#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/24/7052473.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_7052473
loop_
_publ_author_name
'Baouid, Abdesselam'
'Elhazazi, Saïd'
'Hasnaoui, Aïssa'
'Compain, Philippe'
'Lavergne, Jean-Pierre'
'Huet, François'
_publ_section_title
;
 Highly peri-, regio- and diastereoselective 1,3-dipolar cycloaddition
 of mesitonitrile oxide to 1,7-dimethyl-2,3-dihydro-1H-1,4-diazepines:
 unexpected one-step formation of a new triheterocyclic framework
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1479
_journal_page_last               1481
_journal_paper_doi               10.1039/B107409C
_journal_volume                  25
_journal_year                    2001
_chemical_formula_sum            'C33 H38 N4 O2'
_chemical_formula_weight         522.69
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           'Waasmaier & Kirfel (1995)'
_cell_angle_alpha                90.000(10)
_cell_angle_beta                 101.078(3)
_cell_angle_gamma                90.000(10)
_cell_formula_units_Z            4
_cell_length_a                   22.9235(7)
_cell_length_b                   9.9309(5)
_cell_length_c                   12.8363(7)
_cell_measurement_reflns_used    11268
_cell_measurement_temperature    298
_cell_measurement_theta_max      25.2
_cell_measurement_theta_min      1
_cell_volume                     2867.7(2)
_computing_data_collection       'KappaCCD Reference Manual (Nonius, 1998)'
_computing_data_reduction        'maXus (Mackay et al., 1998)'
_computing_molecular_graphics    maXus
_computing_publication_material  maXus
_computing_structure_refinement  maXus
_computing_structure_solution    maXus
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       φ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .071
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4771
_diffrn_reflns_theta_max         24.19
_exptl_absorpt_coefficient_mu    .077
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.20
_exptl_crystal_density_meas      ?
_exptl_crystal_description       'thin plate'
_exptl_crystal_size_max          .30
_exptl_crystal_size_mid          .25
_exptl_crystal_size_min          .10
_refine_diff_density_max         .21
_refine_diff_density_min         -.33
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.575
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     352
_refine_ls_number_reflns         3640
_refine_ls_R_factor_gt           .073
_refine_ls_shift/esd_mean        .00065
_refine_ls_shift/su_max          .0037
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fₒ²) + 0.03Fₒ²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .083
_reflns_number_gt                3640
_reflns_number_total             4280
_reflns_threshold_expression     refl_observed_if_I_>_1.75σ(I)
_cod_data_source_file            b107409c.txt
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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:

'_atom_site_thermal_displace_type' tag value 'Uij' was replaced with
