#------------------------------------------------------------------------------
#$Date: 2021-10-06 16:43:37 +0300 (Wed, 06 Oct 2021) $
#$Revision: 269607 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/88/7128872.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_7128872
loop_
_publ_author_name
'Tsuchiya, Motoki'
'Maeda, Hazuki'
'Inoue, Ryo'
'Morisaki, Yasuhiro'
_publ_section_title
;
 Construction of helical structures with planar chiral
 [2.2]paracyclophane: fusing helical and planar chiralities.
;
_journal_issue                   73
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              9256
_journal_page_last               9259
_journal_paper_doi               10.1039/d1cc03320d
_journal_volume                  57
_journal_year                    2021
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C32 H24'
_chemical_formula_sum            'C32 H24'
_chemical_formula_weight         408.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-01-31
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-05-20 deposited with the CCDC.	2021-08-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.109(15)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.2667(12)
_cell_length_b                   12.9527(18)
_cell_length_c                   9.9631(16)
_cell_measurement_reflns_used    1707
_cell_measurement_temperature    123
_cell_measurement_theta_max      30.8170
_cell_measurement_theta_min      2.1010
_cell_volume                     1043.1(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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      123
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.879
_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   40.00    --  -20.00  45.00   0.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0210115000
_diffrn_orient_matrix_UB_12      -0.0057469000
_diffrn_orient_matrix_UB_13      -0.0723521000
_diffrn_orient_matrix_UB_21      0.0024286000
_diffrn_orient_matrix_UB_22      -0.0544720000
_diffrn_orient_matrix_UB_23      0.0075666000
_diffrn_orient_matrix_UB_31      -0.0851881000
_diffrn_orient_matrix_UB_32      -0.0002130000
_diffrn_orient_matrix_UB_33      0.0023058000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_unetI/netI     0.1459
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.879
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5071
_diffrn_reflns_point_group_measured_fraction_full 0.851
_diffrn_reflns_point_group_measured_fraction_max 0.686
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.056
_diffrn_reflns_theta_min         2.091
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_description       plate
_exptl_crystal_F_000             432
_exptl_crystal_recrystallization_method CH2Cl2/MeOH
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.005
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.078
_refine_ls_abs_structure_details
;
 Flack x determined using 680 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   1.9(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4589
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.1535
_refine_ls_R_factor_gt           0.0800
_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)+(0.0465P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1280
_refine_ls_wR_factor_ref         0.1571
_reflns_Friedel_coverage         0.501
_reflns_Friedel_fraction_full    0.694
_reflns_Friedel_fraction_max     0.476
_reflns_number_gt                2719
_reflns_number_total             4589
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc03320d2.cif
_cod_data_source_block           20200131-t1-r
_cod_depositor_comments
'Adding full bibliography for 7128869--7128874.cif.'
_cod_database_code               7128872
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C32H24
_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.
;
_reflns_odcompleteness_completeness 87.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.99
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00H(H00A,H00C), C00O(H00D,H00F), C00U(H00G,H00H), C00V(H00I,H00J)
2.b Aromatic/amide H refined with riding coordinates:
 C001(H001), C004(H004), C006(H006), C007(H007), C009(H009), C00B(H00B),
 C00E(H00E), C00K(H00K), C00L(H00L), C00M(H00M), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00S(H00S), C00T(H00T), C00W(H00W)
;
_olex2_exptl_crystal_mounting_method fiber
_olex2_submission_original_sample_id motoki-T1-R
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.278
_oxdiff_exptl_absorpt_empirical_full_min 0.847
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
C001 C 0.1972(6) 0.5767(4) 0.4738(5) 0.0164(11) Uani 1 1 d . . . . .
H001 H 0.241722 0.610688 0.407704 0.020 Uiso 1 1 calc R . . . .
C002 C 0.2547(6) 0.6001(4) 0.6094(5) 0.0141(11) Uani 1 1 d . . . . .
C003 C 0.4925(6) 0.4430(4) 0.3079(5) 0.0179(12) Uani 1 1 d . . . . .
C004 C 0.6337(6) 0.5037(4) 0.3082(5) 0.0199(12) Uani 1 1 d . . . . .
H004 H 0.702068 0.521207 0.391630 0.024 Uiso 1 1 calc R . . . .
C005 C 0.4425(6) 0.4117(4) 0.4336(5) 0.0164(11) Uani 1 1 d . . . . .
C006 C 0.0738(6) 0.5030(4) 0.4322(5) 0.0174(12) Uani 1 1 d . . . . .
H006 H 0.032948 0.491615 0.339062 0.021 Uiso 1 1 calc R . . . .
C007 C 0.2302(6) 0.3006(4) 0.2917(6) 0.0208(13) Uani 1 1 d . . . . .
H007 H 0.146723 0.251658 0.285691 0.025 Uiso 1 1 calc R . . . .
