.656085 0.476224 0.031 Uiso 1 1 calc R U . . .
H21B H 1.858517 1.735045 0.417220 0.031 Uiso 1 1 calc R U . . .
C23 C 1.5025(14) 1.5635(7) 0.4229(3) 0.0203(17) Uani 1 1 d . U . . .
H23A H 1.381410 1.525605 0.452769 0.024 Uiso 1 1 calc R U . . .
H23B H 1.373585 1.604623 0.393837 0.024 Uiso 1 1 calc R U . . .
C25 C 1.6274(14) 1.4267(8) 0.3978(3) 0.0221(17) Uani 1 1 d . . . . .
H25A H 1.745003 1.464388 0.367425 0.026 Uiso 1 1 calc R U . . .
H25B H 1.760264 1.387464 0.426681 0.026 Uiso 1 1 calc R U . . .
C28 C 0.2383(13) 0.0727(7) 0.0378(2) 0.0106(14) Uani 1 1 d . U . . .
C46 C 1.6064(18) 1.8326(9) 0.4718(3) 0.037(2) Uani 1 1 d . . . . .
H46A H 1.763983 1.914189 0.486605 0.056 Uiso 1 1 calc R U . . .
H46B H 1.481934 1.874782 0.442910 0.056 Uiso 1 1 calc R U . . .
H46C H 1.489448 1.795813 0.501920 0.056 Uiso 1 1 calc R U . . .
C31 C 0.5214(14) 0.0844(8) 0.1279(3) 0.0170(16) Uani 1 1 d . U . . .
C33 C 1.2896(14) 1.0179(8) 0.3310(3) 0.0240(17) Uani 1 1 d . . . . .
H33A H 1.171164 0.984070 0.361769 0.029 Uiso 1 1 calc R U . . .
H33B H 1.157884 1.055109 0.301502 0.029 Uiso 1 1 calc R U . . .
O34 O 0.8139(10) 0.1141(5) 0.21481(19) 0.0250(13) Uani 1 1 d . . . . .
C39 C 1.1813(14) 0.7512(8) 0.2815(3) 0.0208(17) Uani 1 1 d . . . . .
H39A H 1.057627 0.709476 0.310511 0.025 Uiso 1 1 calc R U . . .
H39B H 1.054670 0.797721 0.253490 0.025 Uiso 1 1 calc R U . . .
C42 C 0.1141(14) -0.1159(8) 0.1076(3) 0.0174(16) Uani 1 1 d . . . . .
H42A H -0.006517 -0.204928 0.118802 0.021 Uiso 1 1 calc R U . . .
C59 C 1.0597(14) 0.5035(8) 0.2218(3) 0.0262(18) Uani 1 1 d . . . . .
H59A H 0.924994 0.455664 0.248111 0.031 Uiso 1 1 calc R U . . .
H59B H 0.945590 0.560807 0.195037 0.031 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 C42 1.401(9) . ?
C2 C28 1.424(8) . ?
C2 C5 1.475(8) 2 ?
C3 C6 1.372(8) . ?
C3 C12 1.392(8) . ?
C4 O19 1.228(7) . ?
C4 N10 1.395(8) . ?
C4 C6 1.474(8) . ?
C5 C12 1.383(8) . ?
C5 C28 1.434(9) . ?
C6 C8 1.417(8) . ?
C8 C31 1.391(9) . ?
C8 C28 1.429(8) . ?
C9 O34 1.221(8) . ?
C9 N10 1.417(8) . ?
C9 C31 1.489(9) . ?
N10 C15 1.479(8) . ?
C13 C33 1.509(8) . ?
C13 C39 1.514(8) . ?
C14 C18 1.514(9) . ?
C14 C33 1.528(9) . ?
C15 C59 1.506(8) . ?
C16 C31 1.381(9) . ?
C16 C42 1.389(9) . ?
C17 C39 1.491(8) . ?
C17 C59 1.519(8) . ?
C18 C25 1.515(8) . ?
C21 C46 1.529(9) . ?
C21 C23 1.538(9) . ?
C23 C25 1.523(8) . ?

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
C42 C2 C28 119.1(6) . . ?
C42 C2 C5 121.6(6) . 2 ?
C28 C2 C5 119.3(6) . 2 ?
C6 C3 C12 120.7(6) . . ?
O19 C4 N10 119.7(6) . . ?
O19 C4 C6 122.2(6) . . ?
N10 C4 C6 118.1(5) . . ?
C12 C5 C28 118.5(6) . . ?
C12 C5 C2 122.5(6) . 2 ?
C28 C5 C2 119.0(5) . 2 ?
C3 C6 C8 120.2(6) . . ?
C3 C6 C4 120.1(5) . . ?
C8 C6 C4 119.7(6) . . ?
C31 C8 C6 121.4(6) . . ?
C31 C8 C28 119.4(6) . . ?
C6 C8 C28 119.2(6) . . ?
O34 C9 N10 119.5(6) . . ?
O34 C9 C31 123.1(6) . . ?
N10 C9 C31 117.3(6) . . ?
C4 N10 C9 123.6(6) . . ?
C4 N10 C15 117.6(5) . . ?
C9 N10 C15 118.6(6) . . ?
C5 C12 C3 121.9(6) . . ?
C33 C13 C39 114.2(5) . . ?
C18 C14 C33 113.9(5) . . ?
N10 C15 C59 111.1(5) . . ?
C31 C16 C42 119.4(6) . . ?
C39 C17 C59 113.8(5) . . ?
C25 C18 C14 114.4(5) . . ?
C46 C21 C23 112.6(6) . . ?
C25 C23 C21 113.6(5) . . ?
C18 C25 C23 114.1(5) . . ?
C2 C28 C8 118.8(6) . . ?
C2 C28 C5 121.7(6) . . ?
C8 C28 C5 119.5(5) . . ?
C16 C31 C8 121.7(6) . . ?
C16 C31 C9 118.3(6) . . ?
C8 C31 C9 120.0(6) . . ?
C13 C33 C14 114.2(5) . . ?
C17 C39 C13 115.5(5) . . ?
C16 C42 C2 121.5(6) . . ?
C15 C59 C17 114.1(5) . . ?

_refine_diff_density_max         0.533
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.094



