#------------------------------------------------------------------------------
#$Date: 2025-03-07 18:30:27 +0200 (Fri, 07 Mar 2025) $
#$Revision: 298328 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/13/7061311.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7061311
loop_
_publ_author_name
'Gharpure, Santosh J.'
'Jegadeesan, S.'
'Vishwakarma, Dharmendra S.'
_publ_section_title
;
 Total synthesis of myristinins A--F and
 3′-hydroxy-5,7-dimethoxy-4-O-2′-cycloflavan by iterative
 generation of o-quinone methides
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              5460
_journal_page_last               5463
_journal_paper_doi               10.1039/D2NJ00244B
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C25 H26 O5'
_chemical_formula_sum            'C25 H26 O5'
_chemical_formula_weight         406.45
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-06-17
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2021-07-16 deposited with the CCDC.	2022-02-21 downloaded from the CCDC.
;
_cell_angle_alpha                101.064(6)
_cell_angle_beta                 106.529(6)
_cell_angle_gamma                104.988(6)
_cell_formula_units_Z            2
_cell_length_a                   9.1365(7)
_cell_length_b                   10.0584(7)
_cell_length_c                   13.1688(9)
_cell_measurement_reflns_used    2652
_cell_measurement_temperature    150
_cell_measurement_theta_max      29.7390
_cell_measurement_theta_min      2.1940
_cell_volume                     1073.67(15)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    8.00    --  -20.00   0.00 -36.00  360
  2  ω    -71.00  19.00   0.50    8.00    --  -20.00 -72.00 108.00  180
  3  ω    -69.00  -1.00   0.50    8.00    --  -20.00 -72.00 -36.00  136
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_av_unetI/netI     0.0946
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6967
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.188
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77779
_exptl_absorpt_correction_type   multi-scan
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_description       block
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.205
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.052
_refine_diff_density_max         0.711
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         3720
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.1183
_refine_ls_R_factor_gt           0.0743
_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/[σ²(Fo²)+(0.1023P)²+0.2519P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1782
_refine_ls_wR_factor_ref         0.2269
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2308
_reflns_number_total             3720
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj00244b2.cif
_cod_data_source_block           sjg-jsm-06-40_mo
_cod_depositor_comments
;
Adding full bibliography for 7061308--7061314.cif.

2025-03-04
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_weight         162.58
_cod_original_formula_moiety         '0.4(C25 H26 O5)'
_cod_original_formula_units_Z            5
_cod_original_cell_volume        1073.67(14)
_cod_original_formula_sum        'C10 H10.40 O2'
_cod_database_code               7061311
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.982
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00M(H00M), C00R(H00R)
2.b Secondary CH2 refined with riding coordinates:
 C00Q(H00L,H00N)
2.c Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C00C(H00C), C00D(H00D), C00E(H00E), C00H(H00H),
 C00J(H00K), C00O(H00O), C00P(H00P), C00S(H00S)
2.d Idealised Me refined as rotating group:
 C00G(H00A,H00B,H00F), C00I(H00G,H00I,H00J), C00T(H00Q,H00T,H00U), C00U(H00V,
 H00W,H00X)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
O001 O 0.3193(3) 0.9248(2) 0.8893(2) 0.0312(6) Uani 1 1 d . . . . .
O002 O 0.8436(3) 0.6611(2) 0.7721(2) 0.0321(6) Uani 1 1 d . . . . .
O003 O 0.2913(3) 0.3484(2) 0.8273(2) 0.0310(6) Uani 1 1 d . . . . .
O004 O 0.2439(3) 0.5410(2) 0.5924(2) 0.0402(7) Uani 1 1 d . . . . .
O005 O 0.2078(4) 0.9767(3) 0.5184(2) 0.0594(9) Uani 1 1 d . . . . .
C006 C 0.7026(4) 0.5920(3) 0.7869(3) 0.0258(8) Uani 1 1 d . . . . .
C007 C 0.4263(4) 0.4370(3) 0.8165(3) 0.0237(7) Uani 1 1 d . . . . .
C008 C 0.2647(4) 0.9616(3) 0.7077(3) 0.0284(8) Uani 1 1 d . . . . .
H008 H 0.266233 1.056583 0.735350 0.034 Uiso 1 1 calc R . . . .
