#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/11/7151195.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_7151195
loop_
_publ_author_name
'Anas, S.'
'John, Jubi'
'Sajisha, V. S.'
'John, Joshni'
'Rajan, Rani'
'Suresh, E.'
'Radhakrishnan, K. V.'
_publ_section_title
;
 Iodine assisted palladium catalyzed ring opening of bicyclic
 hydrazines with organoboronic acids: stereoselective synthesis of
 functionalized cyclopentenes and alkylidene cyclopentenes.
;
_journal_issue                   24
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              4010
_journal_page_last               4019
_journal_paper_doi               10.1039/b714921b
_journal_volume                  5
_journal_year                    2007
_chemical_formula_sum            'C30 H30 N2 O4'
_chemical_formula_weight         482.56
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                95.410(4)
_cell_angle_beta                 95.198(6)
_cell_angle_gamma                102.676(5)
_cell_formula_units_Z            2
_cell_length_a                   8.401(2)
_cell_length_b                   10.368(3)
_cell_length_c                   15.647(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1315.0(6)
_computing_cell_refinement       'BRUKER SMART'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_molecular_graphics    ORTEP
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA-PHI 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  0.0828
_diffrn_reflns_av_sigmaI/netI    0.1365
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7605
_diffrn_reflns_theta_full        22.50
_diffrn_reflns_theta_max         22.50
_diffrn_reflns_theta_min         1.32
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATES
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         3428
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.1930
_refine_ls_R_factor_gt           0.0724
_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)+(0.0813P)²+0.0867P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1485
_refine_ls_wR_factor_ref         0.2136
_reflns_number_gt                1387
_reflns_number_total             3428
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b714921b.txt
_cod_data_source_block           542sasfm
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'TRICLINIC' changed to 'triclinic'
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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0813P)^2^+0.0867P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0813P)^2^+0.0867P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7151195
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6279(7) 0.3180(5) 0.3720(3) 0.1020(19) Uani 1 d . . .
O2 O 0.5156(6) 0.0986(5) 0.3277(3) 0.0791(14) Uani 1 d . . .
O3 O 1.0020(6) 0.2761(5) 0.3918(3) 0.1019(19) Uani 1 d . . .
O4 O 1.0554(7) 0.4742(5) 0.3376(3) 0.1061(19) Uani 1 d . . .
N1 N 0.7338(7) 0.2013(5) 0.2698(3) 0.0541(14) Uani 1 d . . .
N2 N 0.8602(7) 0.3129(5) 0.2694(3) 0.0636(15) Uani 1 d . . .
H2A H 0.8651 0.3589 0.2263 0.076 Uiso 1 calc R . .
C1 C 0.8916(9) 0.2997(6) -0.0183(4) 0.067(2) Uani 1 d . . .
H1 H 0.9647 0.3239 0.0319 0.081 Uiso 1 calc R . .
C2 C 0.9442(9) 0.3334(6) -0.0965(6) 0.075(2) Uani 1 d . . .
H2 H 1.0509 0.3816 -0.0983 0.090 Uiso 1 calc R . .
C3 C 0.8381(12) 0.2953(7) -0.1715(5) 0.074(2) Uani 1 d . . .
H3 H 0.8738 0.3156 -0.2242 0.089 Uiso 1 calc R . .
C4 C 0.6802(11) 0.2277(7) -0.1681(5) 0.073(2) Uani 1 d . . .
H4 H 0.6081 0.2029 -0.2186 0.088 Uiso 1 calc R . .
C5 C 0.6267(8) 0.1959(5) -0.0901(4) 0.0593(18) Uani 1 d . . .
H5 H 0.5184 0.1506 -0.0889 0.071 Uiso 1 calc R . .
C6 C 0.7314(9) 0.2303(6) -0.0135(4) 0.0511(17) Uani 1 d . . .
C7 C 0.6743(7) 0.1950(6) 0.0711(4) 0.0503(16) Uani 1 d . . .
C8 C 0.5446(8) 0.2589(6) 0.1008(4) 0.0509(17) Uani 1 d . . .
C9 C 0.5496(8) 0.3905(7) 0.0892(4) 0.0663(19) Uani 1 d . . .
H9 H 0.6356 0.4384 0.0634 0.080 Uiso 1 calc R . .
C10 C 0.4301(11) 0.4511(7) 0.1150(4) 0.084(2) Uani 1 d . . .
H10 H 0.4355 0.5395 0.1065 0.100 Uiso 1 calc R . .
C11 C 0.3022(10) 0.3827(9) 0.1532(5) 0.084(2) Uani 1 d . . .
H11 H 0.2216 0.4244 0.1711 0.101 Uiso 1 calc R . .
