Conformational interplay in hybrid peptide‒helical aromatic foldamer macrocycles
Dengler, Sebastian; Mandal, Pradeep K.; Allmendinger, Lars; Douat, Céline; Huc, Ivan; Chemical Science  (2021) –; doi:10.1039/D1SC03640H

data_1564323
_publ_section_title
;
 Conformational interplay in hybrid peptide--helical aromatic foldamer
 macrocycles
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC03640H
_journal_year                    2021
_chemical_absolute_configuration ab
_chemical_formula_moiety
'0.13(C58 H54 N16 O21 S3), 0.13(C57 H52 N16 O19 S3), 0.13(C57 H49 N16 O18.62 S3), 0.13(C60 H58 N16 O19 S3), 0.25(C59 H60 N15 O18 S3), 0.13(C58 H54 N16 O19 S3), 0.13(C58 H52 N15 O18 S3.03)'
_chemical_formula_sum            'C58.25 H54.88 N15.62 O18.83 S3.02'
_chemical_formula_weight         1371.88
_chemical_name_common            peptide-Foldamer-hybrid
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-06-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-06-16 deposited with the CCDC.	2021-07-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.9437(6)
_cell_angle_beta                 92.5505(6)
_cell_angle_gamma                91.4316(6)
_cell_formula_units_Z            8
_cell_length_a                   26.4540(2)
_cell_length_b                   27.9371(2)
_cell_length_c                   30.9544(2)
_cell_measurement_reflns_used    95050
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.42
_cell_measurement_theta_min      1.72
_cell_volume                     22843.5(3)
_computing_cell_refinement
'CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)'
_computing_data_collection       MxCUBE
_computing_data_reduction
'CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.877
_diffrn_measured_fraction_theta_max 0.877
_diffrn_measurement_device_type  'Dectris Pilatus 6M'
_diffrn_measurement_method       \w-scans
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.97625
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0585
_diffrn_reflns_Laue_measured_fraction_full 0.877
_diffrn_reflns_Laue_measured_fraction_max 0.877
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            95050
_diffrn_reflns_point_group_measured_fraction_full 0.821
_diffrn_reflns_point_group_measured_fraction_max 0.821
_diffrn_reflns_theta_full        27.419
_diffrn_reflns_theta_max         27.419
_diffrn_reflns_theta_min         1.715
_diffrn_source                   'PetraIII DESY Hamburg'
_exptl_absorpt_coefficient_mu    0.270
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    0.798
_exptl_crystal_description       needle
_exptl_crystal_F_000             5699
_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
;
 Flack x determined using 15387 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.126(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     5927
_refine_ls_number_reflns         65936
_refine_ls_number_restraints     559
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0914
_refine_ls_R_factor_gt           0.0707
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1511P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1984
_refine_ls_wR_factor_ref         0.2200
_reflns_Friedel_coverage         0.872
_reflns_Friedel_fraction_full    0.765
_reflns_Friedel_fraction_max     0.765
_reflns_number_gt                44786
_reflns_number_total             65936
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc03640h2.cif
_cod_data_source_block           c3sd382dc_w1__sq
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Empirical' was
changed to 'empirical' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        22843.4(3)
_cod_database_code               1564323
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 S124-C123
