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#$Date: 2024-09-06 02:23:44 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294455 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/33/7133372.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_7133372
loop_
_publ_author_name
'Ali, Amjad'
'Harit, Harish K.'
'Behera, Chandana'
'Singh, Ravi P.'
_publ_section_title
;
 A diastereoselective strategy for dihydrophenanthrene-fused
 spirooxindoles via [1,2]-phospha-Brook rearrangement.
;
_journal_issue                   67
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8904
_journal_page_last               8907
_journal_paper_doi               10.1039/d4cc02215g
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C38 H38 N O2'
_chemical_formula_sum            'C38 H38 N O2'
_chemical_formula_weight         540.69
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc2hz5c1
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2024-01-01 deposited with the CCDC.	2024-07-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 118.7690(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.2704(6)
_cell_length_b                   10.4138(4)
_cell_length_c                   18.7490(5)
_cell_measurement_reflns_used    9824
_cell_measurement_temperature    304(2)
_cell_measurement_theta_max      26.78
_cell_measurement_theta_min      2.33
_cell_volume                     3126.95(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      304(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1017
_diffrn_reflns_av_unetI/netI     0.1886
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            124890
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.322
_diffrn_reflns_theta_min         2.315
_exptl_absorpt_coefficient_mu    0.070
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.148
_exptl_crystal_description       block
_exptl_crystal_F_000             1156.0
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       0.080(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   0.762
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     377
_refine_ls_number_reflns         7751
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.762
_refine_ls_R_factor_all          0.0871
_refine_ls_R_factor_gt           0.0603
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1408
_refine_ls_wR_factor_ref         0.1515
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4067
_reflns_number_total             7784
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc02215g2.cif
_cod_data_source_block           bjgfkhfeh_0ma_a
_cod_depositor_comments          'Adding full bibliography for 7133372.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7133372
_shelx_shelxl_version_number     2019/1
_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.
;
loop_
_space_group_symop_operation_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_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
O1 O 0.78262(7) 0.78987(10) 0.69736(6) 0.0583(3) Uani 1 1 d . . . . .
O2 O 0.74780(8) 0.72141(11) 0.33080(6) 0.0634(3) Uani 1 1 d . . . . .
N2 N 0.64489(8) 0.61899(13) 0.34575(7) 0.0537(4) Uani 1 1 d . . . . .
C1 C 0.96468(10) 0.23143(15) 0.46555(9) 0.0503(4) Uani 1 1 d . . . . .
H1 H 0.968000 0.179248 0.426952 0.060 Uiso 1 1 calc R U . . .
C2 C 1.01383(10) 0.20475(16) 0.54699(9) 0.0545(4) Uani 1 1 d . . . . .
H2 H 1.049482 0.134261 0.563310 0.065 Uiso 1 1 calc R U . . .
C3 C 1.00979(10) 0.28344(16) 0.60426(8) 0.0548(4) Uani 1 1 d . . . . .
H3 H 1.043256 0.266613 0.659396 0.066 Uiso 1 1 calc R U . . .
C4 C 0.95608(9) 0.38709(15) 0.57966(8) 0.0485(4) Uani 1 1 d . . . . .
H4 H 0.954370 0.440042 0.618777 0.058 Uiso 1 1 calc R U . . .
C5 C 0.84823(8) 0.53081(13) 0.46745(7) 0.0399(3) Uani 1 1 d . . . . .
H5 H 0.879502 0.594407 0.454355 0.048 Uiso 1 1 calc R U . . .
C6 C 0.76843(9) 0.50191(13) 0.38539(7) 0.0412(3) Uani 1 1 d . . . . .
C7 C 0.72171(10) 0.62757(15) 0.35084(7) 0.0482(4) Uani 1 1 d . . . . .
C8 C 0.85902(10) 0.36522(15) 0.35377(8) 0.0505(4) Uani 1 1 d . . . . .
H8 H 0.872631 0.328593 0.316435 0.061 Uiso 1 1 calc R U . . .
C9 C 0.82866(8) 0.59648(13) 0.52918(7) 0.0387(3) Uani 1 1 d . . . . .
C10 C 0.80074(8) 0.52915(13) 0.57532(7) 0.0397(3) Uani 1 1 d . . . . .
