Structure and absolute configuration of liquid molecules based on adamantane derivative cocrystallization
Ou, Guang-Chuan; Chen, Hai-Yang; Wang, Qiong; Zhou, Qiang; Zeng, Fei; RSC Advances 12 (2022) 6459–6462; doi:10.1039/D1RA09284G

data_7244500
_publ_section_title
;
 Structure and absolute configuration of liquid molecules based on
 adamantane derivative cocrystallization
;
_journal_issue                   11
_journal_name_full               'RSC Advances'
_journal_page_first              6459
_journal_page_last               6462
_journal_paper_doi               10.1039/D1RA09284G
_journal_volume                  12
_journal_year                    2022
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C50 H64 O8, C9 H13 N'
_chemical_formula_sum            'C59 H77 N O8'
_chemical_formula_weight         928.21
_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
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-12-06
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2021-12-06 deposited with the CCDC.	2022-01-31 downloaded from the CCDC.
;
_cell_angle_alpha                66.810(3)
_cell_angle_beta                 80.771(3)
_cell_angle_gamma                62.298(3)
_cell_formula_units_Z            2
_cell_length_a                   14.4846(4)
_cell_length_b                   14.6777(5)
_cell_length_c                   15.3743(5)
_cell_measurement_reflns_used    41564
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.9880
_cell_measurement_theta_min      3.1220
_cell_volume                     2659.08(17)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      149.99(10)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            69076
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.272
_diffrn_reflns_theta_min         3.128
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.599
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26214
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_description       block
_exptl_crystal_F_000             1004
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.780
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details
;
 Flack x determined using 8198 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1225
_refine_ls_number_reflns         20308
_refine_ls_number_restraints     372
_refine_ls_restrained_S_all      1.140
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0670
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1155P)^2^+1.1372P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1897
_refine_ls_wR_factor_ref         0.1943
_reflns_Friedel_coverage         0.921
_reflns_Friedel_fraction_full    0.959
_reflns_Friedel_fraction_max     0.898
_reflns_number_gt                18821
_reflns_number_total             20308
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ra09284g2.cif
_cod_depositor_comments
;

2024-10-18
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C118 H154 N2 O16'
_cod_original_formula_weight         1856.42
_cod_original_formula_moiety         '2(C50 H64 O8), 2(C9 H13 N)'
_cod_original_formula_units_Z            1
_cod_data_source_block           1947-1
_cod_database_code               7244500
_shelx_shelxl_version_number     2018/3
_exptl_absorpt_special_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C114-C112
 2.5 with sigma of 0.02
 C117-C112
 1.5 with sigma of 0.02
 H1A-H95
 2.3 with sigma of 0.01
3. Rigid bond restraints
 N2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
Uanis(N2) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C117) = Uanis(C112) = Uanis(C115) = Uanis(C116)
5.a Ternary CH refined with riding coordinates:
 C87(H87), C114(H114)
5.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C9(H9A,H9B), C10(H10N,H10O), C13(H13A,H13B), C15(H15A,H15B),
 C16(H16A,H16B), C27(H27A,H27B), C28(H28A,H28B), C33(H33A,H33B), C38(H38A,H38B),
  C39(H39A,H39B), C42(H42A,H42B), C43(H43A,H43B), C46(H46A,H46B), C52(H52A,
 H52B), C60(H60A,H60B), C62(H62A,H62B), C66(H66A,H66B), C73(H73A,H73B),
 C75(H75A,H75B), C76(H76A,H76B), C81(H81A,H81B), C83(H83A,H83B), C86(H86A,H86B),
  C89(H89A,H89B), C93(H93A,H93B), C98(H98A,H98B), C102(H10D,H10E), C103(H10F,
 H10G), C117(H11D,H11E)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C8(H8), C11(H11), C18(H18), C21(H21), C26(H26), C31(H31),
 C35(H35), C40(H40), C44(H44), C47(H47), C51(H51), C53(H53), C55(H55), C58(H58),
  C61(H61), C65(H65), C67(H67), C77(H77), C80(H80), C82(H82), C88(H88),
 C91(H91), C94(H94), C95(H95), C99(H99), C104(H104), C108(H108), C110(H110),
 C111(H111), C113(H113), C115(H115), C116(H116)
5.d X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
5.e Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C), C64(H64A,H64B,H64C), C70(H70A,H70B,H70C), C71(H71A,H71B,
 H71C), C78(H78A,H78B,H78C), C79(H79A,H79B,H79C), C84(H84A,H84B,H84C), C85(H85A,
 H85B,H85C), C90(H90A,H90B,H90C), C92(H92A,H92B,H92C), C96(H96A,H96B,H96C),
 C100(H10P,H10Q,H10R), C101(H10A,H10B,H10C), C105(H10H,H10I,H10J), C106(H10K,
 H10L,H10M), C107(H10S,H10T,H10U), C109(H10V,H10W,H10X), C118(H11A,H11B,H11C)
;
_shelx_res_checksum              32486
_olex2_submission_special_instructions 'No special instructions were received'