#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:45:39 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180354 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/23/7202371.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_7202371
loop_
_publ_author_name
'Kuroda, Reiko'
'Sato, Tomohiro'
'Imai, Yoshitane'
_publ_section_title
;
 Varied charge-transfer complex crystals formed between diols and
 benzoquinone in the solid and solution states
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              1881
_journal_paper_doi               10.1039/b811141c
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C53 H41 O5'
_chemical_formula_weight         757.86
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.3320(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.684(2)
_cell_length_b                   10.3021(10)
_cell_length_c                   19.5142(10)
_cell_measurement_reflns_used    4949
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.11
_cell_volume                     3923.8(6)
_computing_cell_refinement       'Rigaku Rapid Software'
_computing_data_collection       'Rigaku Rapid Software'
_computing_data_reduction        'Rigaku Rapid Software'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku Rapid'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0916
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            15475
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.9879
_exptl_absorpt_correction_T_min  0.9698
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1596
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.906
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     526
_refine_ls_number_reflns         8922
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.906
_refine_ls_R_factor_all          0.1041
_refine_ls_R_factor_gt           0.0484
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0452P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.1068
_reflns_number_gt                4949
_reflns_number_total             8922
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B811141C.txt
_cod_data_source_block           kuroda81
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7202371
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.36230(9) -0.51267(18) 0.09315(9) 0.0169(4) Uani 1 1 d . . .
C2 C 0.34399(10) -0.62255(18) 0.05095(9) 0.0194(4) Uani 1 1 d . . .
C3 C 0.35736(10) -0.74841(18) 0.08197(10) 0.0205(4) Uani 1 1 d . . .
H3 H 0.3443 -0.8231 0.0520 0.025 Uiso 1 1 calc R . .
C4 C 0.38906(10) -0.76182(18) 0.15500(10) 0.0212(4) Uani 1 1 d . . .
H4 H 0.3980 -0.8463 0.1754 0.025 Uiso 1 1 calc R . .
C5 C 0.44139(10) -0.66489(19) 0.27699(10) 0.0223(4) Uani 1 1 d . . .
H5 H 0.4499 -0.7489 0.2982 0.027 Uiso 1 1 calc R . .
C6 C 0.46060(10) -0.5578(2) 0.32021(10) 0.0258(5) Uani 1 1 d . . .
H6 H 0.4821 -0.5677 0.3711 0.031 Uiso 1 1 calc R . .
C7 C 0.44862(10) -0.43235(19) 0.28949(10) 0.0232(4) Uani 1 1 d . . .
H7 H 0.4624 -0.3582 0.3198 0.028 Uiso 1 1 calc R . .
C8 C 0.41720(10) -0.41706(19) 0.21627(10) 0.0200(4) Uani 1 1 d . . .
H8 H 0.4095 -0.3320 0.1964 0.024 Uiso 1 1 calc R . .
C9 C 0.39588(9) -0.52562(18) 0.16957(9) 0.0166(4) Uani 1 1 d . . .
C10 C 0.40884(9) -0.65229(18) 0.20080(9) 0.0184(4) Uani 1 1 d . . .
C11 C 0.34779(10) -0.38148(18) 0.05842(9) 0.0178(4) Uani 1 1 d . . .
C12 C 0.28460(10) -0.32402(19) 0.04330(9) 0.0203(4) Uani 1 1 d . . .
C13 C 0.27033(11) -0.20024(19) 0.01105(10) 0.0241(4) Uani 1 1 d . . .
H13 H 0.2266 -0.1620 0.0025 0.029 Uiso 1 1 calc R . .
C14 C 0.31924(11) -0.13567(19) -0.00782(9) 0.0243(4) Uani 1 1 d . . .
H14 H 0.3095 -0.0518 -0.0289 0.029 Uiso 1 1 calc R . .
C15 C 0.43456(11) -0.13089(19) -0.02074(10) 0.0258(5) Uani 1 1 d . . .
