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#$Date: 2022-09-14 21:32:59 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277840 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/10/4021072.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_4021072
loop_
_publ_author_name
'Amat, Mercedes'
'Pérez, Maria'
'Llor, Núria'
'Escolano, Carmen'
'Luque, F. Javier'
'Molins, Elies'
'Bosch, Joan'
_publ_section_title
;
 Conjugate Additions to Phenylglycinol-Derived Unsaturated
 δ-Lactams. Enantioselective Synthesis of Uleine Alkaloids
;
_journal_coden_ASTM              JOCEAH
_journal_issue                   25
_journal_name_full               'The Journal of Organic Chemistry'
_journal_page_first              8681
_journal_page_last               8693
_journal_paper_doi               10.1021/jo0487101
_journal_volume                  69
_journal_year                    2004
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C27 H30 N2 O4'
_chemical_formula_sum            'C27 H30 N2 O4'
_chemical_formula_weight         446.53
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.931(2)
_cell_length_b                   9.5990(10)
_cell_length_c                   28.080(9)
_cell_measurement_temperature    294(2)
_cell_volume                     2407.3(10)
_diffrn_ambient_temperature      294(2)
_exptl_crystal_density_diffrn    1.232
_cod_depositor_comments
;
 Updated bibliographic information.

 Antanas Vaitkus,
 2019-10-11
;
_cod_database_code               4021072
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
N4 N 0.4283(3) 0.2311(3) 0.85954(10) 0.0776(7) Uani 1 1 d . . .
N82 N 0.5079(3) 0.7284(2) 0.84332(7) 0.0586(5) Uani 1 1 d . . .
O1 O 0.2846(3) 0.1131(3) 0.91183(13) 0.1162(10) Uani 1 1 d . . .
O51 O 0.5519(2) 0.3473(2) 0.80212(6) 0.0711(5) Uani 1 1 d . . .
O72 O 0.3211(3) 0.6122(3) 0.98101(7) 0.0976(8) Uani 1 1 d . . .
O73 O 0.1845(3) 0.6527(3) 0.91650(8) 0.1001(8) Uani 1 1 d . . .
C2 C 0.2749(5) 0.0397(4) 0.86725(19) 0.1237(18) Uani 1 1 d . . .
H2A H 0.1727 0.0114 0.8608 0.148 Uiso 1 1 calc R . .
H2B H 0.3384 -0.0423 0.8675 0.148 Uiso 1 1 calc R . .
C3 C 0.3289(4) 0.1445(3) 0.83026(16) 0.0957(11) Uani 1 1 d . . .
H3 H 0.3882 0.0961 0.806 0.115 Uiso 1 1 calc R . .
C31 C 0.2038(4) 0.2245(4) 0.80636(19) 0.1023(12) Uani 1 1 d . . .
C32 C 0.1658(5) 0.1913(5) 0.7593(2) 0.1305(17) Uani 1 1 d . . .
H32 H 0.223 0.1277 0.7422 0.196 Uiso 1 1 calc R . .
C33 C 0.0430(7) 0.2534(6) 0.7386(3) 0.160(2) Uani 1 1 d . . .
H33 H 0.0157 0.231 0.7075 0.241 Uiso 1 1 calc R . .
C34 C -0.0379(7) 0.3478(6) 0.7640(4) 0.175(3) Uani 1 1 d . . .
H34 H -0.1215 0.3875 0.7497 0.263 Uiso 1 1 calc R . .
C35 C -0.0030(6) 0.3877(5) 0.8096(3) 0.153(2) Uani 1 1 d . . .
H35 H -0.0593 0.4548 0.8254 0.229 Uiso 1 1 calc R . .
C36 C 0.1230(4) 0.3225(4) 0.8319(2) 0.1234(16) Uani 1 1 d . . .
H36 H 0.15 0.3454 0.8629 0.185 Uiso 1 1 calc R . .
C5 C 0.5340(3) 0.3191(3) 0.84414(10) 0.0623(7) Uani 1 1 d . . .
C6 C 0.6221(3) 0.3830(3) 0.88370(9) 0.0680(7) Uani 1 1 d . . .
H6A H 0.6791 0.4615 0.8716 0.082 Uiso 1 1 calc R . .
H6B H 0.6921 0.3152 0.8963 0.082 Uiso 1 1 calc R . .
C7 C 0.5159(3) 0.4329(3) 0.92393(9) 0.0694(8) Uani 1 1 d . B .
H7 H 0.5773 0.4715 0.9497 0.083 Uiso 1 1 calc R . .
C71 C 0.4185(3) 0.5512(3) 0.90355(8) 0.0618(7) Uani 1 1 d . . .
H71 H 0.3648 0.5162 0.8756 0.074 Uiso 1 1 calc R . .
C73 C 0.0729(5) 0.7224(6) 0.94522(16) 0.143(2) Uani 1 1 d . . .
H73A H 0.1155 0.8049 0.959 0.171 Uiso 1 1 calc R . .
H73B H 0.04 0.6611 0.9701 0.171 Uiso 1 1 calc R . .
H73C H -0.0109 0.7476 0.9256 0.171 Uiso 1 1 calc R . .
C74 C 0.5128(3) 0.6732(3) 0.88881(9) 0.0621(7) Uani 1 1 d . . .
C82 C 0.4117(4) 0.6822(3) 0.80442(9) 0.0751(8) Uani 1 1 d . . .