H10 H 0.792785 0.440977 0.567591 0.048 Uiso 1 1 calc R U . . .
C11 C 0.78412(9) 0.58788(13) 0.63265(7) 0.0379(3) Uani 1 1 d . . . . .
C12 C 0.79576(9) 0.72104(13) 0.64171(7) 0.0403(3) Uani 1 1 d . . . . .
C13 C 0.83733(9) 0.72774(13) 0.53915(7) 0.0408(3) Uani 1 1 d . . . . .
H13 H 0.854857 0.773700 0.507563 0.049 Uiso 1 1 calc R U . . .
C14 C 0.58048(12) 0.71727(19) 0.30845(10) 0.0722(5) Uani 1 1 d . . . . .
H14A H 0.534977 0.682769 0.258843 0.087 Uiso 1 1 calc R U . . .
H14B H 0.603619 0.789755 0.293519 0.087 Uiso 1 1 calc R U . . .
C15 C 0.79447(10) 0.44241(15) 0.32721(7) 0.0486(4) Uani 1 1 d . . . . .
H15 H 0.764253 0.460912 0.271944 0.058 Uiso 1 1 calc R U . . .
C16 C 0.63220(9) 0.49684(16) 0.36936(7) 0.0502(4) Uani 1 1 d . . . . .
C17 C 0.70276(9) 0.42233(14) 0.39219(7) 0.0433(3) Uani 1 1 d . . . . .
C18 C 0.56358(12) 0.3250(2) 0.39419(10) 0.0720(5) Uani 1 1 d . . . . .
H18 H 0.517448 0.291545 0.396265 0.086 Uiso 1 1 calc R U . . .
C19 C 0.63193(13) 0.2482(2) 0.41488(10) 0.0696(5) Uani 1 1 d . . . . .
H19 H 0.631058 0.163323 0.429796 0.084 Uiso 1 1 calc R U . . .
C20 C 0.70265(10) 0.29604(17) 0.41379(8) 0.0564(4) Uani 1 1 d . . . . .
H20 H 0.748757 0.243729 0.427370 0.068 Uiso 1 1 calc R U . . .
C21 C 0.75559(9) 0.50656(14) 0.68359(7) 0.0458(4) Uani 1 1 d . . . . .
C22 C 0.74860(13) 0.36450(15) 0.66061(10) 0.0690(5) Uani 1 1 d . . . . .
H22A H 0.732068 0.316127 0.694088 0.103 Uiso 1 1 calc R U . . .
H22B H 0.801709 0.334062 0.668841 0.103 Uiso 1 1 calc R U . . .
H22C H 0.707640 0.354121 0.604462 0.103 Uiso 1 1 calc R U . . .
C23 C 0.81977(11) 0.51401(16) 0.77446(8) 0.0622(5) Uani 1 1 d . . . . .
H23A H 0.802089 0.460069 0.804844 0.093 Uiso 1 1 calc R U . . .
H23B H 0.824154 0.601112 0.792857 0.093 Uiso 1 1 calc R U . . .
H23C H 0.873163 0.485502 0.782445 0.093 Uiso 1 1 calc R U . . .
C24 C 0.90541(13) 0.97422(17) 0.68766(10) 0.0757(5) Uani 1 1 d . . . . .
H24A H 0.955216 0.931686 0.695080 0.114 Uiso 1 1 calc R U . . .
H24B H 0.892224 0.946570 0.729002 0.114 Uiso 1 1 calc R U . . .
H24C H 0.914189 1.065412 0.691532 0.114 Uiso 1 1 calc R U . . .
C26 C 0.54619(11) 0.76406(16) 0.36195(9) 0.0593(4) Uani 1 1 d . . . . .
C27 C 0.59167(12) 0.76320(19) 0.44567(10) 0.0710(5) Uani 1 1 d . . . . .
H27 H 0.646093 0.732054 0.470946 0.085 Uiso 1 1 calc R U . . .
C28 C 0.55765(14) 0.8078(2) 0.49231(11) 0.0806(6) Uani 1 1 d . . . . .
H28 H 0.589235 0.806676 0.548741 0.097 Uiso 1 1 calc R U . . .