H15 H 0.4248 -0.0493 -0.0446 0.031 Uiso 1 1 calc R . .
C16 C 0.49662(11) -0.1881(2) -0.01029(10) 0.0280(5) Uani 1 1 d . . .
H16 H 0.5293 -0.1470 -0.0277 0.034 Uiso 1 1 calc R . .
C17 C 0.51222(11) -0.3074(2) 0.02600(10) 0.0275(5) Uani 1 1 d . . .
H17 H 0.5560 -0.3456 0.0343 0.033 Uiso 1 1 calc R . .
C18 C 0.46476(10) -0.36911(19) 0.04950(10) 0.0214(4) Uani 1 1 d . . .
H18 H 0.4761 -0.4501 0.0738 0.026 Uiso 1 1 calc R . .
C19 C 0.39933(10) -0.31480(18) 0.03827(9) 0.0175(4) Uani 1 1 d . . .
C20 C 0.38435(10) -0.19144(19) 0.00350(9) 0.0207(4) Uani 1 1 d . . .
C21 C 0.25129(9) -0.62804(18) 0.18777(9) 0.0194(4) Uani 1 1 d . . .
C22 C 0.25897(10) -0.75598(19) 0.22335(10) 0.0219(4) Uani 1 1 d . . .
H22 H 0.2494 -0.8322 0.1943 0.026 Uiso 1 1 calc R . .
C23 C 0.27900(10) -0.76684(19) 0.29522(10) 0.0237(4) Uani 1 1 d . . .
H23 H 0.2834 -0.8504 0.3169 0.028 Uiso 1 1 calc R . .
C24 C 0.29436(10) -0.65085(19) 0.34129(10) 0.0238(4) Uani 1 1 d . . .
C25 C 0.28827(11) -0.52319(19) 0.30649(10) 0.0246(5) Uani 1 1 d . . .
H25 H 0.2990 -0.4472 0.3357 0.030 Uiso 1 1 calc R . .
C26 C 0.26800(10) -0.51257(19) 0.23469(10) 0.0225(4) Uani 1 1 d . . .
H26 H 0.2642 -0.4289 0.2132 0.027 Uiso 1 1 calc R . .
O2 O 0.31241(7) -0.60741(12) -0.02198(6) 0.0250(3) Uani 1 1 d . . .
H2 H 0.3114 -0.6790 -0.0429 0.038 Uiso 1 1 calc R . .
O12 O 0.23117(7) -0.38209(14) 0.05848(8) 0.0294(3) Uani 1 1 d . . .
H12 H 0.2421 -0.4583 0.0730 0.044 Uiso 1 1 calc R . .
O21 O 0.23144(7) -0.61873(13) 0.12116(6) 0.0238(3) Uani 1 1 d . . .
O24 O 0.31219(8) -0.66003(13) 0.40826(7) 0.0315(4) Uani 1 1 d . . .
C31 C 0.05057(11) -0.4060(2) 0.01987(10) 0.0267(5) Uani 1 1 d . . .
C32 C -0.01465(11) -0.3779(2) 0.02176(10) 0.0288(5) Uani 1 1 d . . .
H32 H -0.0247 -0.2943 0.0362 0.035 Uiso 1 1 calc R . .
C36 C 0.06484(11) -0.5269(2) -0.00232(10) 0.0283(5) Uani 1 1 d . . .
H36 H 0.1092 -0.5448 -0.0043 0.034 Uiso 1 1 calc R . .
O31 O 0.09838(9) -0.30867(18) 0.04213(10) 0.0527(5) Uani 1 1 d . . .
H31 H 0.1343 -0.3305 0.0339 0.079 Uiso 1 1 calc R . .
C41 C 0.27189(10) -0.13529(18) 0.27376(10) 0.0218(4) Uani 1 1 d . . .
