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#$Date: 2022-08-13 01:58:53 +0300 (Sat, 13 Aug 2022) $
#$Revision: 277226 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/09/7710948.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_7710948
loop_
_publ_author_name
'Chen, Yushou'
'Liu, Lianghong'
'Wang, xuerong'
'Liao, Zhouyuji'
'Wang, Runbin'
'Xiong, Yan-Shi'
'Chen, Jianxin'
'jiang, guijuan'
'Wang, Jintao'
'Liao, Xiangwen'
_publ_section_title
;
 Synthesis and antibacterial activity study of ruthenium-based
 metallodrugs with membrane-disruptive mechanism against Staphylococcus
 aureus
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT01531E
_journal_year                    2022
_chemical_formula_sum            'C13 H20 O'
_chemical_formula_weight         192.29
_chemical_name_systematic
; 
2,5,9-cyclododecatrien-1-ylmethanol
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_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   direct
_audit_block_doi                 10.5517/cc5kl09
_audit_creation_method           SHELXL-97
_audit_update_record
;
2001-06-19 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 105.523(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   28.706(5)
_cell_length_b                   5.1381(6)
_cell_length_c                   16.688(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      33
_cell_measurement_theta_min      25
_cell_volume                     2371.6(7)
_computing_cell_refinement       'Enraf Nonius Software V5'
_computing_data_collection       'Enraf Nonius Software V5'
_computing_data_reduction        'Corinc (Dräger, 1971)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-92 (Altomare, 1994)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'CAD4 Enraf Nonius'
_diffrn_measurement_method       θ/2ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0865
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            4830
_diffrn_reflns_theta_full        73.97
_diffrn_reflns_theta_max         73.97
_diffrn_reflns_theta_min         1.60
_diffrn_source                   'rotating anode'
_diffrn_standards_decay_%        75
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.501
_exptl_absorpt_correction_T_max  0.9686
_exptl_absorpt_correction_T_min  0.7834
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   'Corinc (Dräger, 1971)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.077
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4830
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.2121
_refine_ls_R_factor_gt           0.1238
_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)+(0.1783P)²+4.6690P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.3602
_refine_ls_wR_factor_ref         0.4129
_reflns_number_gt                2402
_reflns_number_total             4830
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d2dt01531e2.cif
_cod_data_source_block           kr2
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7710948
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 0.0691(2) 0.6396(13) 0.4071(3) 0.0525(15) Uani 1 1 d . . .
H1 H 0.0692 0.8158 0.3846 0.063 Uiso 1 1 calc R . .
C2 C 0.0796(2) 0.6598(12) 0.4991(4) 0.0519(14) Uani 1 1 d . . .
H2 H 0.0899 0.5081 0.5289 0.062 Uiso 1 1 calc R . .
C3 C 0.0759(2) 0.8682(13) 0.5434(4) 0.0586(16) Uani 1 1 d . . .
H3 H 0.0622 1.0146 0.5134 0.070 Uiso 1 1 calc R . .
C4 C 0.0910(3) 0.8969(15) 0.6358(4) 0.0685(19) Uani 1 1 d . . .
H4A H 0.1137 1.0404 0.6501 0.082 Uiso 1 1 calc R . .
H4B H 0.0628 0.9420 0.6545 0.082 Uiso 1 1 calc R . .
C5 C 0.1138(2) 0.6616(15) 0.6815(4) 0.0648(18) Uani 1 1 d . . .
H5 H 0.0929 0.5367 0.6926 0.078 Uiso 1 1 calc R . .
C6 C 0.1614(3) 0.6092(16) 0.7087(4) 0.0690(19) Uani 1 1 d . . .
H6 H 0.1694 0.4505 0.7357 0.083 Uiso 1 1 calc R . .
C7 C 0.2026(3) 0.771(2) 0.7012(5) 0.086(2) Uani 1 1 d . . .
H7A H 0.2255 0.7853 0.7556 0.104 Uiso 1 1 calc R . .
H7B H 0.1909 0.9445 0.6839 0.104 Uiso 1 1 calc R . .
C8 C 0.2291(3) 0.668(2) 0.6403(5) 0.094(3) Uani 1 1 d . . .
H8A H 0.2604 0.7514 0.6514 0.113 Uiso 1 1 calc R . .
H8B H 0.2345 0.4825 0.6498 0.113 Uiso 1 1 calc R . .
C9 C 0.2031(3) 0.709(2) 0.5517(5) 0.082(2) Uani 1 1 d . . .
H9 H 0.1998 0.8821 0.5348 0.098 Uiso 1 1 calc R . .
C10 C 0.1845(3) 0.5425(19) 0.4947(5) 0.079(2) Uani 1 1 d . . .
H10 H 0.1879 0.3691 0.5112 0.095 Uiso 1 1 calc R . .