C009 C 0.2292(5) 0.7638(4) 0.5554(3) 0.0430(10) Uani 1 1 d . . . . .
H009 H 0.208116 0.725207 0.478911 0.052 Uiso 1 1 calc R . . . .
C00A C 0.2908(4) 0.8758(3) 0.7779(3) 0.0237(7) Uani 1 1 d . . . . .
C00B C 0.2532(4) 0.6815(3) 0.6276(3) 0.0325(9) Uani 1 1 d . . . . .
C00C C 0.5864(4) 0.6537(3) 0.7978(3) 0.0241(7) Uani 1 1 d . . . . .
H00C H 0.602760 0.750310 0.796141 0.029 Uiso 1 1 calc R . . . .
C00D C 0.5445(4) 0.3753(3) 0.8068(3) 0.0327(9) Uani 1 1 d . . . . .
H00D H 0.529984 0.279417 0.810214 0.039 Uiso 1 1 calc R . . . .
C00E C -0.2550(4) 0.1109(4) 0.8337(4) 0.0406(10) Uani 1 1 d . . . . .
H00E H -0.355098 0.046607 0.828753 0.049 Uiso 1 1 calc R . . . .
C00F C 0.2365(5) 0.9049(4) 0.5972(3) 0.0392(10) Uani 1 1 d . . . . .
C00G C 0.8696(4) 0.8047(4) 0.7681(4) 0.0390(10) Uani 1 1 d . . . . .
H00A H 0.778659 0.808366 0.708814 0.058 Uiso 1 1 calc GR . . . .
H00B H 0.970117 0.840241 0.753844 0.058 Uiso 1 1 calc GR . . . .
H00F H 0.878192 0.864780 0.839010 0.058 Uiso 1 1 calc GR . . . .
C00H C -0.0063(5) 0.2989(4) 0.9412(3) 0.0395(10) Uani 1 1 d . . . . .
H00H H 0.065334 0.362936 1.011111 0.047 Uiso 1 1 calc R . . . .
C00I C 0.3181(5) 1.0667(3) 0.9315(3) 0.0350(9) Uani 1 1 d . . . . .
H00G H 0.215696 1.075864 0.889533 0.052 Uiso 1 1 calc GR . . . .
H00I H 0.408403 1.137251 0.924369 0.052 Uiso 1 1 calc GR . . . .
H00J H 0.329478 1.083918 1.009653 0.052 Uiso 1 1 calc GR . . . .
C00J C 0.6814(4) 0.4523(4) 0.7925(3) 0.0319(9) Uani 1 1 d . . . . .
H00K H 0.761293 0.409904 0.786314 0.038 Uiso 1 1 calc R . . . .
C00K C 0.4461(4) 0.5763(3) 0.8111(3) 0.0242(8) Uani 1 1 d . . . . .
C00L C 0.2862(4) 0.7347(3) 0.7405(3) 0.0226(7) Uani 1 1 d . . . . .
C00M C 0.3173(4) 0.6440(3) 0.8197(3) 0.0255(8) Uani 1 1 d . . . . .
H00M H 0.357732 0.709793 0.896396 0.031 Uiso 1 1 calc R . . . .
C00N C 0.0339(4) 0.3029(4) 0.8479(3) 0.0337(9) Uani 1 1 d . . . . .
C00O C -0.2149(5) 0.1121(4) 0.7388(3) 0.0418(10) Uani 1 1 d . . . . .
H00O H -0.286289 0.047025 0.669241 0.050 Uiso 1 1 calc R . . . .
C00P C -0.1497(5) 0.2023(4) 0.9330(4) 0.0443(11) Uani 1 1 d . . . . .
H00P H -0.175512 0.199517 0.997663 0.053 Uiso 1 1 calc R . . . .
C00Q C 0.1605(4) 0.5272(4) 0.8059(4) 0.0405(10) Uani 1 1 d . . . . .
H00L H 0.092984 0.573322 0.836795 0.049 Uiso 1 1 calc R . . . .
H00N H 0.099182 0.480320 0.726071 0.049 Uiso 1 1 calc R . . . .
C00R C 0.1873(5) 0.4183(4) 0.8592(4) 0.0491(12) Uani 1 1 d . . . . .
H00R H 0.242726 0.468853 0.940033 0.059 Uiso 1 1 calc R . . . .