C42 C 0.28310(11) -0.11546(18) 0.20742(10) 0.0250(4) Uani 1 1 d . . .
H42 H 0.2456 -0.1209 0.1634 0.030 Uiso 1 1 calc R . .
C43 C 0.34787(11) -0.08810(19) 0.20505(11) 0.0298(5) Uani 1 1 d . . .
H43 H 0.3545 -0.0760 0.1596 0.036 Uiso 1 1 calc R . .
C44 C 0.40290(12) -0.0783(2) 0.26862(13) 0.0336(5) Uani 1 1 d . . .
H44 H 0.4472 -0.0575 0.2671 0.040 Uiso 1 1 calc R . .
C45 C 0.39298(11) -0.09904(19) 0.33442(12) 0.0317(5) Uani 1 1 d . . .
H45 H 0.4308 -0.0940 0.3782 0.038 Uiso 1 1 calc R . .
C46 C 0.32848(11) -0.1270(2) 0.33699(11) 0.0273(5) Uani 1 1 d . . .
H46 H 0.3226 -0.1408 0.3827 0.033 Uiso 1 1 calc R . .
C47 C 0.20250(10) -0.16402(18) 0.27727(10) 0.0228(4) Uani 1 1 d . . .
C48 C 0.15147(11) -0.21722(19) 0.21834(11) 0.0280(5) Uani 1 1 d . . .
H48 H 0.1612 -0.2369 0.1752 0.034 Uiso 1 1 calc R . .
C49 C 0.08667(11) -0.2420(2) 0.22148(12) 0.0358(5) Uani 1 1 d . . .
H49 H 0.0522 -0.2770 0.1804 0.043 Uiso 1 1 calc R . .
C50 C 0.07209(12) -0.2157(2) 0.28443(13) 0.0384(6) Uani 1 1 d . . .
H50 H 0.0280 -0.2340 0.2871 0.046 Uiso 1 1 calc R . .
C51 C 0.12224(12) -0.1628(2) 0.34310(13) 0.0385(6) Uani 1 1 d . . .
H51 H 0.1123 -0.1442 0.3863 0.046 Uiso 1 1 calc R . .
C52 C 0.18677(11) -0.1363(2) 0.34012(11) 0.0297(5) Uani 1 1 d . . .
H52 H 0.2206 -0.0991 0.3810 0.036 Uiso 1 1 calc R . .
C61 C 0.11308(10) -0.62326(19) 0.38485(10) 0.0242(4) Uani 1 1 d . . .
C62 C 0.07177(11) -0.5184(2) 0.38900(11) 0.0302(5) Uani 1 1 d . . .
H62 H 0.0411 -0.4820 0.3457 0.036 Uiso 1 1 calc R . .
C63 C 0.07493(12) -0.4668(2) 0.45572(12) 0.0347(5) Uani 1 1 d . . .
H63 H 0.0463 -0.3959 0.4578 0.042 Uiso 1 1 calc R . .
C64 C 0.11960(12) -0.5183(2) 0.51898(12) 0.0349(5) Uani 1 1 d . . .
H64 H 0.1221 -0.4825 0.5647 0.042 Uiso 1 1 calc R . .
C65 C 0.16055(12) -0.6217(2) 0.51558(11) 0.0351(5) Uani 1 1 d . . .
H65 H 0.1913 -0.6572 0.5591 0.042 Uiso 1 1 calc R . .
C66 C 0.15738(11) -0.6748(2) 0.44922(11) 0.0297(5) Uani 1 1 d . . .
H66 H 0.1856 -0.7467 0.4477 0.036 Uiso 1 1 calc R . .
C67 C 0.10826(10) -0.6781(2) 0.31266(10) 0.0244(4) Uani 1 1 d . . .
C68 C 0.10042(11) -0.5950(2) 0.25377(10) 0.0273(5) Uani 1 1 d . . .