 1.82 with sigma of 0.02
 S451-O453 = S451-O452 = S451-O454
 1.46 with sigma of 0.02
 S651-O652 = S651-O654
 1.46 with sigma of 0.02
 C190-N191 = S424-O425 = S424-O426
 1.46 with sigma of 0.02
 C305-C304 = S52_$1-O53_$1
 1.46 with sigma of 0.02
 C669-C668
 1.54 with sigma of 0.02
 C128-O129
 1.22 with sigma of 0.02
 C128-C121
 1.54 with sigma of 0.02
 C562-C563
 1.54 with sigma of 0.02
 S151-O153
 1.46 with sigma of 0.02
 C300-C301
 1.54 with sigma of 0.02
 C480-C481
 1.54 with sigma of 0.02
 S151-O153 = S151-O152
 1.46 with sigma of 0.02
 S124-O127 = S124-O125
 1.46 with sigma of 0.02
 C683-C681
 1.54 with sigma of 0.02
 O77-C76
 1.24 with sigma of 0.02
 C283-C282
 1.54 with sigma of 0.02
 S651-O653
 1.46 with sigma of 0.02
 S124-O125 = S124-O127
 1.46 with sigma of 0.02
 O54-O55
 2.8 with sigma of 0.02
 O452-O454
 2.8 with sigma of 0.02
 O454-O453
 2.8 with sigma of 0.02
 O452-O453
 2.8 with sigma of 0.02
 N461-C459
 1.32 with sigma of 0.02
 O54-O53
 2.8 with sigma of 0.02
 O55-O54
 2.8 with sigma of 0.02
 O55-O53
 2.8 with sigma of 0.02
 C391-C392
 1.54 with sigma of 0.02
 O125-O127
 2.8 with sigma of 0.02
 C185-C184
 1.54 with sigma of 0.02
 C180-C179
 1.54 with sigma of 0.02
 C179-C178
 1.54 with sigma of 0.02
 C480-C482
 1.54 with sigma of 0.02
 N89-C87
 1.32 with sigma of 0.02
 N84-C85
 1.32 with sigma of 0.02
 C464-C463
 1.54 with sigma of 0.02
 C764-C765 = C766-C765 = C263-C262 = C263-C264
 1.54 with sigma of 0.02
 C600-C601
 1.53 with sigma of 0.02
 O670-C669
 1.43 with sigma of 0.02
 C363-C362
 1.54 with sigma of 0.02
 C363-C364
 1.54 with sigma of 0.02
 S393-C392
 1.88 with sigma of 0.02
 N277-C278
 1.47 with sigma of 0.02
 C85-C86 = C81-C80
 1.54 with sigma of 0.02
 C60-C59
 1.47 with sigma of 0.02
 C380-C379 = C381-C380
 1.54 with sigma of 0.02
 C381-C382
 1.54 with sigma of 0.02
 C564-C563
 1.54 with sigma of 0.02
 C273-C274
 1.54 with sigma of 0.02
 O276-C275
 1.24 with sigma of 0.02
 C74-C75
 1.54 with sigma of 0.02
 O653-O652
 2.8 with sigma of 0.02
 O653-O654
 2.8 with sigma of 0.02
 O654-O652
 2.8 with sigma of 0.02
 N686-C687
 1.47 with sigma of 0.02
 C687-C688
 1.54 with sigma of 0.02
 C63-C66
 1.53 with sigma of 0.02
 C6-C5
 1.54 with sigma of 0.02
 C10-C12
 1.53 with sigma of 0.02
 C465-C462
 1.53 with sigma of 0.02
 C565-C562
 1.53 with sigma of 0.02
 C559-C558
 1.53 with sigma of 0.02
 C483-C478
 1.53 with sigma of 0.02
 S151-O154 = S151-O152 = S151-O153
 1.46 with sigma of 0.02
 O154-O152
 2.8 with sigma of 0.02
 O152-O153
 2.8 with sigma of 0.02
 O153-O154
 2.8 with sigma of 0.02
 S151-O154
 1.46 with sigma of 0.02
 C150-O154
 2.61 with sigma of 0.02
 S124-O126
 1.46 with sigma of 0.02
 S151-C150
 1.8 with sigma of 0.02
 C123-O126
 2.6 with sigma of 0.02
 C117-O126
 3 with sigma of 0.02
 C150-S151
 1.8 with sigma of 0.02
 O126-O127
 2.8 with sigma of 0.02
 C689-O690
 1.24 with sigma of 0.02
 C689-N691
 1.32 with sigma of 0.02
 C689-C687
 1.54 with sigma of 0.02
 C163-C162
 1.54 with sigma of 0.02
 C764-C767
 1.53 with sigma of 0.02
 C174-C173
 1.53 with sigma of 0.02
 O55-S52
 1.46 with sigma of 0.02
 O54-S52
 1.46 with sigma of 0.02
 S52-O53
 1.46 with sigma of 0.02
 C671-O672
 1.24 with sigma of 0.02
 C445-O453
 3 with sigma of 0.02
 C445-S451
 2.74 with sigma of 0.02
 C671-N673
 1.32 with sigma of 0.02
 C668-C671
 1.53 with sigma of 0.02
 C679-C684
 1.53 with sigma of 0.02
 C574-C575
 1.53 with sigma of 0.02
 C574-N573
 1.47 with sigma of 0.02
 N467-C469
 1.47 with sigma of 0.02
 N477-C478
 1.47 with sigma of 0.02
 C458-N457
 1.47 with sigma of 0.02
 C159-C158
 1.54 with sigma of 0.02
 N161-C159
 1.32 with sigma of 0.02
 C275-C273
 1.54 with sigma of 0.02
 C538-C536