C00S C -0.0699(5) 0.2093(4) 0.7474(3) 0.0401(10) Uani 1 1 d . . . . .
H00S H -0.042387 0.211011 0.683231 0.048 Uiso 1 1 calc R . . . .
C00T C 0.2223(6) 0.4848(4) 0.4790(3) 0.0576(13) Uani 1 1 d . . . . .
H00Q H 0.118449 0.486061 0.431877 0.086 Uiso 1 1 calc GR . . . .
H00T H 0.223390 0.385840 0.465487 0.086 Uiso 1 1 calc GR . . . .
H00U H 0.310423 0.543950 0.461818 0.086 Uiso 1 1 calc GR . . . .
C00U C 0.2152(7) 1.1214(4) 0.5541(4) 0.0718(16) Uani 1 1 d . . . . .
H00V H 0.186622 1.157820 0.489847 0.108 Uiso 1 1 calc GR . . . .
H00W H 0.325249 1.180075 0.604212 0.108 Uiso 1 1 calc GR . . . .
H00X H 0.138923 1.126377 0.592887 0.108 Uiso 1 1 calc GR . . . .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C00A O001 C00I 118.1(2) . . ?
C006 O002 C00G 117.0(2) . . ?
C007 O003 C00R 115.5(2) . . ?
C00B O004 C00T 117.6(3) . . ?
C00F O005 C00U 117.7(3) . . ?
O002 C006 C00C 124.5(3) . . ?
O002 C006 C00J 115.9(3) . . ?
C00J C006 C00C 119.6(3) . . ?
O003 C007 C00D 115.7(3) . . ?
O003 C007 C00K 124.1(3) . . ?
C00K C007 C00D 120.2(3) . . ?
C00A C008 H008 120.9 . . ?
C00F C008 H008 120.9 . . ?
C00F C008 C00A 118.2(3) . . ?
C00B C009 H009 120.7 . . ?
C00B C009 C00F 118.6(4) . . ?
C00F C009 H009 120.7 . . ?
O001 C00A C008 121.6(3) . . ?
O001 C00A C00L 115.6(3) . . ?
C008 C00A C00L 122.8(3) . . ?
O004 C00B C009 122.0(3) . . ?
O004 C00B C00L 115.5(3) . . ?
C009 C00B C00L 122.5(3) . . ?
C006 C00C H00C 119.4 . . ?
C006 C00C C00K 121.2(3) . . ?
C00K C00C H00C 119.4 . . ?
C007 C00D H00D 119.7 . . ?
C00J C00D C007 120.5(3) . . ?
C00J C00D H00D 119.7 . . ?
C00O C00E H00E 120.2 . . ?
C00P C00E H00E 120.2 . . ?
C00P C00E C00O 119.5(3) . . ?
O005 C00F C008 124.7(3) . . ?
O005 C00F C009 114.1(3) . . ?
C008 C00F C009 121.3(3) . . ?
O002 C00G H00A 109.5 . . ?
O002 C00G H00B 109.5 . . ?
O002 C00G H00F 109.5 . . ?
H00A C00G H00B 109.5 . . ?
H00A C00G H00F 109.5 . . ?
H00B C00G H00F 109.5 . . ?
C00N C00H H00H 119.9 . . ?
C00P C00H H00H 119.9 . . ?
C00P C00H C00N 120.1(4) . . ?
O001 C00I H00G 109.5 . . ?
O001 C00I H00I 109.5 . . ?
O001 C00I H00J 109.5 . . ?
H00G C00I H00I 109.5 . . ?
H00G C00I H00J 109.5 . . ?
H00I C00I H00J 109.5 . . ?
C006 C00J H00K 120.1 . . ?
C00D C00J C006 119.9(3) . . ?
C00D C00J H00K 120.1 . . ?
C007 C00K C00C 118.7(3) . . ?
C007 C00K C00M 120.7(3) . . ?
C00C C00K C00M 120.6(3) . . ?
C00A C00L C00M 121.5(3) . . ?
C00B C00L C00A 116.6(3) . . ?
C00B C00L C00M 121.9(3) . . ?
C00K C00M C00L 113.9(3) . . ?
C00K C00M H00M 107.0 . . ?
C00K C00M C00Q 109.8(2) . . ?
C00L C00M H00M 107.0 . . ?
C00L C00M C00Q 111.7(3) . . ?