H68 H 0.1011 -0.5037 0.2608 0.033 Uiso 1 1 calc R . .
C69 C 0.09167(11) -0.6447(2) 0.18534(11) 0.0317(5) Uani 1 1 d . . .
H69 H 0.0863 -0.5875 0.1457 0.038 Uiso 1 1 calc R . .
C70 C 0.09080(11) -0.7774(2) 0.17471(11) 0.0325(5) Uani 1 1 d . . .
H70 H 0.0843 -0.8113 0.1276 0.039 Uiso 1 1 calc R . .
C71 C 0.09943(11) -0.8611(2) 0.23268(11) 0.0306(5) Uani 1 1 d . . .
H71 H 0.0992 -0.9523 0.2255 0.037 Uiso 1 1 calc R . .
C72 C 0.10835(11) -0.8112(2) 0.30118(11) 0.0280(5) Uani 1 1 d . . .
H72 H 0.1146 -0.8689 0.3409 0.034 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'
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
C2 C1 C9 119.35(16) . . ?
C2 C1 C11 119.81(16) . . ?
C9 C1 C11 120.83(16) . . ?
O2 C2 C1 118.15(16) . . ?
O2 C2 C3 120.52(16) . . ?
C1 C2 C3 121.33(16) . . ?
C4 C3 C2 119.76(17) . . ?
C3 C4 C10 121.22(17) . . ?
C6 C5 C10 120.85(18) . . ?
C5 C6 C7 120.21(17) . . ?
C8 C7 C6 120.30(18) . . ?
C7 C8 C9 121.30(18) . . ?
C8 C9 C10 118.17(16) . . ?
C8 C9 C1 122.55(16) . . ?
C10 C9 C1 119.28(16) . . ?
C4 C10 C5 121.78(17) . . ?
C4 C10 C9 119.05(16) . . ?
C5 C10 C9 119.16(17) . . ?
C12 C11 C19 118.48(17) . . ?
C12 C11 C1 121.32(17) . . ?
C19 C11 C1 120.18(17) . . ?
O12 C12 C11 122.82(17) . . ?
O12 C12 C13 115.23(17) . . ?
C11 C12 C13 121.95(18) . . ?
C14 C13 C12 119.93(19) . . ?
C13 C14 C20 121.00(19) . . ?
C16 C15 C20 121.04(19) . . ?
C15 C16 C17 120.14(19) . . ?
C18 C17 C16 120.4(2) . . ?
C17 C18 C19 121.33(19) . . ?
C18 C19 C20 118.22(17) . . ?
C18 C19 C11 122.05(17) . . ?
C20 C19 C11 119.69(17) . . ?
C14 C20 C15 122.26(19) . . ?
C14 C20 C19 118.86(17) . . ?
C15 C20 C19 118.84(18) . . ?
O21 C21 C26 121.47(17) . . ?
O21 C21 C22 120.91(17) . . ?
C26 C21 C22 117.62(15) . . ?
C23 C22 C21 121.32(18) . . ?
C22 C23 C24 120.48(18) . . ?
O24 C24 C23 120.89(18) . . ?
O24 C24 C25 120.48(18) . . ?
C23 C24 C25 118.63(16) . . ?
C26 C25 C24 120.76(18) . . ?
C25 C26 C21 121.17(18) . . ?
O31 C31 C36 123.43(19) . . ?
O31 C31 C32 116.20(19) . . ?
C36 C31 C32 120.37(19) . . ?
C36 C32 C31 119.28(19) 3_545 . ?
C31 C36 C32 120.34(19) . 3_545 ?
C46 C41 C42 117.43(19) . . ?
C46 C41 C47 120.74(17) . . ?
C42 C41 C47 121.83(18) . . ?
C43 C42 C41 121.2(2) . . ?
C44 C43 C42 120.22(19) . . ?
C45 C44 C43 119.4(2) . . ?
C44 C45 C46 120.5(2) . . ?