 1.49 with sigma of 0.02
 C368-N367
 1.47 with sigma of 0.02
 C386-C388
 1.54 with sigma of 0.02
 C301-O302
 1.24 with sigma of 0.02
 C32-N31
 1.47 with sigma of 0.02
 N31-C29
 1.32 with sigma of 0.02
 C459-C458
 1.54 with sigma of 0.02
 C338-C336
 1.49 with sigma of 0.02
 O339-C338
 1.24 with sigma of 0.02
 N157-C158
 1.47 with sigma of 0.02
 C473-C474
 1.54 with sigma of 0.02
 C536-C538
 1.49 with sigma of 0.02
 C755-C757
 1.49 with sigma of 0.02
 C321-C328
 1.49 with sigma of 0.02
 N183-C184
 1.47 with sigma of 0.02
 C186-C184
 1.53 with sigma of 0.02
 N183-C181
 1.32 with sigma of 0.02
 O798-C796
 1.27 with sigma of 0.02
 N31-C32
 1.47 with sigma of 0.01
 C184-N183
 1.47 with sigma of 0.01
 C336-C338
 1.49 with sigma of 0.01
 S451-C445 \\sim S451-C449
 with sigma of 0.02
 S151-C149 \\sim S151-C145
 with sigma of 0.02
3. Restrained planarity
 C123, S124, C122, C119, C118, N120, C121
 with sigma of 0.1
 O677, C676, N678, C674
 with sigma of 0.1
 O165, C164, N166, C162
 with sigma of 0.1
 O672, C671, N673, C668
 with sigma of 0.1
 C674, N673, C671, O672, C668
 with sigma of 0.1
 C591, C592, O593, N594
 with sigma of 0.1
 C796, O798, O797, C795
 with sigma of 0.1
 C189, C190, O192, N191
 with sigma of 0.1
 N691, C689, O690, C687
 with sigma of 0.1
 N21, C22, C29, C23
 with sigma of 0.1
 N31, C29, O30, C22
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
S394 \\sim C392: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
Uanis(O652) = Uanis(O653) = Uanis(O654)
Uanis(O627) = Uanis(O626) = Uanis(O625)
Uanis(C755) = Uanis(C756)
Uanis(C19) = Uanis(C24)
Uanis(C221) = Uanis(C222)
Uanis(C407) = Uanis(C408)
Uanis(C609) = Uanis(C606)
Uanis(N38) = Uanis(C36) = Uanis(C35) = Uanis(C34)
Uanis(C333) = Uanis(C332)
Uanis(C236) = Uanis(C235)
Uanis(C245) = Uanis(C250)
Uanis(C123) = Uanis(C122)
Uanis(O452) = Uanis(O453)
Uanis(C114) = Uanis(C115) = Uanis(C116) = Uanis(C117) = Uanis(C119) =
Uanis(C118) = Uanis(N120) = Uanis(C121) = Uanis(C122) = Uanis(C123)
Uanis(N390) = Uanis(C391)
Uanis(C43) = Uanis(C44) = Uanis(C45) = Uanis(C46) = Uanis(C51) = Uanis(C50) =
Uanis(C49) = Uanis(N48) = Uanis(C47) = Uanis(C42)
Uanis(C459) = Uanis(N461)
Uanis(N157) = Uanis(C158)
5. Rigid body (RIGU) restrains
 C701, C700
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C108, C109, N110, C105, C106, C107
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C115, C116, C117, C119, C123, C122, C121, N120, C118, C114
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C128, O129, N130
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N203, C201, C204
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C359, C358, O360, N361
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C392, S394
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C600, S694, C693
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C601, O602, N603
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O702, C700, C701, N703
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C742, C743, C744, C741, C746, C745, N747, C755, C756, C750
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O102, C101, C100, N103
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N157, C155, O156
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C121, N120, C118, C119, C123, C122, C117, C116, C115, C114
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S694, C600
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C665, C662, N661
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O666, C665, C662, N667
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C128, C121, O129, N130
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O160, C159, N161
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C158, N157
