#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/26/7202636.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_7202636
loop_
_publ_author_name
'Jiménez, Claudio A.'
'Belmar, Julio B.'
'Delgado, Fernando S.'
'Julve, Miguel'
'Ruiz-Pérez, Catalina'
_publ_section_title
;
 Structural changes in the crystal packing of highly hindered
 symmetrical vicinal bis-amides
;
_journal_issue                   9
_journal_name_full               CrystEngComm
_journal_page_first              746
_journal_paper_doi               10.1039/b617605d
_journal_volume                  9
_journal_year                    2007
_chemical_formula_sum            'C34 H52 N2 O4'
_chemical_formula_weight         552.78
_chemical_name_systematic
;
?
;
_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                98.90(4)
_cell_angle_beta                 102.04(5)
_cell_angle_gamma                104.00(5)
_cell_formula_units_Z            2
_cell_length_a                   10.0092(6)
_cell_length_b                   11.2895(7)
_cell_length_c                   15.5109(8)
_cell_measurement_temperature    293(2)
_cell_volume                     1623.9(7)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_molecular_graphics    'DIAMOND 2.1d (Brandenburg &Putz GbR, 2000)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_sigmaI/netI    0.0661
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15426
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         4.14
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            0.19
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     425
_refine_ls_number_reflns         7124
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.1320
_refine_ls_R_factor_gt           0.0645
_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)+(0.0740P)²+0.4999P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1470
_refine_ls_wR_factor_ref         0.1752
_reflns_number_gt                3915
_reflns_number_total             7124
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b617605d.txt
_cod_data_source_block           compound_1
_cod_original_cell_volume        1623.85(16)
_cod_database_code               7202636
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.1309(2) 0.7835(2) 0.33297(14) 0.0321(5) Uani 1 1 d . . .
C2 C -0.0112(2) 0.8833(2) 0.34139(15) 0.0349(5) Uani 1 1 d . . .
C3 C -0.0243(2) 1.0040(2) 0.33919(14) 0.0334(5) Uani 1 1 d . . .
C4 C -0.1603(2) 1.0169(2) 0.32479(15) 0.0360(5) Uani 1 1 d . . .
C5 C -0.2838(2) 0.9189(2) 0.31142(14) 0.0330(5) Uani 1 1 d . . .
C6 C -0.2662(2) 0.8036(2) 0.31643(15) 0.0336(5) Uani 1 1 d . . .
C7 C -0.1109(2) 0.6605(2) 0.34491(15) 0.0348(5) Uani 1 1 d . . .
C8 C -0.2109(3) 0.4478(2) 0.36348(19) 0.0462(6) Uani 1 1 d . . .
C9 C -0.2117(3) 0.4233(3) 0.4571(2) 0.0514(7) Uani 1 1 d . . .
C10 C -0.3524(3) 0.4111(3) 0.47926(19) 0.0508(7) Uani 1 1 d . . .
C11 C -0.3647(3) 0.3526(2) 0.55997(16) 0.0441(6) Uani 1 1 d . . .
C12 C -0.3329(2) 0.4879(2) 0.70689(15) 0.0347(5) Uani 1 1 d . . .
C13 C -0.2376(2) 0.5642(2) 0.79415(15) 0.0332(5) Uani 1 1 d . . .
C14 C -0.2922(2) 0.6346(2) 0.85344(15) 0.0365(5) Uani 1 1 d . . .
C15 C -0.2034(2) 0.7124(2) 0.93484(15) 0.0389(5) Uani 1 1 d . . .
C16 C -0.0624(2) 0.7134(2) 0.95365(17) 0.0402(6) Uani 1 1 d . . .
C17 C -0.0033(2) 0.6423(2) 0.89881(15) 0.0345(5) Uani 1 1 d . . .
C18 C -0.0932(2) 0.5696(2) 0.81950(16) 0.0347(5) Uani 1 1 d . . .
C19 C -0.4288(2) 0.9460(2) 0.29590(17) 0.0415(6) Uani 1 1 d . . .