C29 C 0.47788(15) 0.85360(19) 0.45639(13) 0.0828(6) Uani 1 1 d . . . . .
H29 H 0.454955 0.883477 0.488090 0.099 Uiso 1 1 calc R U . . .
C30 C 0.43171(14) 0.8552(2) 0.37304(14) 0.0869(6) Uani 1 1 d . . . . .
H30 H 0.377574 0.887507 0.348239 0.104 Uiso 1 1 calc R U . . .
C31 C 0.46492(12) 0.80954(19) 0.32604(11) 0.0769(6) Uani 1 1 d . . . . .
H31 H 0.432620 0.809120 0.269673 0.092 Uiso 1 1 calc R U . . .
C32 C 0.56189(11) 0.4501(2) 0.37053(9) 0.0661(5) Uani 1 1 d . . . . .
H32 H 0.515200 0.501619 0.355806 0.079 Uiso 1 1 calc R U . . .
C33 C 0.83286(10) 0.94064(14) 0.60352(8) 0.0492(4) Uani 1 1 d . . . . .
C34 C 0.75264(12) 1.00773(17) 0.59076(11) 0.0695(5) Uani 1 1 d . . . . .
H34A H 0.707536 0.985352 0.538261 0.104 Uiso 1 1 calc R U . . .
H34B H 0.760746 1.099062 0.593819 0.104 Uiso 1 1 calc R U . . .
H34C H 0.739467 0.980745 0.632235 0.104 Uiso 1 1 calc R U . . .
C35 C 0.66894(11) 0.54921(19) 0.66880(10) 0.0674(5) Uani 1 1 d . . . . .
H35A H 0.652812 0.498468 0.701706 0.101 Uiso 1 1 calc R U . . .
H35B H 0.629029 0.537671 0.612422 0.101 Uiso 1 1 calc R U . . .
H35C H 0.670798 0.638161 0.683030 0.101 Uiso 1 1 calc R U . . .
C36 C 0.85353(13) 0.99818(16) 0.53956(11) 0.0701(5) Uani 1 1 d . . . . .
H36A H 0.809755 0.977402 0.486011 0.105 Uiso 1 1 calc R U . . .
H36B H 0.905353 0.963191 0.546994 0.105 Uiso 1 1 calc R U . . .
H36C H 0.858360 1.089779 0.545841 0.105 Uiso 1 1 calc R U . . .
C37 C 0.90469(8) 0.41401(13) 0.49812(7) 0.0392(3) Uani 1 1 d . . . . .
C38 C 0.91051(9) 0.33465(14) 0.44038(7) 0.0418(3) Uani 1 1 d . . . . .
C39 C 0.82112(9) 0.79473(13) 0.59424(7) 0.0414(3) Uani 1 1 d . . . . .
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'
N N 0.0061 0.0033 '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
C7 N2 C16 111.00(12) . . ?
C7 N2 C14 123.59(13) . . ?
C16 N2 C14 124.74(14) . . ?
C2 C1 C38 120.90(13) . . ?
C1 C2 C3 119.49(15) . . ?
C2 C3 C4 119.99(13) . . ?
C3 C4 C37 121.51(12) . . ?
C37 C5 C9 115.86(10) . . ?
C37 C5 C6 111.22(10) . . ?
C9 C5 C6 112.70(11) . . ?
C17 C6 C15 111.89(11) . . ?
C17 C6 C7 101.61(11) . . ?
C15 C6 C7 110.49(10) . . ?
C17 C6 C5 115.21(9) . . ?
C15 C6 C5 108.73(11) . . ?
C7 C6 C5 108.67(11) . . ?
O2 C7 N2 124.84(14) . . ?
O2 C7 C6 126.49(14) . . ?
N2 C7 C6 108.67(12) . . ?
C15 C8 C38 122.25(11) . . ?
C13 C9 C10 117.99(11) . . ?
C13 C9 C5 119.56(11) . . ?
C10 C9 C5 122.45(12) . . ?
C9 C10 C11 122.81(13) . . ?
C10 C11 C12 116.87(11) . . ?
C10 C11 C21 120.09(12) . . ?
C12 C11 C21 123.03(10) . . ?