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N277, C278, C279
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N390, C391
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C459, N461, C462
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S694, C600, C693
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O602, C601, N603
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C600, S694
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N691, C692, C693
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C301, C300, S393, S394
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C601, N603, C600
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O452, S451, O453, O454
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N38, C37
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N710, C707
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N103, C104
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N161, C159
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N277, C278
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S394, C392
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Uiso: C81(0.28)
7.a Ternary CH refined with riding coordinates:
 C586(H586), C69(H69), C574(H574), C662(H662), C775(H775), C486(H486),
 C568(H568), C184(H184), C374(H374), C579(H579), C591(H591), C764(H764),
 C789(H789), C90(H90), C386(H386), C770(H770), C469(H469), C189(H189),
 C379(H379), C668(H668), C473(H473), C784(H784), C478(H478), C268(H268),
 C287(H287), C362(H362), C273(H273), C674(H674), C262(H262), C63(H63),
 C462(H462), C282(H282), C368(H368), C85(H85), C162(H162), C480(H480), C74(H74),
  C679(H679), C681(H681), C79(H79), C562(H562), C687(H687), C167(H167),
 C177(H177)
7.b Secondary CH2 refined with riding coordinates:
 C400(H40A,H40B), C504(H50A,H50B), C569(H56A,H56B), C404(H40C,H40D), C531(H53A,
 H53B), C204(H20B,H20C), C500(H50C,H50D), C790(H79A,H79B), C231(H23A,H23B),
 C320(H32A,H32B), C94(H94A,H94B), C580(H58D,H58E), C104(H10A,H10B), C731(H73A,
 H73B), C194(H19A,H19B), C32(H32C,H32D), C600(H60A,H60B), C631(H63A,H63B),
 C200(H20D,H20E), C331(H33A,H33B), C658(H65A,H65B), C596(H59A,H59B), C704(H70A,
 H70B), C760(H76A,H76B), C1(H1A,H1B), C492(H49A,H49B), C269(H26A,H26B),
 C380(H38A,H38B), C70(H70E,H70F), C369(H36A,H36B), C5(H5A,H5B), C288(H28A,H28B),
  C771(H77A,H77B), C479(H47A,H47B), C700(H70C,H70D), C100(H10C,H10D), C131(H13A,
 H13B), C158(H15A,H15B), C431(H43A,H43B), C693(H69A,H69B), C59(H59C,H59D),
 C795(H79C,H79D), C458(H45A,H45B), C263(H26C,H26D), C64(H64A,H64B), C669(H66A,
 H66B), C680(H68A,H68B), C604(H60C,H60D), C363(H36C,H36D), C358(H35A,H35B),
 C558(H55A,H55B), C304(H30A,H30B), C663(H66C,H66D), C563(H56C,H56D), C765(H76C,
 H76D), C463(H46A,H46B), C178(H17A,H17B), C80(H80A,H80B), C258(H25A,H25B)
7.c Aromatic/amide H refined with riding coordinates:
 N513(H513), N640(H640), C515(H515), C516(H516), C517(H517), C522(H522),
 C508(H508), C507(H507), C506(H506), N230(H230), N213(H213), N354(H354),
 N613(H613), N740(H740), N713(H713), N503(H503), C635(H635), C634(H634),
 C633(H633), N530(H530), C408(H408), C407(H407), C406(H406), N340(H340),
 N585(H585), C208(H20A), N68(H68), C535(H535), C534(H534), C533(H533),
 C642(H642), C643(H643), C644(H644), C649(H649), C721(H721), N703(H703),
 N730(H730), C222(H222), C217(H217), C216(H216), C215(H215), N361(H361),
 N630(H630), C206(H206), N261(H261), N4(H4), C615(H615), C207(H207), N540(H540),
  C756(H756), C742(H742), C743(H743), C744(H744), N567(H567), N759(H759),
 N403(H403), C717(H717), C716(H716), C715(H715), N657(H657), N590(H590),
 N774(H774), N763(H763), N769(H769), N31(H31), N467(H467), N783(H783),