C20 C -0.4464(3) 1.0213(4) 0.2252(3) 0.1127(16) Uani 1 1 d . . .
H20A H -0.4374 0.9769 0.1697 0.169 Uiso 1 1 calc R . .
H20B H -0.3742 1.1003 0.2446 0.169 Uiso 1 1 calc R . .
H20C H -0.5388 1.0352 0.2160 0.169 Uiso 1 1 calc R . .
C21 C -0.4405(4) 1.0137(4) 0.3843(2) 0.1154(16) Uani 1 1 d . . .
H21A H -0.4286 0.9638 0.4286 0.173 Uiso 1 1 calc R . .
H21B H -0.5325 1.0281 0.3766 0.173 Uiso 1 1 calc R . .
H21C H -0.3678 1.0923 0.4042 0.173 Uiso 1 1 calc R . .
C22 C -0.5516(3) 0.8268(3) 0.2635(3) 0.0810(10) Uani 1 1 d . . .
H22A H -0.5460 0.7814 0.2073 0.121 Uiso 1 1 calc R . .
H22B H -0.6403 0.8475 0.2550 0.121 Uiso 1 1 calc R . .
H22C H -0.5461 0.7761 0.3077 0.121 Uiso 1 1 calc R . .
C23 C 0.1059(2) 1.1162(2) 0.35208(16) 0.0420(6) Uani 1 1 d . . .
C24 C 0.0653(3) 1.2387(2) 0.3567(2) 0.0715(9) Uani 1 1 d . . .
H24A H -0.0040 1.2336 0.3021 0.107 Uiso 1 1 calc R . .
H24B H 0.1485 1.3065 0.3636 0.107 Uiso 1 1 calc R . .
H24C H 0.0257 1.2528 0.4074 0.107 Uiso 1 1 calc R . .
C25 C 0.1725(3) 1.0990(3) 0.27236(19) 0.0629(8) Uani 1 1 d . . .
H25A H 0.1028 1.0906 0.2172 0.094 Uiso 1 1 calc R . .
H25B H 0.2043 1.0252 0.2703 0.094 Uiso 1 1 calc R . .
H25C H 0.2521 1.1704 0.2796 0.094 Uiso 1 1 calc R . .
C26 C 0.2157(3) 1.1291(3) 0.44024(19) 0.0641(8) Uani 1 1 d . . .
H26A H 0.1732 1.1398 0.4899 0.096 Uiso 1 1 calc R . .
H26B H 0.2956 1.2004 0.4480 0.096 Uiso 1 1 calc R . .
H26C H 0.2472 1.0551 0.4383 0.096 Uiso 1 1 calc R . .
C27 C -0.2609(2) 0.7912(2) 1.00041(17) 0.0490(6) Uani 1 1 d . . .
C28 C -0.3248(3) 0.8813(3) 0.9519(2) 0.0692(9) Uani 1 1 d . . .
H28A H -0.2529 0.9341 0.9313 0.104 Uiso 1 1 calc R . .
H28B H -0.3588 0.9320 0.9929 0.104 Uiso 1 1 calc R . .
H28C H -0.4024 0.8342 0.9011 0.104 Uiso 1 1 calc R . .
C29 C -0.3739(3) 0.7066(3) 1.0334(2) 0.0679(8) Uani 1 1 d . . .
H29A H -0.4092 0.7569 1.0739 0.102 Uiso 1 1 calc R . .
H29B H -0.3327 0.6515 1.0644 0.102 Uiso 1 1 calc R . .
H29C H -0.4509 0.6582 0.9827 0.102 Uiso 1 1 calc R . .
C30 C -0.1437(3) 0.8692(3) 1.0829(2) 0.0776(10) Uani 1 1 d . . .
H30A H -0.0711 0.9239 1.0641 0.116 Uiso 1 1 calc R . .
H30B H -0.1029 0.8150 1.1151 0.116 Uiso 1 1 calc R . .
H30C H -0.1830 0.9181 1.1217 0.116 Uiso 1 1 calc R . .
C31 C 0.1555(2) 0.6518(2) 0.92634(16) 0.0430(6) Uani 1 1 d . . .