C45 C46 C41 121.22(18) . . ?
C48 C47 C52 118.19(19) . . ?
C48 C47 C41 121.32(17) . . ?
C52 C47 C41 120.49(18) . . ?
C49 C48 C47 121.11(19) . . ?
C48 C49 C50 120.1(2) . . ?
C51 C50 C49 119.3(2) . . ?
C50 C51 C52 121.0(2) . . ?
C51 C52 C47 120.3(2) . . ?
C66 C61 C62 118.38(19) . . ?
C66 C61 C67 121.79(18) . . ?
C62 C61 C67 119.83(18) . . ?
C63 C62 C61 120.7(2) . . ?
C64 C63 C62 120.1(2) . . ?
C65 C64 C63 119.7(2) . . ?
C64 C65 C66 120.7(2) . . ?
C65 C66 C61 120.4(2) . . ?
C72 C67 C68 118.52(18) . . ?
C72 C67 C61 121.54(17) . . ?
C68 C67 C61 119.88(18) . . ?
C69 C68 C67 120.58(19) . . ?
C70 C69 C68 120.09(19) . . ?
C69 C70 C71 120.07(19) . . ?
C70 C71 C72 119.8(2) . . ?
C71 C72 C67 120.95(19) . . ?
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
C1 C2 1.377(3) . ?
C1 C9 1.428(2) . ?
C1 C11 1.497(3) . ?
C2 O2 1.364(2) . ?
C2 C3 1.419(3) . ?
C3 C4 1.364(3) . ?
C4 C10 1.413(3) . ?
C5 C6 1.366(3) . ?
C5 C10 1.421(2) . ?
C6 C7 1.411(3) . ?
C7 C8 1.369(3) . ?
C8 C9 1.418(3) . ?
C9 C10 1.428(3) . ?
C11 C12 1.375(3) . ?
C11 C19 1.429(2) . ?
C12 O12 1.373(2) . ?
C12 C13 1.409(3) . ?
C13 C14 1.360(3) . ?
C14 C20 1.413(3) . ?
C15 C16 1.365(3) . ?
C15 C20 1.420(3) . ?
C16 C17 1.401(3) . ?
C17 C18 1.370(3) . ?
C18 C19 1.413(3) . ?
C19 C20 1.426(3) . ?
C21 O21 1.230(2) . ?
C21 C26 1.471(3) . ?
C21 C22 1.474(3) . ?
C22 C23 1.329(2) . ?
C23 C24 1.466(3) . ?
C24 O24 1.238(2) . ?
C24 C25 1.466(3) . ?
C25 C26 1.327(3) . ?
C31 O31 1.374(3) . ?
C31 C36 1.382(3) . ?
C31 C32 1.392(3) . ?
C32 C36 1.387(3) 3_545 ?
C36 C32 1.387(3) 3_545 ?
C41 C46 1.394(3) . ?
C41 C42 1.404(2) . ?
C41 C47 1.489(3) . ?
C42 C43 1.385(3) . ?
C43 C44 1.382(3) . ?
C44 C45 1.382(3) . ?
C45 C46 1.382(3) . ?
C47 C48 1.390(3) . ?
C47 C52 1.399(3) . ?
C48 C49 1.385(3) . ?
C49 C50 1.385(3) . ?
C50 C51 1.378(3) . ?
C51 C52 1.382(3) . ?
C61 C66 1.392(3) . ?
C61 C62 1.396(3) . ?
C61 C67 1.490(3) . ?
C62 C63 1.388(3) . ?
C63 C64 1.380(3) . ?
C64 C65 1.376(3) . ?
C65 C66 1.387(3) . ?
C67 C72 1.390(3) . ?
C67 C68 1.399(3) . ?
C68 C69 1.385(3) . ?
C69 C70 1.383(3) . ?
C70 C71 1.386(3) . ?
C71 C72 1.386(3) . ?