C11 C 0.1586(2) 0.587(2) 0.4072(5) 0.084(3) Uani 1 1 d . . .
H11A H 0.1773 0.5102 0.3727 0.101 Uiso 1 1 calc R . .
H11B H 0.1573 0.7732 0.3970 0.101 Uiso 1 1 calc R . .
C12 C 0.1067(2) 0.4786(17) 0.3790(4) 0.072(2) Uani 1 1 d . . .
H12A H 0.0971 0.4684 0.3187 0.086 Uiso 1 1 calc R . .
H12B H 0.1067 0.3031 0.4003 0.086 Uiso 1 1 calc R . .
C13 C 0.0185(2) 0.5241(14) 0.3721(4) 0.0608(17) Uani 1 1 d . . .
H13A H 0.0175 0.3517 0.3952 0.073 Uiso 1 1 calc R . .
H13B H -0.0049 0.6317 0.3893 0.073 Uiso 1 1 calc R . .
O14 O 0.00523(17) 0.5070(10) 0.2845(3) 0.0698(13) Uani 1 1 d . . .
H14 H -0.0118 0.6318 0.2647 0.105 Uiso 1 1 d R . .
C21 C 0.4360(2) 0.2806(12) 0.3464(3) 0.0468(13) Uani 1 1 d . . .
H21 H 0.4433 0.1016 0.3335 0.056 Uiso 1 1 calc R . .
C22 C 0.42403(19) 0.2772(11) 0.4278(3) 0.0424(12) Uani 1 1 d . . .
H22 H 0.4101 0.4273 0.4424 0.051 Uiso 1 1 calc R . .
C23 C 0.4311(2) 0.0832(11) 0.4814(3) 0.0464(13) Uani 1 1 d . . .
H23 H 0.4461 -0.0649 0.4681 0.056 Uiso 1 1 calc R . .
C24 C 0.4173(2) 0.0798(12) 0.5613(3) 0.0522(15) Uani 1 1 d . . .
H24A H 0.4045 0.2489 0.5702 0.063 Uiso 1 1 calc R . .
H24B H 0.4459 0.0483 0.6067 0.063 Uiso 1 1 calc R . .
C25 C 0.3797(3) -0.1282(13) 0.5624(4) 0.0658(19) Uani 1 1 d . . .
H25 H 0.3915 -0.2909 0.5825 0.079 Uiso 1 1 calc R . .
C26 C 0.3333(3) -0.1036(15) 0.5384(5) 0.074(2) Uani 1 1 d . . .
H26 H 0.3154 -0.2501 0.5439 0.089 Uiso 1 1 calc R . .
C27 C 0.3050(3) 0.1334(16) 0.5027(5) 0.076(2) Uani 1 1 d . . .
H27A H 0.3271 0.2787 0.5070 0.092 Uiso 1 1 calc R . .
H27B H 0.2828 0.1750 0.5358 0.092 Uiso 1 1 calc R . .
C28 C 0.2763(3) 0.104(2) 0.4127(5) 0.096(3) Uani 1 1 d . . .
H28A H 0.2544 -0.0425 0.4082 0.116 Uiso 1 1 calc R . .
H28B H 0.2569 0.2589 0.3958 0.116 Uiso 1 1 calc R . .
C29 C 0.3071(3) 0.062(2) 0.3550(5) 0.083(2) Uani 1 1 d . . .
H29 H 0.3204 -0.1028 0.3545 0.100 Uiso 1 1 calc R . .
C30 C 0.3170(2) 0.235(2) 0.3048(5) 0.081(2) Uani 1 1 d . . .
H30 H 0.3012 0.3944 0.3022 0.097 Uiso 1 1 calc R . .
C31 C 0.3509(3) 0.2067(18) 0.2509(4) 0.080(2) Uani 1 1 d . . .
H31A H 0.3334 0.2464 0.1940 0.096 Uiso 1 1 calc R . .
H31B H 0.3611 0.0263 0.2525 0.096 Uiso 1 1 calc R . .
C32 C 0.3960(3) 0.3783(16) 0.2751(4) 0.073(2) Uani 1 1 d . . .
H32A H 0.4085 0.3976 0.2269 0.088 Uiso 1 1 calc R . .
H32B H 0.3865 0.5498 0.2893 0.088 Uiso 1 1 calc R . .
C33 C 0.4830(2) 0.4456(12) 0.3566(4) 0.0535(15) Uani 1 1 d . . .
H33A H 0.4769 0.6219 0.3720 0.064 Uiso 1 1 calc R . .
H33B H 0.5084 0.3732 0.4016 0.064 Uiso 1 1 calc R . .
O34 O 0.49929(16) 0.4536(8) 0.2834(3) 0.0620(12) Uani 1 1 d . . .
H34 H 0.4830 0.3541 0.2486 0.093 Uiso 1 1 d R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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 C12 113.0(5) . . ?