C32 C 0.2064(3) 0.6604(5) 1.0257(2) 0.129(2) Uani 1 1 d . . .
H32A H 0.1532 0.5879 1.0416 0.193 Uiso 1 1 calc R . .
H32B H 0.1929 0.7341 1.0585 0.193 Uiso 1 1 calc R . .
H32C H 0.3057 0.6648 1.0406 0.193 Uiso 1 1 calc R . .
C33 C 0.1866(3) 0.5377(4) 0.8802(3) 0.1019(14) Uani 1 1 d . . .
H33A H 0.1564 0.5281 0.8160 0.153 Uiso 1 1 calc R . .
H33B H 0.1362 0.4651 0.8974 0.153 Uiso 1 1 calc R . .
H33C H 0.2871 0.5473 0.8979 0.153 Uiso 1 1 calc R . .
C34 C 0.2360(3) 0.7627(4) 0.8980(4) 0.1237(18) Uani 1 1 d . . .
H34A H 0.2025 0.7534 0.8340 0.186 Uiso 1 1 calc R . .
H34B H 0.3358 0.7684 0.9131 0.186 Uiso 1 1 calc R . .
H34C H 0.2215 0.8373 0.9287 0.186 Uiso 1 1 calc R . .
N1 N -0.2197(2) 0.57276(18) 0.35412(13) 0.0405(5) Uani 1 1 d . . .
N2 N -0.2781(2) 0.43232(17) 0.64639(13) 0.0385(5) Uani 1 1 d . . .
O1 O 0.11985(16) 0.86559(18) 0.35141(14) 0.0560(5) Uani 1 1 d . . .
O2 O -0.43207(16) 0.63008(19) 0.83267(13) 0.0585(5) Uani 1 1 d . . .
O3 O 0.00689(16) 0.63921(15) 0.34819(13) 0.0543(5) Uani 1 1 d . . .
O4 O -0.46373(15) 0.47735(16) 0.68810(11) 0.0524(5) Uani 1 1 d . . .
H18 H -0.061(2) 0.5188(19) 0.7790(14) 0.029(5) Uiso 1 1 d . . .
H6 H -0.348(2) 0.732(2) 0.3057(14) 0.032(6) Uiso 1 1 d . . .
H16 H -0.004(2) 0.762(2) 1.0089(16) 0.042(6) Uiso 1 1 d . . .
H4 H -0.174(2) 1.096(2) 0.3213(14) 0.035(6) Uiso 1 1 d . . .
H1N H -0.301(3) 0.589(2) 0.3518(15) 0.044(7) Uiso 1 1 d . . .
H2N H -0.187(3) 0.435(2) 0.6625(15) 0.041(7) Uiso 1 1 d . . .
H1O H 0.102(3) 0.780(3) 0.354(2) 0.077(10) Uiso 1 1 d . . .
H111 H -0.467(3) 0.336(2) 0.5630(18) 0.066(8) Uiso 1 1 d . . .
H101 H -0.370(3) 0.497(3) 0.489(2) 0.082(9) Uiso 1 1 d . . .
H91 H -0.134(3) 0.494(2) 0.5065(17) 0.056(7) Uiso 1 1 d . . .
H112 H -0.339(2) 0.272(2) 0.5530(15) 0.046(7) Uiso 1 1 d . . .
H92 H -0.193(3) 0.339(3) 0.460(2) 0.082(9) Uiso 1 1 d . . .
H82 H -0.115(3) 0.439(2) 0.3510(18) 0.067(8) Uiso 1 1 d . . .
H102 H -0.425(4) 0.355(3) 0.420(3) 0.105(11) Uiso 1 1 d . . .
H81 H -0.289(3) 0.394(3) 0.3201(19) 0.067(9) Uiso 1 1 d . . .
H2O H -0.467(3) 0.573(3) 0.773(2) 0.099(11) Uiso 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
C2 C1 C6 119.1(2) . . ?
C2 C1 C7 119.07(18) . . ?
C6 C1 C7 121.84(19) . . ?