C00Q C00M H00M 107.0 . . ?
C00H C00N C00R 118.4(4) . . ?
C00S C00N C00H 119.4(3) . . ?
C00S C00N C00R 122.0(4) . . ?
C00E C00O H00O 120.3 . . ?
C00S C00O C00E 119.4(4) . . ?
C00S C00O H00O 120.3 . . ?
C00E C00P C00H 121.0(4) . . ?
C00E C00P H00P 119.5 . . ?
C00H C00P H00P 119.5 . . ?
C00M C00Q H00L 108.8 . . ?
C00M C00Q H00N 108.8 . . ?
H00L C00Q H00N 107.7 . . ?
C00R C00Q C00M 113.8(3) . . ?
C00R C00Q H00L 108.8 . . ?
C00R C00Q H00N 108.8 . . ?
O003 C00R C00N 107.9(3) . . ?
O003 C00R C00Q 114.9(3) . . ?
O003 C00R H00R 106.3 . . ?
C00N C00R H00R 106.3 . . ?
C00Q C00R C00N 114.6(3) . . ?
C00Q C00R H00R 106.3 . . ?
C00N C00S C00O 120.5(3) . . ?
C00N C00S H00S 119.7 . . ?
C00O C00S H00S 119.7 . . ?
O004 C00T H00Q 109.5 . . ?
O004 C00T H00T 109.5 . . ?
O004 C00T H00U 109.5 . . ?
H00Q C00T H00T 109.5 . . ?
H00Q C00T H00U 109.5 . . ?
H00T C00T H00U 109.5 . . ?
O005 C00U H00V 109.5 . . ?
O005 C00U H00W 109.5 . . ?
O005 C00U H00X 109.5 . . ?
H00V C00U H00W 109.5 . . ?
H00V C00U H00X 109.5 . . ?
H00W C00U H00X 109.5 . . ?
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 C00A 1.379(4) . ?
O001 C00I 1.433(4) . ?
O002 C006 1.383(4) . ?
O002 C00G 1.416(4) . ?
O003 C007 1.384(4) . ?
O003 C00R 1.426(4) . ?
O004 C00B 1.373(4) . ?
O004 C00T 1.428(4) . ?
O005 C00F 1.379(4) . ?
O005 C00U 1.419(5) . ?
C006 C00C 1.388(4) . ?
C006 C00J 1.387(4) . ?
C007 C00D 1.401(4) . ?
C007 C00K 1.385(4) . ?
C008 H008 0.9500 . ?
C008 C00A 1.393(4) . ?
C008 C00F 1.379(5) . ?
C009 H009 0.9500 . ?
C009 C00B 1.385(5) . ?
C009 C00F 1.397(5) . ?
C00A C00L 1.395(4) . ?
C00B C00L 1.394(5) . ?
C00C H00C 0.9500 . ?
C00C C00K 1.394(4) . ?
C00D H00D 0.9500 . ?
C00D C00J 1.375(4) . ?
C00E H00E 0.9500 . ?
C00E C00O 1.400(5) . ?
C00E C00P 1.358(6) . ?
C00G H00A 0.9800 . ?
C00G H00B 0.9800 . ?
C00G H00F 0.9800 . ?
C00H H00H 0.9500 . ?
C00H C00N 1.384(5) . ?
C00H C00P 1.376(5) . ?
C00I H00G 0.9800 . ?
C00I H00I 0.9800 . ?
C00I H00J 0.9800 . ?
C00J H00K 0.9500 . ?
C00K C00M 1.524(4) . ?
C00L C00M 1.526(4) . ?
C00M H00M 1.0000 . ?
C00M C00Q 1.538(4) . ?
C00N C00R 1.519(5) . ?
C00N C00S 1.372(5) . ?
C00O H00O 0.9500 . ?
C00O C00S 1.388(5) . ?
C00P H00P 0.9500 . ?
C00Q H00L 0.9900 . ?
C00Q H00N 0.9900 . ?
C00Q C00R 1.445(5) . ?
C00R H00R 1.0000 . ?
C00S H00S 0.9500 . ?
C00T H00Q 0.9800 . ?
C00T H00T 0.9800 . ?
C00T H00U 0.9800 . ?
C00U H00V 0.9800 . ?
C00U H00W 0.9800 . ?
C00U H00X 0.9800 . ?