C12 C 0.2942(9) 0.2525(8) 0.1650(5) 0.092(2) Uani 1 d . . .
H12 H 0.2083 0.2055 0.1914 0.110 Uiso 1 calc R . .
C13 C 0.4140(9) 0.1909(6) 0.1377(4) 0.071(2) Uani 1 d . . .
H13 H 0.4060 0.1016 0.1445 0.085 Uiso 1 calc R . .
C14 C 0.7459(7) 0.1157(6) 0.1169(4) 0.0510(16) Uani 1 d . . .
C15 C 0.8617(8) 0.0401(6) 0.0848(4) 0.0658(19) Uani 1 d . . .
H15 H 0.8861 0.0337 0.0280 0.079 Uiso 1 calc R . .
C16 C 0.9274(8) -0.0180(6) 0.1469(4) 0.068(2) Uani 1 d . . .
H16 H 0.9990 -0.0735 0.1375 0.081 Uiso 1 calc R . .
C17 C 0.8743(7) 0.0152(6) 0.2332(4) 0.0557(17) Uani 1 d . . .
H17 H 0.9645 0.0816 0.2673 0.067 Uiso 1 calc R . .
C18 C 0.7318(7) 0.0848(6) 0.2100(4) 0.0511(17) Uani 1 d . . .
H18 H 0.6275 0.0205 0.2109 0.061 Uiso 1 calc R . .
C19 C 0.8297(7) -0.1030(6) 0.2852(5) 0.0547(17) Uani 1 d . . .
C20 C 0.7540(8) -0.2277(8) 0.2446(4) 0.070(2) Uani 1 d . . .
H20 H 0.7270 -0.2404 0.1849 0.084 Uiso 1 calc R . .
C21 C 0.7175(9) -0.3353(7) 0.2925(6) 0.087(2) Uani 1 d . . .
H21 H 0.6674 -0.4196 0.2645 0.105 Uiso 1 calc R . .
C22 C 0.7548(11) -0.3175(10) 0.3796(6) 0.098(3) Uani 1 d . . .
H22 H 0.7316 -0.3894 0.4114 0.118 Uiso 1 calc R . .
C23 C 0.8266(11) -0.1934(10) 0.4200(5) 0.100(3) Uani 1 d . . .
H23 H 0.8512 -0.1808 0.4798 0.120 Uiso 1 calc R . .
C24 C 0.8635(9) -0.0854(7) 0.3732(5) 0.081(2) Uani 1 d . . .
H24 H 0.9113 -0.0011 0.4017 0.098 Uiso 1 calc R . .
C25 C 0.6253(9) 0.2165(9) 0.3273(5) 0.071(2) Uani 1 d . . .
C26 C 0.3949(11) 0.1019(9) 0.3891(6) 0.123(3) Uani 1 d . . .
H26A H 0.4488 0.1449 0.4452 0.147 Uiso 1 calc R . .
H26B H 0.3155 0.1507 0.3690 0.147 Uiso 1 calc R . .
C27 C 0.3141(12) -0.0356(10) 0.3948(6) 0.167(5) Uani 1 d . . .
H27A H 0.2448 -0.0719 0.3420 0.251 Uiso 1 calc R . .
H27B H 0.2487 -0.0392 0.4422 0.251 Uiso 1 calc R . .
H27C H 0.3954 -0.0866 0.4041 0.251 Uiso 1 calc R . .
C28 C 0.9778(10) 0.3478(8) 0.3403(5) 0.079(2) Uani 1 d . . .
C29 C 1.1729(14) 0.5428(12) 0.4173(6) 0.151(4) Uani 1 d . . .
H29A H 1.1592 0.6324 0.4321 0.181 Uiso 1 calc R . .
H29B H 1.1520 0.4934 0.4664 0.181 Uiso 1 calc R . .
C30 C 1.3170(15) 0.5456(16) 0.3978(8) 0.230(8) Uani 1 d . . .
H30A H 1.3209 0.4600 0.3700 0.345 Uiso 1 calc R . .
H30B H 1.3934 0.5674 0.4493 0.345 Uiso 1 calc R . .
H30C H 1.3456 0.6117 0.3593 0.345 Uiso 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'
O O 0.0106 0.0060 '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'
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
C25 O2 C26 114.5(6) . . ?
C28 O4 C29 116.6(7) . . ?
C25 N1 N2 114.5(6) . . ?
C25 N1 C18 128.0(6) . . ?
N2 N1 C18 117.6(5) . . ?
C28 N2 N1 117.9(6) . . ?
C28 N2 H2A 121.0 . . ?
N1 N2 H2A 121.0 . . ?
