#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/44/7204495.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_7204495
loop_
_publ_author_name
'Carey, Kieran A.'
'Clegg, William'
'Elsegood, Mark R. J.'
'Golding, Bernard T.'
'Stuart Hill, M. N.'
'Maskill, Howard'
_publ_section_title
;
 Synthesis of highly hindered oxepins and an azepine from bis-trityl
 carbenium ions: structural characterisation by NMR and X-ray
 crystallography
;
_journal_issue                   23
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              2673
_journal_paper_doi               10.1039/b207108h
_journal_year                    2002
_chemical_formula_sum            'C45 H36 O'
_chemical_formula_weight         592.74
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 95.178(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.6161(18)
_cell_length_b                   14.295(2)
_cell_length_c                   16.520(2)
_cell_measurement_reflns_used    43
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      24.59
_cell_measurement_theta_min      20.05
_cell_volume                     3202.4(7)
_computing_cell_refinement       'Stoe DIF4'
_computing_data_collection       'Stoe DIF4'
_computing_data_reduction        'local programs'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      160(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Stoe-Siemens diffractometer'
_diffrn_measurement_method       'ω/θ scans with on-line profile fitting'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_sigmaI/netI    0.0527
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8465
_diffrn_reflns_theta_full        67.53
_diffrn_reflns_theta_max         67.53
_diffrn_reflns_theta_min         4.03
_diffrn_standards_decay_%        5.0
_diffrn_standards_interval_time  60
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    0.546
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_correction_T_min  0.690
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.00082(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         5563
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0533
_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)+(0.0674P)²+1.4782P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1320
_refine_ls_wR_factor_ref         0.1500
_reflns_number_gt                4328
_reflns_number_total             5563
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b207108h.txt
_cod_data_source_block           hm13
_cod_original_cell_volume        3202.2(8)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7204495
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
O1 O 0.65691(10) 0.20860(10) 0.03394(8) 0.0240(3) Uani 1 1 d . . .
C1 C 0.69378(15) 0.22210(14) -0.04516(12) 0.0241(4) Uani 1 1 d . . .
C2 C 0.80270(16) 0.19355(15) -0.04191(12) 0.0265(5) Uani 1 1 d . . .
C3 C 0.83212(17) 0.11296(15) -0.07984(13) 0.0307(5) Uani 1 1 d . . .
H3 H 0.7842 0.0762 -0.1107 0.037 Uiso 1 1 calc R . .
C4 C 0.93038(17) 0.08474(16) -0.07359(14) 0.0347(5) Uani 1 1 d . . .
H4 H 0.9489 0.0285 -0.0988 0.042 Uiso 1 1 calc R . .
C5 C 1.00098(17) 0.13931(17) -0.03041(14) 0.0352(5) Uani 1 1 d . . .
H5 H 1.0683 0.1209 -0.0263 0.042 Uiso 1 1 calc R . .
C6 C 0.97342(16) 0.22050(16) 0.00660(14) 0.0326(5) Uani 1 1 d . . .
H6 H 1.0224 0.2583 0.0352 0.039 Uiso 1 1 calc R . .
C7 C 0.87446(16) 0.24803(15) 0.00274(13) 0.0268(5) Uani 1 1 d . . .
C8 C 0.84771(16) 0.33155(14) 0.05016(12) 0.0263(5) Uani 1 1 d . . .
C9 C 0.90191(17) 0.41378(16) 0.04689(14) 0.0339(5) Uani 1 1 d . . .
H9 H 0.9550 0.4165 0.0133 0.041 Uiso 1 1 calc R . .
C10 C 0.87994(19) 0.49189(16) 0.09170(15) 0.0386(6) Uani 1 1 d . . .
H10 H 0.9182 0.5472 0.0894 0.046 Uiso 1 1 calc R . .
C11 C 0.80182(18) 0.48863(16) 0.13976(14) 0.0349(5) Uani 1 1 d . . .
H11 H 0.7859 0.5419 0.1704 0.042 Uiso 1 1 calc R . .
C12 C 0.74721(16) 0.40771(14) 0.14298(13) 0.0282(5) Uani 1 1 d . . .
H12 H 0.6932 0.4064 0.1756 0.034 Uiso 1 1 calc R . .