'Uani' value 39 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F~o~^2^) +
0.03F~o~^2^]' 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^(F~o~^2^) + 0.03F~o~^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2867.8(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7052473
loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
-X,-Y,-Z
-X,+Y+1/2,-Z+1/2
+X,-Y+1/2,+Z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
O1 -.17658(4) -.18110(10) -.81897(6) .0481(5) Uani 1.00
O11 -.31419(4) .07160(10) -.72296(8) .0609(5) Uani 1.00
N4 -.16773(4) -.20420(10) -.64187(8) .0421(5) Uani 1.00
C91 -.16641(5) -.10160(10) -.72308(9) .0431(6) Uani 1.00
N21 -.36212(5) .09350(10) -.80870(10) .0580(6) Uani 1.00
C5 -.18798(6) -.1722(2) -.54480(10) .0511(7) Uani 1.00
N2 -.17360(5) -.32400(10) -.79071(9) .0496(6) Uani 1.00
N7 -.28569(5) -.15570(10) -.67058(9) .0567(6) Uani 1.00
C11 -.11917(6) -.4771(2) -.54710(10) .0522(7) Uani 1.00
C43 -.43471(6) -.0847(2) -1.03090(10) .0543(7) Uani 1.00
C10 -.16936(5) -.45240(10) -.62760(10) .0459(6) Uani 1.00
C31 -.35796(5) .0115(2) -.88370(10) .0486(7) Uani 1.00
C20 -.10415(5) -.0395(2) -.70550(10) .0480(7) Uani 1.00
C8 -.27863(6) -.0489(2) -.74370(10) .0475(7) Uani 1.00
C9 -.21548(6) .0032(2) -.72800(10) .0473(6) Uani 1.00
C47 -.39271(6) .1363(2) -1.05270(10) .0598(8) Uani 1.00
C3 -.17134(5) -.32690(10) -.69000(10) .0421(6) Uani 1.00
C41 -.30602(5) -.0815(2) -.85910(10) .0488(7) Uani 1.00
C15 -.21680(6) -.5434(2) -.64490(10) .0549(7) Uani 1.00
C42 -.39734(5) .0217(2) -.98970(10) .0501(7) Uani 1.00
C13 -.16629(8) -.6781(2) -.49560(10) .0637(9) Uani 1.00
C45 -.45790(7) .0273(2) -1.20100(10) .0680(10) Uani 1.00
C12 -.11922(7) -.5886(2) -.48280(10) .0619(8) Uani 1.00
C16 -.06649(7) -.3850(2) -.53000(10) .0692(9) Uani 1.00
C21 -.08979(7) .0783(2) -.6507(2) .0740(10) Uani 1.00
C44 -.46501(6) -.0779(2) -1.13500(10) .0632(8) Uani 1.00
C48 -.44429(7) -.2029(2) -.96360(10) .0662(9) Uani 1.00
C14 -.21390(7) -.6554(2) -.57770(10) .0663(9) Uani 1.00
C50 -.35824(8) .2580(2) -1.0101(2) .0810(10) Uani 1.00
C6 -.25360(7) -.1340(2) -.56180(10) .0664(9) Uani 1.00
C46 -.42256(7) .1352(2) -1.15800(10) .0690(10) Uani 1.00
C18 -.27030(7) -.5229(2) -.7302(2) .0750(10) Uani 1.00
C25 -.05881(7) -.1095(2) -.7393(2) .0722(9) Uani 1.00
C23 .01282(8) .0525(3) -.6606(2) .0890(10) Uani 1.00
C17 -.16610(10) -.7961(2) -.4220(2) .0840(10) Uani 1.00
C19 -.34725(8) -.1940(3) -.6727(2) .0870(10) Uani 1.00
C24 -.00100(7) -.0632(3) -.7169(2) .0870(10) Uani 1.00
C22 -.03150(10) .1238(3) -.6279(2) .1030(10) Uani 1.00
C49 -.48820(10) .0276(3) -1.3161(2) .1010(10) Uani 1.00
H5A -.16408 -.09882 -.51193 .05000 Uiso 1.00
H5B -.18098 -.25022 -.49993 .05000 Uiso 1.00
H41A -.27722 -.06507 -.90296 .05000 Uiso 1.00
H41B -.31772 -.17437 -.86466 .05000 Uiso 1.00
H12 -.08502 -.60353 -.42794 .05000 Uiso 1.00
H16A -.07359 -.31296 -.58083 .05000 Uiso .50
H16B -.03179 -.43436 -.53923 .05000 Uiso .50
H16C -.06029 -.34836 -.45953 .05000 Uiso .50