C2 C1 C6 121.3(7) . . ?
C2 C1 H1 119.3 . . ?
C6 C1 H1 119.3 . . ?
C3 C2 C1 119.9(7) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 119.7(7) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.5(7) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 121.3(7) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 117.3(6) . . ?
C5 C6 C7 121.4(6) . . ?
C1 C6 C7 121.3(6) . . ?
C14 C7 C8 124.1(6) . . ?
C14 C7 C6 120.1(6) . . ?
C8 C7 C6 115.7(5) . . ?
C13 C8 C9 117.7(6) . . ?
C13 C8 C7 122.3(6) . . ?
C9 C8 C7 120.0(6) . . ?
C10 C9 C8 121.1(7) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C11 120.5(7) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 119.5(7) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C13 119.8(7) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C8 C13 C12 121.4(6) . . ?
C8 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C7 C14 C15 124.8(6) . . ?
C7 C14 C18 130.0(6) . . ?
C15 C14 C18 105.2(5) . . ?
C16 C15 C14 111.9(6) . . ?
C16 C15 H15 124.1 . . ?
C14 C15 H15 124.1 . . ?
C15 C16 C17 112.9(6) . . ?
C15 C16 H16 123.5 . . ?
C17 C16 H16 123.5 . . ?
C16 C17 C19 114.9(5) . . ?
C16 C17 C18 102.5(5) . . ?
C19 C17 C18 115.1(5) . . ?
C16 C17 H17 108.0 . . ?
C19 C17 H17 108.0 . . ?
C18 C17 H17 108.0 . . ?
N1 C18 C14 113.2(5) . . ?
N1 C18 C17 113.6(5) . . ?
C14 C18 C17 105.5(5) . . ?
N1 C18 H18 108.1 . . ?
C14 C18 H18 108.1 . . ?
C17 C18 H18 108.1 . . ?
C24 C19 C20 119.0(6) . . ?
C24 C19 C17 120.2(6) . . ?
C20 C19 C17 120.9(6) . . ?
C19 C20 C21 120.3(7) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C22 C21 C20 120.3(7) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C23 119.4(8) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 H22 120.3 . . ?
C22 C23 C24 120.9(8) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C19 C24 C23 120.1(7) . . ?
C19 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
O1 C25 N1 125.1(8) . . ?
O1 C25 O2 125.3(7) . . ?
N1 C25 O2 109.6(7) . . ?
C27 C26 O2 106.7(7) . . ?
C27 C26 H26A 110.4 . . ?
O2 C26 H26A 110.4 . . ?
C27 C26 H26B 110.4 . . ?
O2 C26 H26B 110.4 . . ?
H26A C26 H26B 108.6 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O3 C28 O4 128.3(8) . . ?
O3 C28 N2 124.8(8) . . ?
O4 C28 N2 106.9(7) . . ?
C30 C29 O4 106.4(11) . . ?
C30 C29 H29A 110.5 . . ?
O4 C29 H29A 110.5 . . ?
C30 C29 H29B 110.5 . . ?
O4 C29 H29B 110.5 . . ?
H29A C29 H29B 108.6 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
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
O1 C25 1.203(7) . ?
O2 C25 1.361(8) . ?
O2 C26 1.461(7) . ?
O3 C28 1.181(8) . ?
O4 C28 1.336(8) . ?
O4 C29 1.529(10) . ?
N1 C25 1.360(7) . ?
N1 N2 1.389(6) . ?
N1 C18 1.452(7) . ?
N2 C28 1.381(8) . ?
N2 H2A 0.8600 . ?
C1 C2 1.388(8) . ?
C1 C6 1.392(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.376(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.366(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.389(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.499(8) . ?
C7 C14 1.342(7) . ?
C7 C8 1.480(7) . ?
C8 C13 1.373(8) . ?
C8 C9 1.386(7) . ?
C9 C10 1.367(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.370(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.367(9) . ?
C11 H11 0.9300 . ?
C12 C13 1.383(8) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.471(8) . ?
C14 C18 1.530(7) . ?
C15 C16 1.330(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.494(7) . ?
C16 H16 0.9300 . ?
C17 C19 1.531(8) . ?
C17 C18 1.561(7) . ?
C17 H17 0.9800 . ?
C18 H18 0.9800 . ?
C19 C24 1.367(8) . ?
C19 C20 1.375(8) . ?
C20 C21 1.397(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.356(9) . ?
C21 H21 0.9300 . ?
C22 C23 1.363(10) . ?
C22 H22 0.9300 . ?
C23 C24 1.389(9) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C26 C27 1.453(10) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C29 C30 1.270(11) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 24744259