C008 C 0.1559(6) 0.5686(4) 0.7041(5) 0.0170(12) Uani 1 1 d . . . . .
C009 C 0.2675(6) 0.3378(4) 0.1753(6) 0.0240(13) Uani 1 1 d . . . . .
H009 H 0.205776 0.316359 0.090910 0.029 Uiso 1 1 calc R . . . .
C00A C 0.0399(6) 0.4863(4) 0.6630(6) 0.0183(12) Uani 1 1 d . . . . .
C00B C 0.2573(6) 0.7056(4) 0.8807(5) 0.0177(12) Uani 1 1 d . . . . .
H00B H 0.304306 0.741460 0.817580 0.021 Uiso 1 1 calc R . . . .
C00C C 0.0875(6) 0.5661(4) 0.9351(6) 0.0222(13) Uani 1 1 d . . . . .
C00D C 0.1699(6) 0.6128(4) 0.8403(5) 0.0177(12) Uani 1 1 d . . . . .
C00E C 0.3584(6) 0.3310(4) 0.6693(6) 0.0189(12) Uani 1 1 d . . . . .
H00E H 0.343668 0.297522 0.748412 0.023 Uiso 1 1 calc R . . . .
C00F C 0.0118(6) 0.4472(4) 0.5275(6) 0.0195(12) Uani 1 1 d . . . . .
C00G C 0.4009(6) 0.4098(4) 0.1792(5) 0.0201(12) Uani 1 1 d . . . . .
C00H C 0.5516(6) 0.5737(4) 0.5789(5) 0.0194(12) Uani 1 1 d . . . . .
H00A H 0.546379 0.603303 0.488608 0.023 Uiso 1 1 calc R . . . .
H00C H 0.664581 0.580045 0.630394 0.023 Uiso 1 1 calc R . . . .
C00I C 0.3168(6) 0.3350(4) 0.4251(6) 0.0174(12) Uani 1 1 d . . . . .
C00J C 0.5047(6) 0.4595(4) 0.5638(5) 0.0168(11) Uani 1 1 d . . . . .
C00K C 0.6731(7) 0.5377(4) 0.1885(6) 0.0247(13) Uani 1 1 d . . . . .
H00K H 0.766262 0.578622 0.191973 0.030 Uiso 1 1 calc R . . . .
C00L C 0.4764(6) 0.4095(4) 0.6793(5) 0.0164(12) Uani 1 1 d . . . . .
H00L H 0.537013 0.428373 0.765295 0.020 Uiso 1 1 calc R . . . .
C00M C 0.4422(7) 0.4457(4) 0.0570(6) 0.0242(13) Uani 1 1 d . . . . .
H00M H 0.379777 0.424986 -0.027446 0.029 Uiso 1 1 calc R . . . .
C00N C 0.2638(6) 0.3025(4) 0.5443(6) 0.0201(13) Uani 1 1 d . . . . .
C00O C 0.4331(6) 0.6355(4) 0.6543(5) 0.0183(12) Uani 1 1 d . . . . .
H00D H 0.468875 0.625992 0.752658 0.022 Uiso 1 1 calc R . . . .
H00F H 0.440208 0.708500 0.634744 0.022 Uiso 1 1 calc R . . . .
C00P C -0.0398(6) 0.4418(4) 0.7645(6) 0.0245(13) Uani 1 1 d . . . . .
H00P H -0.110496 0.385950 0.740315 0.029 Uiso 1 1 calc R . . . .
C00Q C 0.1076(7) 0.6075(4) 1.0688(6) 0.0299(15) Uani 1 1 d . . . . .
H00Q H 0.055700 0.575454 1.131894 0.036 Uiso 1 1 calc R . . . .
C00R C -0.0149(6) 0.4788(4) 0.8937(6) 0.0257(14) Uani 1 1 d . . . . .
H00R H -0.065944 0.446455 0.957109 0.031 Uiso 1 1 calc R . . . .
C00S C 0.5746(7) 0.5113(4) 0.0622(5) 0.0257(14) Uani 1 1 d . . . . .
H00S H 0.598047 0.537748 -0.018411 0.031 Uiso 1 1 calc R . . . .
C00T C 0.2737(7) 0.7433(4) 1.0117(6) 0.0281(14) Uani 1 1 d . . . . .
H00T H 0.334534 0.803272 1.036587 0.034 Uiso 1 1 calc R . . . .
C00U C -0.0473(6) 0.3374(4) 0.4896(6) 0.0239(13) Uani 1 1 d . . . . .
H00G H -0.084020 0.332222 0.390720 0.029 Uiso 1 1 calc R . . . .
H00H H -0.140694 0.321756 0.530925 0.029 Uiso 1 1 calc R . . . .
C00V C 0.0941(6) 0.2571(4) 0.5398(6) 0.0249(13) Uani 1 1 d . . . . .
H00I H 0.087682 0.233132 0.630789 0.030 Uiso 1 1 calc R . . . .