O1 C12 C11 122.32(11) . . ?
O1 C12 C39 115.09(12) . . ?
C11 C12 C39 122.58(11) . . ?
C9 C13 C39 123.12(11) . . ?
N2 C14 C26 114.09(12) . . ?
C8 C15 C6 120.89(12) . . ?
C32 C16 C17 122.11(16) . . ?
C32 C16 N2 128.29(15) . . ?
C17 C16 N2 109.59(13) . . ?
C20 C17 C16 119.57(14) . . ?
C20 C17 C6 131.43(14) . . ?
C16 C17 C6 108.97(13) . . ?
C32 C18 C19 121.37(17) . . ?
C18 C19 C20 120.78(18) . . ?
C17 C20 C19 118.57(17) . . ?
C22 C21 C35 106.85(14) . . ?
C22 C21 C23 106.08(12) . . ?
C35 C21 C23 110.85(12) . . ?
C22 C21 C11 111.34(10) . . ?
C35 C21 C11 110.83(12) . . ?
C23 C21 C11 110.72(12) . . ?
C27 C26 C31 118.26(15) . . ?
C27 C26 C14 122.94(15) . . ?
C31 C26 C14 118.80(15) . . ?
C28 C27 C26 120.86(17) . . ?
C29 C28 C27 120.46(18) . . ?
C28 C29 C30 119.43(17) . . ?
C31 C30 C29 120.47(19) . . ?
C30 C31 C26 120.51(17) . . ?
C18 C32 C16 117.55(17) . . ?
C39 C33 C24 110.31(12) . . ?
C39 C33 C34 111.26(13) . . ?
C24 C33 C34 110.12(13) . . ?
C39 C33 C36 111.74(11) . . ?
C24 C33 C36 107.30(14) . . ?
C34 C33 C36 105.96(13) . . ?
C4 C37 C38 117.97(13) . . ?
C4 C37 C5 123.83(11) . . ?
C38 C37 C5 117.96(11) . . ?
C1 C38 C37 120.10(12) . . ?
C1 C38 C8 121.28(12) . . ?
C37 C38 C8 118.61(13) . . ?
C13 C39 C12 116.56(12) . . ?
C13 C39 C33 120.88(11) . . ?
C12 C39 C33 122.53(11) . . ?
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 C12 1.3790(14) . ?
O2 C7 1.2229(17) . ?
N2 C7 1.363(2) . ?
N2 C16 1.4024(19) . ?
N2 C14 1.459(2) . ?
C1 C2 1.377(2) . ?
C1 C38 1.381(2) . ?
C2 C3 1.381(2) . ?
C3 C4 1.380(2) . ?
C4 C37 1.3842(17) . ?
C5 C37 1.5177(19) . ?
C5 C9 1.5274(15) . ?
C5 C6 1.5571(18) . ?
C6 C17 1.5132(19) . ?
C6 C15 1.5164(16) . ?
C6 C7 1.526(2) . ?
C8 C15 1.311(2) . ?
C8 C38 1.4672(18) . ?
C9 C13 1.3784(18) . ?
C9 C10 1.3875(17) . ?
C10 C11 1.3913(15) . ?
C11 C12 1.4007(19) . ?
C11 C21 1.5429(17) . ?
C12 C39 1.4116(17) . ?
C13 C39 1.3912(16) . ?
C14 C26 1.497(2) . ?
C16 C32 1.384(2) . ?
C16 C17 1.384(2) . ?
C17 C20 1.376(2) . ?
C18 C32 1.372(3) . ?
C18 C19 1.372(3) . ?
C19 C20 1.394(2) . ?
C21 C22 1.529(2) . ?
C21 C35 1.536(2) . ?
C21 C23 1.5363(19) . ?
C24 C33 1.535(2) . ?
C26 C27 1.378(2) . ?
C26 C31 1.386(2) . ?
C27 C28 1.375(2) . ?
C28 C29 1.364(3) . ?
C29 C30 1.373(3) . ?
C30 C31 1.373(2) . ?
C33 C39 1.533(2) . ?
C33 C34 1.535(2) . ?
C33 C36 1.5413(19) . ?
C37 C38 1.4060(17) . ?