C13 C 0.76898(15) 0.32793(14) 0.09971(12) 0.0239(4) Uani 1 1 d . . .
C14 C 0.71397(15) 0.23559(14) 0.10853(12) 0.0225(4) Uani 1 1 d . . .
C15 C 0.62834(16) 0.15675(14) -0.10119(13) 0.0271(5) Uani 1 1 d . . .
C16 C 0.6125(2) 0.17309(18) -0.18436(14) 0.0454(7) Uani 1 1 d . . .
H16 H 0.6389 0.2279 -0.2067 0.055 Uiso 1 1 calc R . .
C17 C 0.5589(2) 0.11103(19) -0.23518(15) 0.0544(8) Uani 1 1 d . . .
H17 H 0.5488 0.1239 -0.2917 0.065 Uiso 1 1 calc R . .
C18 C 0.5202(2) 0.03087(18) -0.20464(16) 0.0457(7) Uani 1 1 d . . .
H18 H 0.4844 -0.0121 -0.2399 0.055 Uiso 1 1 calc R . .
C19 C 0.53406(19) 0.01378(18) -0.12238(15) 0.0411(6) Uani 1 1 d . . .
H19 H 0.5074 -0.0411 -0.1005 0.049 Uiso 1 1 calc R . .
C20 C 0.58712(17) 0.07694(17) -0.07131(14) 0.0349(5) Uani 1 1 d . . .
H20 H 0.5952 0.0649 -0.0145 0.042 Uiso 1 1 calc R . .
C21 C 0.67589(16) 0.32356(15) -0.07532(12) 0.0260(5) Uani 1 1 d . . .
C22 C 0.73621(17) 0.36457(16) -0.12927(14) 0.0340(5) Uani 1 1 d . . .
H22 H 0.7933 0.3325 -0.1434 0.041 Uiso 1 1 calc R . .
C23 C 0.71346(19) 0.45207(16) -0.16260(15) 0.0391(6) Uani 1 1 d . . .
H23 H 0.7554 0.4796 -0.1989 0.047 Uiso 1 1 calc R . .
C24 C 0.63027(19) 0.49907(16) -0.14330(15) 0.0388(6) Uani 1 1 d . . .
H24 H 0.6144 0.5586 -0.1666 0.047 Uiso 1 1 calc R . .
C25 C 0.57001(19) 0.45886(16) -0.08972(14) 0.0375(6) Uani 1 1 d . . .
H25 H 0.5128 0.4911 -0.0760 0.045 Uiso 1 1 calc R . .
C26 C 0.59268(16) 0.37188(15) -0.05608(13) 0.0304(5) Uani 1 1 d . . .
H26 H 0.5508 0.3450 -0.0194 0.037 Uiso 1 1 calc R . .
C27 C 0.78672(15) 0.15712(14) 0.13909(11) 0.0229(4) Uani 1 1 d . . .
C28 C 0.87391(15) 0.17762(16) 0.18669(13) 0.0290(5) Uani 1 1 d . . .
H28 H 0.8927 0.2410 0.1958 0.035 Uiso 1 1 calc R . .
C29 C 0.93367(16) 0.10655(17) 0.22094(13) 0.0331(5) Uani 1 1 d . . .
H29 H 0.9929 0.1216 0.2531 0.040 Uiso 1 1 calc R . .
C30 C 0.90724(18) 0.01427(17) 0.20833(14) 0.0348(5) Uani 1 1 d . . .
H30 H 0.9481 -0.0344 0.2316 0.042 Uiso 1 1 calc R . .
C31 C 0.82073(18) -0.00698(16) 0.16158(14) 0.0354(5) Uani 1 1 d . . .
H31 H 0.8022 -0.0705 0.1526 0.042 Uiso 1 1 calc R . .
C32 C 0.76102(16) 0.06397(15) 0.12779(13) 0.0288(5) Uani 1 1 d . . .
H32 H 0.7014 0.0485 0.0963 0.035 Uiso 1 1 calc R . .
C33 C 0.63617(15) 0.24077(13) 0.17082(12) 0.0225(4) Uani 1 1 d . . .
C34 C 0.66663(16) 0.24037(14) 0.25389(13) 0.0266(5) Uani 1 1 d . . .