H82A H 0.3087 0.6954 0.8131 0.09 Uiso 1 1 calc R . .
H82B H 0.4294 0.5853 0.7982 0.09 Uiso 1 1 calc R . .
H82C H 0.4335 0.7355 0.7763 0.09 Uiso 1 1 calc R . .
C75 C 0.6127(3) 0.7463(3) 0.91565(10) 0.0737(8) Uani 1 1 d . . .
H75 H 0.6363 0.7295 0.9474 0.111 Uiso 1 1 calc R . .
C77 C 0.7790(3) 0.9585(3) 0.89360(13) 0.0851(9) Uani 1 1 d . . .
H77 H 0.825 0.9702 0.923 0.128 Uiso 1 1 calc R . .
C78 C 0.8132(4) 1.0461(4) 0.85563(16) 0.0942(11) Uani 1 1 d . . .
H78 H 0.883 1.1171 0.8596 0.141 Uiso 1 1 calc R . .
C79 C 0.7438(4) 1.0281(4) 0.81178(13) 0.0881(10) Uani 1 1 d . . .
H79 H 0.7685 1.0883 0.787 0.132 Uiso 1 1 calc R . .
C80 C 0.6414(4) 0.9266(3) 0.80357(11) 0.0755(8) Uani 1 1 d . . .
H80 H 0.5961 0.9164 0.774 0.113 Uiso 1 1 calc R . .
C81 C 0.6071(3) 0.8382(3) 0.84136(9) 0.0627(7) Uani 1 1 d . . .
C76 C 0.6739(3) 0.8522(3) 0.88659(10) 0.0675(7) Uani 1 1 d . . .
C72 C 0.3049(4) 0.6051(3) 0.93950(10) 0.0682(7) Uani 1 1 d . . .
C8 C 0.4268(4) 0.3088(4) 0.94400(10) 0.0897(11) Uani 1 1 d . . .
H8 H 0.3239 0.3394 0.9502 0.108 Uiso 1 1 calc R A 1
C8A C 0.4222(4) 0.1870(3) 0.90951(13) 0.0919(11) Uani 1 1 d . B .
H8A H 0.5054 0.1234 0.9162 0.11 Uiso 1 1 calc R . .
C83 C 0.4975(6) 0.2591(6) 0.99188(16) 0.144(2) Uani 0.7 1 d PD B 1
H83A H 0.6006 0.2344 0.9849 0.173 Uiso 0.7 1 calc PR B 1
H83B H 0.5011 0.3399 1.0126 0.173 Uiso 0.7 1 calc PR B 1
C84 C 0.4373(8) 0.1484(9) 1.0193(2) 0.149(3) Uani 0.7 1 d P B 1
H84A H 0.4326 0.0656 1.0002 0.223 Uiso 0.7 1 calc PR B 1
H84B H 0.3385 0.1727 1.0298 0.223 Uiso 0.7 1 calc PR B 1
H84C H 0.5002 0.1318 1.0465 0.223 Uiso 0.7 1 calc PR B 1
C83A C 0.4975(6) 0.2591(6) 0.99188(16) 0.144(2) Uani 0.3 1 d P B 2
H83C H 0.4858 0.1588 0.9938 0.173 Uiso 0.3 1 calc PR B 2
H83D H 0.6041 0.2783 0.9906 0.173 Uiso 0.3 1 calc PR B 2
C84A C 0.4449(17) 0.3133(19) 1.0313(4) 0.125(5) Uani 0.3 1 d PD B 2
H84D H 0.4775 0.4082 1.034 0.187 Uiso 0.3 1 calc PR B 2
H84E H 0.4811 0.261 1.0581 0.187 Uiso 0.3 1 calc PR B 2
H84F H 0.3374 0.3102 1.0308 0.187 Uiso 0.3 1 calc PR B 2
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
N4 C5 1.338(4) . ?
N4 C3 1.468(4) . ?
N4 C8A 1.467(4) . ?
N82 C81 1.378(4) . ?
N82 C74 1.383(3) . ?
N82 C82 1.459(3) . ?
O1 C8A 1.421(4) . ?
O1 C2 1.439(5) . ?
O51 C5 1.221(3) . ?
O72 C72 1.176(3) . ?
O73 C72 1.335(4) . ?
O73 C73 1.446(4) . ?
C2 C3 1.524(5) . ?
C3 C31 1.513(5) . ?
C31 C36 1.386(6) . ?
C31 C32 1.400(7) . ?
C32 C33 1.377(7) . ?
C33 C34 1.362(8) . ?
C34 C35 1.371(11) . ?
C35 C36 1.433(7) . ?
C5 C6 1.494(4) . ?
C6 C7 1.551(4) . ?
C7 C8 1.539(4) . ?
C7 C71 1.540(4) . ?
C71 C74 1.500(4) . ?
C71 C72 1.522(4) . ?
C74 C75 1.362(4) . ?
C75 C76 1.414(4) . ?
C77 C78 1.392(5) . ?
C77 C76 1.400(4) . ?
C78 C79 1.390(5) . ?
C79 C80 1.356(5) . ?
C80 C81 1.393(4) . ?
C81 C76 1.410(4) . ?
C8 C8A 1.519(5) . ?
C8 C83 1.560(5) . ?
C83 C84 1.418(8) . ?