H00J H 0.078023 0.198053 0.478643 0.030 Uiso 1 1 calc R . . . .
C00W C 0.2012(7) 0.6935(4) 1.1076(6) 0.0321(15) Uani 1 1 d . . . . .
H00W H 0.216112 0.718409 1.196888 0.038 Uiso 1 1 calc R . . . .
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'
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
C002 C001 C006 121.7(5) . . ?
C001 C002 C008 117.4(5) . . ?
C001 C002 C00O 118.1(5) . . ?
C008 C002 C00O 123.0(5) . . ?
C004 C003 C005 122.6(5) . . ?
C004 C003 C00G 117.3(5) . . ?
C00G C003 C005 120.1(5) . . ?
C00K C004 C003 121.7(5) . . ?
C00I C005 C003 118.5(5) . . ?
C00I C005 C00J 118.2(5) . . ?
C00J C005 C003 123.1(5) . . ?
C00F C006 C001 120.6(5) . . ?
C009 C007 C00I 121.6(5) . . ?
C002 C008 C00A 117.6(5) . . ?
C002 C008 C00D 123.9(5) . . ?
C00A C008 C00D 118.4(4) . . ?
C007 C009 C00G 121.3(5) . . ?
C008 C00A C00P 118.3(5) . . ?
C00F C00A C008 120.3(5) . . ?
C00F C00A C00P 121.3(5) . . ?
C00T C00B C00D 121.0(5) . . ?
C00D C00C C00Q 119.3(5) . . ?
C00D C00C C00R 119.3(5) . . ?
C00Q C00C C00R 121.4(5) . . ?
C00B C00D C008 122.3(5) . . ?
C00C C00D C008 120.0(5) . . ?
C00C C00D C00B 117.6(5) . . ?
C00N C00E C00L 121.1(5) . . ?
C006 C00F C00A 117.4(5) . . ?
C006 C00F C00U 117.8(5) . . ?
C00A C00F C00U 123.4(5) . . ?
C003 C00G C009 119.0(5) . . ?
C00M C00G C003 120.2(5) . . ?
C00M C00G C009 120.9(5) . . ?
C00J C00H C00O 111.6(4) . . ?
C005 C00I C007 118.9(5) . . ?
C00N C00I C005 120.5(5) . . ?
C00N C00I C007 120.1(5) . . ?
C005 C00J C00H 122.9(5) . . ?
C00L C00J C005 117.4(5) . . ?
C00L C00J C00H 117.1(5) . . ?
C004 C00K C00S 120.5(5) . . ?
C00J C00L C00E 121.2(5) . . ?
C00S C00M C00G 120.4(5) . . ?
C00E C00N C00I 117.6(5) . . ?
C00E C00N C00V 118.6(5) . . ?
C00I C00N C00V 122.6(5) . . ?
C002 C00O C00H 111.7(4) . . ?
C00R C00P C00A 121.9(5) . . ?
C00W C00Q C00C 121.6(5) . . ?
C00P C00R C00C 121.5(5) . . ?
C00M C00S C00K 119.6(5) . . ?
C00B C00T C00W 121.2(6) . . ?
C00F C00U C00V 111.2(4) . . ?
C00N C00V C00U 112.1(4) . . ?
C00Q C00W C00T 119.0(6) . . ?
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
C001 C002 1.369(7) . ?
C001 C006 1.395(7) . ?
C002 C008 1.431(7) . ?
C002 C00O 1.520(6) . ?
C003 C004 1.406(7) . ?
C003 C005 1.456(7) . ?
C003 C00G 1.412(7) . ?
C004 C00K 1.373(7) . ?
C005 C00I 1.428(7) . ?
C005 C00J 1.432(7) . ?
C006 C00F 1.375(7) . ?
C007 C009 1.349(7) . ?
C007 C00I 1.442(7) . ?
C008 C00A 1.435(7) . ?
C008 C00D 1.455(7) . ?
C009 C00G 1.439(7) . ?
C00A C00F 1.415(7) . ?
C00A C00P 1.438(7) . ?
C00B C00D 1.416(7) . ?
C00B C00T 1.373(7) . ?
C00C C00D 1.411(7) . ?
C00C C00Q 1.414(7) . ?
C00C C00R 1.420(8) . ?
C00E C00L 1.398(7) . ?
C00E C00N 1.374(7) . ?
C00F C00U 1.525(7) . ?
C00G C00M 1.411(7) . ?
C00H C00J 1.529(7) . ?
C00H C00O 1.573(7) . ?
C00I C00N 1.413(7) . ?
C00J C00L 1.383(7) . ?
C00K C00S 1.391(7) . ?
C00M C00S 1.378(8) . ?
C00N C00V 1.513(7) . ?
C00P C00R 1.348(7) . ?
C00Q C00W 1.365(8) . ?
C00T C00W 1.389(8) . ?
C00U C00V 1.566(7) . ?