H34 H 0.7351 0.2389 0.2712 0.032 Uiso 1 1 calc R . .
C35 C 0.59872(16) 0.24214(15) 0.31126(13) 0.0286(5) Uani 1 1 d . . .
H35 H 0.6208 0.2421 0.3675 0.034 Uiso 1 1 calc R . .
C36 C 0.49829(16) 0.24399(15) 0.28706(14) 0.0313(5) Uani 1 1 d . . .
H36 H 0.4515 0.2447 0.3263 0.038 Uiso 1 1 calc R . .
C37 C 0.46762(17) 0.24482(16) 0.20517(14) 0.0334(5) Uani 1 1 d . . .
H37 H 0.3991 0.2464 0.1880 0.040 Uiso 1 1 calc R . .
C38 C 0.53600(15) 0.24330(15) 0.14735(13) 0.0276(5) Uani 1 1 d . . .
H38 H 0.5137 0.2440 0.0912 0.033 Uiso 1 1 calc R . .
C39 C 0.2513(2) 0.2037(2) 0.06181(16) 0.0456(6) Uani 1 1 d . . .
C40 C 0.2950(2) 0.1496(2) 0.00772(19) 0.0596(8) Uani 1 1 d . . .
H40 H 0.2937 0.0835 0.0133 0.071 Uiso 1 1 calc R . .
C41 C 0.3409(2) 0.1885(3) -0.0549(2) 0.0777(12) Uani 1 1 d . . .
H41 H 0.3715 0.1496 -0.0919 0.093 Uiso 1 1 calc R . .
C42 C 0.3426(3) 0.2845(4) -0.0639(2) 0.0843(14) Uani 1 1 d . . .
H42 H 0.3741 0.3126 -0.1068 0.101 Uiso 1 1 calc R . .
C43 C 0.2972(3) 0.3388(2) -0.0088(2) 0.0705(11) Uani 1 1 d . . .
H43 H 0.2972 0.4050 -0.0139 0.085 Uiso 1 1 calc R . .
C44 C 0.2526(2) 0.2983(2) 0.05247(18) 0.0525(7) Uani 1 1 d . . .
H44 H 0.2216 0.3367 0.0896 0.063 Uiso 1 1 calc R . .
C45 C 0.2042(3) 0.1597(3) 0.1316(2) 0.0833(12) Uani 1 1 d . . .
H45A H 0.1499 0.1190 0.1104 0.125 Uiso 1 1 calc R . .
H45B H 0.1787 0.2088 0.1654 0.125 Uiso 1 1 calc R . .
H45C H 0.2534 0.1225 0.1644 0.125 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 0.0181 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
C14 O1 C1 121.80(15) . . ?
O1 C1 C2 110.13(16) . . ?
O1 C1 C15 103.38(16) . . ?
C2 C1 C15 111.37(17) . . ?
O1 C1 C21 110.92(16) . . ?
C2 C1 C21 112.61(17) . . ?
C15 C1 C21 108.03(16) . . ?
C3 C2 C7 118.8(2) . . ?
C3 C2 C1 121.5(2) . . ?
C7 C2 C1 119.67(19) . . ?
C2 C3 C4 121.4(2) . . ?
C5 C4 C3 119.5(2) . . ?
C6 C5 C4 119.9(2) . . ?
C5 C6 C7 121.0(2) . . ?
C6 C7 C2 119.3(2) . . ?
C6 C7 C8 118.7(2) . . ?
C2 C7 C8 121.89(19) . . ?
C9 C8 C13 119.22(19) . . ?
C9 C8 C7 120.03(19) . . ?
C13 C8 C7 120.74(18) . . ?
C10 C9 C8 121.2(2) . . ?
C11 C10 C9 119.5(2) . . ?
C12 C11 C10 119.7(2) . . ?
C11 C12 C13 121.8(2) . . ?
C12 C13 C8 118.51(19) . . ?
C12 C13 C14 121.92(19) . . ?
C8 C13 C14 119.47(18) . . ?
O1 C14 C13 112.22(16) . . ?
O1 C14 C33 103.43(15) . . ?
C13 C14 C33 113.15(16) . . ?
O1 C14 C27 111.23(15) . . ?