H21 -.12059 .12918 -.62781 .05000 Uiso 1.00
H44 -.49151 -.15057 -1.16080 .05000 Uiso 1.00
H48A -.42059 -.19367 -.89363 .05000 Uiso .50
H48B -.43329 -.28387 -.99583 .05000 Uiso .50
H48C -.48559 -.20717 -.95903 .05000 Uiso .50
H14 -.24670 -.71728 -.59027 .05000 Uiso 1.00
H50A -.34044 .24308 -.93704 .05000 Uiso .50
H50B -.38434 .33438 -1.01554 .05000 Uiso .50
H50C -.32764 .27468 -1.05014 .05000 Uiso .50
H6A -.25550 -.04051 -.54389 .05000 Uiso 1.00
H6B -.27130 -.18711 -.51369 .05000 Uiso 1.00
H46 -.41806 .21184 -1.20143 .05000 Uiso 1.00
H18A -.26590 -.44263 -.76960 .05000 Uiso 1.00
H18B -.30470 -.51483 -.69830 .05000 Uiso 1.00
H18C -.27490 -.59903 -.77710 .05000 Uiso 1.00
H25 -.06831 -.19088 -.77930 .05000 Uiso 1.00
H23 .05302 .08476 -.64323 .05000 Uiso 1.00
H17A -.12980 -.79617 -.37020 .05000 Uiso .50
H17B -.16900 -.87807 -.46220 .05000 Uiso .50
H17C -.19930 -.78937 -.38670 .05000 Uiso .50
H19A -.36725 -.20757 -.74476 .05000 Uiso 1.00
H19B -.36675 -.12337 -.64126 .05000 Uiso 1.00
H19C -.34845 -.27567 -.63316 .05000 Uiso 1.00
H24 .02940 -.11367 -.74151 .05000 Uiso 1.00
H22 -.02282 .20644 -.58914 .05000 Uiso 1.00
H49A -.51079 -.05370 -1.33272 .05000 Uiso 1.00
H49B -.45879 .03380 -1.35992 .05000 Uiso 1.00
H49C -.51429 .10390 -1.32912 .05000 Uiso 1.00
H50D -.37654 .30558 -.95574 .05000 Uiso .50
H48D -.47759 -.25787 -1.00093 .05000 Uiso .50
H50E -.31984 .20888 -.98694 .05000 Uiso .50
H16D -.07449 -.28716 -.51103 .05000 Uiso .50
H17D -.13170 -.85947 -.42560 .05000 Uiso .50
H48E -.4496 -.145 -.899 .050 Uiso .50
H16E -.03229 -.41166 -.46923 .05000 Uiso .50
H17E -.15670 -.75227 -.35510 .05000 Uiso .50
H50F -.35324 .33658 -1.05264 .05000 Uiso .50
H17F -.20570 -.84187 -.43710 .05000 Uiso .50
H48F -.40669 -.25477 -.96083 .05000 Uiso .50
H16F -.05109 -.37946 -.59763 .05000 Uiso .50
H9A -.20728 .05562 -.65929 .05000 Uiso 1.00
H9B -.21308 .06572 -.78909 .05000 Uiso 1.00
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C91 . . 1.443(2) yes
O1 N2 . . 1.463(2) yes
O11 N21 . . 1.414(2) yes
O11 C8 . . 1.501(2) yes
N4 C91 . . 1.461(2) yes
N4 C5 . . 1.446(2) yes
N4 C3 . . 1.362(2) yes
C91 C20 . . 1.531(2) ?
C91 C9 . . 1.525(2) yes
N21 C31 . . 1.279(2) yes
C5 C6 . . 1.526(3) yes
N2 C3 . . 1.284(2) yes
N7 C8 . . 1.446(2) yes
N7 C6 . . 1.464(2) yes
N7 C19 . . 1.457(3) no
C11 C10 . . 1.412(2) no
C11 C12 . . 1.382(3) no
C11 C16 . . 1.497(3) no
C43 C42 . . 1.398(3) no
C43 C44 . . 1.385(3) no
C43 C48 . . 1.498(3) no
C10 C3 . . 1.477(2) no
C10 C15 . . 1.399(2) no
C31 C41 . . 1.492(2) yes
C31 C42 . . 1.485(2) no
C20 C21 . . 1.372(3) no
C20 C25 . . 1.387(3) no
C8 C9 . . 1.514(2) yes
C8 C41 . . 1.527(2) yes
C47 C42 . . 1.412(3) no
C47 C50 . . 1.489(3) no
C47 C46 . . 1.393(3) no
C15 C14 . . 1.402(3) no
C15 C18 . . 1.493(3) no
C13 C12 . . 1.383(3) no
C13 C14 . . 1.382(3) no
C13 C17 . . 1.505(3) no
C45 C44 . . 1.374(3) no
C45 C46 . . 1.392(3) no
C45 C49 . . 1.507(3) no
C21 C22 . . 1.387(3) no
C25 C24 . . 1.380(3) no
C23 C24 . . 1.361(4) no
C23 C22 . . 1.370(4) no