 N413(H413), N14(H14), C622(H622), N661(H661), N378(H378), N578(H578),
 N485(H485), N103(H103), C322(H322), N203(H203), C135(H135), C134(H134),
 C133(H133), C606(H606), N385(H385), N788(H788), N58(H58), N140(H140),
 N477(H477), N440(H440), N267(H267), N367(H367), C608(H608), N490(H490),
 C108(H108), C107(H107), C106(H106), N373(H373), C315(H315), N573(H573),
 N330(H330), C43(H43), C44(H44), C45(H45), C50(H50), N794(H794), N188(H188),
 C308(H308), C307(H307), C306(H306), N62(H62), N89(H89), N779(H779), N84(H84),
 N286(H286), N603(H603), C444(H444), C443(H443), C442(H442), C449(H449),
 N430(H430), C616(H616), C607(H607), N41(H41), N166(H166), N73(H73), C35(H35),
 C34(H34), C36(H36), C16(H16), C17(H17), C18(H18), C23(H23), C415(H415),
 C416(H416), C417(H417), C422(H422), N113(H113), N667(H667), N272(H272),
 C317(H317), C617(H617), C316(H316), C733(H733), C735(H735), C734(H734),
 N172(H172), N673(H673), N390(H390), N157(H157), C9(H9), C8(H8), C7(H7),
 N281(H281), N594(H594), N292(H292), N461(H461), N561(H561), N472(H472),
 N277(H277), N161(H161), N78(H78), C142(H142), C143(H143), C144(H144),
 C149(H149), N678(H678), C115(H115), C116(H116), C117(H117), C122(H122),
 N176(H176), C435(H435), C434(H434), C433(H433), N457(H457), N557(H557),
 C549(H549), C542(H542), C543(H543), C544(H544), N303(H303), C708(H708),
 C707(H707), C706(H706), N355(H355), C349(H349), C344(H344), C343(H343),
 C342(H342), N257(H257), C334(H334), C335(H335), C333(H333), N240(H240),
 C249(H249), C244(H244), C243(H243), C242(H242), N130(H130), C234(H234),
 C233(H233), C235(H235), N686(H686), N183(H183), N691(H691)
7.d Fitted hexagon refined as free rotating group:
 N510(C509,C508,C507,C506,C505), C636(C635,C634,C633,C632,N637), N410(C409,
 C408,C407,C406,C405), N537(C536,C535,C534,C533,C532), C714(C727,C718,C717,C716,
 C715), C623(C618,C619,N620,C621,C622), C319(N320,C321,C322,C323,C318),
 C136(C135,C134,C133,C132,N137), N110(C109,C108,C107,C106,C105), N310(C309,C308,
 C307,C306,C305), C35(C34,C33,N38,C37,C36), C733(C732,N737,C736,C735,C734),
 C10(C9,C8,C7,C6,N11), N437(C436,C435,C434,C433,C432), C709(C708,C707,C706,C705,
 N710), C234(C233,C232,N237,C236,C235)
7.e Tetrahedral OH refined with riding coordinates:
 O71(H71), O570(H570), O208(H208), O370(H370), O270(H270), O772(H772),
 O169(H169), O670(H670)
7.f Naphthalene refined as free rotating group:
 C514(C515,C516,C517,C518,C519,N520,C521,C522,C523), C641(C642,C643,C644,C645,
 C646,N647,C648,C649,C650), C223(C222,C221,N220,C219,C218,C217,C216,C215,C214),
 N747(C755,C756,C750,C745,C746,C741,C742,C743,C744), C42(C43,C44,C45,C46,C47,
 N48,C49,C50,C51), C444(C443,C442,C441,C446,C445,C450,C449,C448,N447), C15(C16,
 C17,C18,C19,C20,N21,C22,C23,C24), C414(C415,C416,C417,C418,C419,N420,C421,C422,
 C423), C141(C142,C143,C144,C145,C146,N147,C148,C149,C150), C114(C115,C116,C117,
 C119,C118,N120,C121,C122,C123), N547(C548,C549,C550,C545,C546,C541,C542,C543,
 C544), C350(C349,C348,N347,C346,C345,C344,C343,C342,C341), C250(C249,C248,N247,
 C246,C245,C244,C243,C242,C241)
7.g Idealised Me refined as rotating group:
 C587(H58A,H58B,H58C), C675(H67A,H67B,H67C), C575(H57A,H57B,H57C), C375(H37A,
 H37B,H37C), C487(H48A,H48B,H48C), C785(H78A,H78B,H78C), C582(H58F,H58G,H58H),
 C482(H48D,H48E,H48F), C682(H68C,H68D,H68E), C683(H68F,H68G,H68H), C185(H18A,
 H18B,H18C), C387(H38C,H38D,H38E), C283(H28C,H28D,H28E), C75(H75A,H75B,H75C),
 C776(H77C,H77D,H77E), C474(H47C,H47D,H47E), C180(H18D,H18E,H18F), C274(H27A,
 H27B,H27C), C688(H68I,H68J,H68K), C481(H48G,H48H,H48I), C86(H86A,H86B,H86C),
 C382(H38F,H38G,H38H)
;
_shelx_res_checksum              60250
_shelx_fab_checksum              19101
_olex2_submission_special_instructions 'No special instructions were received'