C13 C14 C27 110.55(16) . . ?
C33 C14 C27 105.92(15) . . ?
C20 C15 C16 117.4(2) . . ?
C20 C15 C1 121.16(19) . . ?
C16 C15 C1 121.4(2) . . ?
C17 C16 C15 121.2(2) . . ?
C18 C17 C16 120.7(2) . . ?
C17 C18 C19 119.1(2) . . ?
C18 C19 C20 120.0(2) . . ?
C15 C20 C19 121.6(2) . . ?
C26 C21 C22 118.5(2) . . ?
C26 C21 C1 120.08(19) . . ?
C22 C21 C1 121.05(19) . . ?
C23 C22 C21 120.5(2) . . ?
C24 C23 C22 120.3(2) . . ?
C23 C24 C25 119.5(2) . . ?
C24 C25 C26 120.4(2) . . ?
C25 C26 C21 120.8(2) . . ?
C32 C27 C28 118.02(19) . . ?
C32 C27 C14 120.36(18) . . ?
C28 C27 C14 121.19(18) . . ?
C29 C28 C27 120.9(2) . . ?
C30 C29 C28 120.2(2) . . ?
C29 C30 C31 119.5(2) . . ?
C30 C31 C32 120.2(2) . . ?
C27 C32 C31 121.2(2) . . ?
C38 C33 C34 118.21(19) . . ?
C38 C33 C14 122.18(18) . . ?
C34 C33 C14 119.59(18) . . ?
C35 C34 C33 121.03(19) . . ?
C34 C35 C36 120.3(2) . . ?
C37 C36 C35 119.0(2) . . ?
C36 C37 C38 120.7(2) . . ?
C33 C38 C37 120.7(2) . . ?
C40 C39 C44 118.7(3) . . ?
C40 C39 C45 120.4(3) . . ?
C44 C39 C45 120.9(3) . . ?
C39 C40 C41 121.4(3) . . ?
C40 C41 C42 119.7(3) . . ?
C41 C42 C43 118.4(3) . . ?
C44 C43 C42 120.5(3) . . ?
C43 C44 C39 121.4(3) . . ?
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
O1 C14 1.448(2) . ?
O1 C1 1.454(2) . ?
C1 C2 1.535(3) . ?
C1 C15 1.541(3) . ?
C1 C21 1.546(3) . ?
C2 C3 1.388(3) . ?
C2 C7 1.405(3) . ?
C3 C4 1.392(3) . ?
C4 C5 1.385(3) . ?
C5 C6 1.379(3) . ?
C6 C7 1.400(3) . ?
C7 C8 1.491(3) . ?
C8 C9 1.392(3) . ?
C8 C13 1.407(3) . ?
C9 C10 1.387(3) . ?
C10 C11 1.384(3) . ?
C11 C12 1.379(3) . ?
C12 C13 1.392(3) . ?
C13 C14 1.531(3) . ?
C14 C33 1.544(3) . ?
C14 C27 1.551(3) . ?
C15 C20 1.382(3) . ?
C15 C16 1.391(3) . ?
C16 C17 1.383(3) . ?
C17 C18 1.376(4) . ?
C18 C19 1.377(4) . ?
C19 C20 1.392(3) . ?
C21 C26 1.388(3) . ?
C21 C22 1.395(3) . ?
C22 C23 1.390(3) . ?
C23 C24 1.379(4) . ?
C24 C25 1.385(4) . ?
C25 C26 1.385(3) . ?
C27 C32 1.385(3) . ?
C27 C28 1.395(3) . ?
C28 C29 1.390(3) . ?
C29 C30 1.378(3) . ?
C30 C31 1.383(3) . ?
C31 C32 1.385(3) . ?
C33 C38 1.384(3) . ?
C33 C34 1.397(3) . ?
C34 C35 1.383(3) . ?
C35 C36 1.390(3) . ?
C36 C37 1.379(3) . ?
C37 C38 1.393(3) . ?
C39 C40 1.359(4) . ?
C39 C44 1.361(4) . ?
C39 C45 1.506(4) . ?
C40 C41 1.375(5) . ?
C41 C42 1.380(6) . ?
C42 C43 1.384(6) . ?
C43 C44 1.356(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21142769