C2 C1 C13 109.2(5) . . ?
C12 C1 C13 110.4(5) . . ?
C3 C2 C1 127.6(6) . . ?
C2 C3 C4 127.8(6) . . ?
C5 C4 C3 114.6(6) . . ?
C6 C5 C4 127.0(7) . . ?
C5 C6 C7 128.5(8) . . ?
C6 C7 C8 114.5(8) . . ?
C9 C8 C7 114.2(7) . . ?
C10 C9 C8 129.9(9) . . ?
C9 C10 C11 129.2(9) . . ?
C10 C11 C12 116.0(6) . . ?
C1 C12 C11 114.4(6) . . ?
O14 C13 C1 112.5(5) . . ?
C22 C21 C32 114.4(5) . . ?
C22 C21 C33 108.1(4) . . ?
C32 C21 C33 111.1(5) . . ?
C23 C22 C21 126.6(5) . . ?
C22 C23 C24 125.9(5) . . ?
C23 C24 C25 112.2(5) . . ?
C26 C25 C24 127.1(7) . . ?
C25 C26 C27 127.5(7) . . ?
C26 C27 C28 113.9(7) . . ?
C29 C28 C27 113.5(6) . . ?
C30 C29 C28 125.9(9) . . ?
C29 C30 C31 127.3(9) . . ?
C30 C31 C32 115.2(7) . . ?
C21 C32 C31 115.5(6) . . ?
O34 C33 C21 113.3(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
C1 C2 1.487(8) . ?
C1 C12 1.529(9) . ?
C1 C13 1.534(8) . ?
C2 C3 1.321(8) . ?
C3 C4 1.494(9) . ?
C4 C5 1.484(10) . ?
C5 C6 1.349(9) . ?
C6 C7 1.478(10) . ?
C7 C8 1.517(11) . ?
C8 C9 1.481(10) . ?
C9 C10 1.285(11) . ?
C10 C11 1.468(10) . ?
C11 C12 1.541(10) . ?
C13 O14 1.411(7) . ?
C21 C22 1.489(6) . ?
C21 C32 1.501(9) . ?
C21 C33 1.562(8) . ?
C22 C23 1.317(7) . ?
C23 C24 1.491(7) . ?
C24 C25 1.521(9) . ?
C25 C26 1.292(10) . ?
C26 C27 1.497(11) . ?
C27 C28 1.514(11) . ?
C28 C29 1.487(10) . ?
C29 C30 1.305(11) . ?
C30 C31 1.500(10) . ?
C31 C32 1.528(10) . ?
C33 O34 1.421(6) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O14 H14 O14 0.82 2.12 2.798(3) 139.5 2
O34 H34 O34 0.82 2.22 2.806(3) 128.6 2_645
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 C1 C2 C3 137.8(7) . . . . ?
C13 C1 C2 C3 -98.9(8) . . . . ?
C1 C2 C3 C4 -173.2(6) . . . . ?
C2 C3 C4 C5 1.4(10) . . . . ?
C3 C4 C5 C6 95.1(9) . . . . ?
C4 C5 C6 C7 0.9(12) . . . . ?
C5 C6 C7 C8 -108.9(10) . . . . ?
C6 C7 C8 C9 75.7(11) . . . . ?
C7 C8 C9 C10 -113.8(10) . . . . ?
C8 C9 C10 C11 179.6(7) . . . . ?
C9 C10 C11 C12 -121.8(9) . . . . ?
C2 C1 C12 C11 -60.4(8) . . . . ?
C13 C1 C12 C11 177.0(6) . . . . ?
C10 C11 C12 C1 76.5(10) . . . . ?
C2 C1 C13 O14 178.0(5) . . . . ?
C12 C1 C13 O14 -57.2(7) . . . . ?
C32 C21 C22 C23 132.1(7) . . . . ?
C33 C21 C22 C23 -103.6(7) . . . . ?
C21 C22 C23 C24 -177.7(6) . . . . ?
C22 C23 C24 C25 116.7(7) . . . . ?
C23 C24 C25 C26 -89.5(8) . . . . ?
C24 C25 C26 C27 0.9(12) . . . . ?
C25 C26 C27 C28 113.8(9) . . . . ?
C26 C27 C28 C29 -63.4(10) . . . . ?
C27 C28 C29 C30 -104.0(11) . . . . ?
C28 C29 C30 C31 174.6(7) . . . . ?
C29 C30 C31 C32 -113.1(10) . . . . ?
C22 C21 C32 C31 -66.4(8) . . . . ?
C33 C21 C32 C31 171.0(5) . . . . ?
C30 C31 C32 C21 79.9(9) . . . . ?
C22 C21 C33 O34 177.4(5) . . . . ?
C32 C21 C33 O34 -56.4(7) . . . . ?