O1 C2 C1 120.8(2) . . ?
O1 C2 C3 118.46(19) . . ?
C1 C2 C3 120.78(18) . . ?
C4 C3 C2 116.63(19) . . ?
C4 C3 C23 121.5(2) . . ?
C2 C3 C23 121.91(18) . . ?
C3 C4 C5 124.7(2) . . ?
C6 C5 C4 116.83(19) . . ?
C6 C5 C19 123.68(19) . . ?
C4 C5 C19 119.4(2) . . ?
C5 C6 C1 121.9(2) . . ?
O3 C7 N1 119.9(2) . . ?
O3 C7 C1 121.04(19) . . ?
N1 C7 C1 119.10(18) . . ?
N1 C8 C9 113.9(2) . . ?
C10 C9 C8 114.0(2) . . ?
C9 C10 C11 113.4(2) . . ?
N2 C11 C10 114.4(2) . . ?
O4 C12 N2 119.5(2) . . ?
O4 C12 C13 121.06(19) . . ?
N2 C12 C13 119.42(19) . . ?
C18 C13 C14 118.6(2) . . ?
C18 C13 C12 122.03(19) . . ?
C14 C13 C12 119.39(19) . . ?
O2 C14 C15 118.47(19) . . ?
O2 C14 C13 120.6(2) . . ?
C15 C14 C13 120.88(19) . . ?
C16 C15 C14 116.6(2) . . ?
C16 C15 C27 121.7(2) . . ?
C14 C15 C27 121.72(19) . . ?
C15 C16 C17 125.0(2) . . ?
C18 C17 C16 116.4(2) . . ?
C18 C17 C31 123.11(19) . . ?
C16 C17 C31 120.4(2) . . ?
C17 C18 C13 122.5(2) . . ?
C20 C19 C21 111.0(3) . . ?
C20 C19 C22 106.5(3) . . ?
C21 C19 C22 107.8(3) . . ?
C20 C19 C5 111.31(19) . . ?
C21 C19 C5 108.3(2) . . ?
C22 C19 C5 112.0(2) . . ?
C26 C23 C24 107.3(2) . . ?
C26 C23 C25 109.9(2) . . ?
C24 C23 C25 107.9(2) . . ?
C26 C23 C3 110.4(2) . . ?
C24 C23 C3 111.66(19) . . ?
C25 C23 C3 109.60(19) . . ?
C30 C27 C29 107.7(2) . . ?
C30 C27 C28 107.7(2) . . ?
C29 C27 C28 110.1(2) . . ?
C30 C27 C15 111.8(2) . . ?
C29 C27 C15 110.3(2) . . ?
C28 C27 C15 109.1(2) . . ?
C34 C31 C32 111.5(3) . . ?
C34 C31 C33 107.8(3) . . ?
C32 C31 C33 106.0(3) . . ?
C34 C31 C17 108.4(2) . . ?
C32 C31 C17 111.5(2) . . ?
C33 C31 C17 111.5(2) . . ?
C7 N1 C8 122.8(2) . . ?
C12 N2 C11 123.0(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
C1 C2 1.399(3) . ?
C1 C6 1.405(3) . ?
C1 C7 1.483(3) . ?
C2 O1 1.355(2) . ?
C2 C3 1.405(3) . ?
C3 C4 1.379(3) . ?
C3 C23 1.535(3) . ?
C4 C5 1.398(3) . ?
C5 C6 1.367(3) . ?
C5 C19 1.533(3) . ?
C7 O3 1.251(2) . ?
C7 N1 1.332(3) . ?
C8 N1 1.462(3) . ?
C8 C9 1.522(4) . ?
C9 C10 1.497(4) . ?
C10 C11 1.517(4) . ?
C11 N2 1.457(3) . ?
C12 O4 1.252(2) . ?
C12 N2 1.332(3) . ?
C12 C13 1.479(3) . ?
C13 C18 1.400(3) . ?
C13 C14 1.405(3) . ?
C14 O2 1.355(2) . ?
C14 C15 1.402(3) . ?
C15 C16 1.377(3) . ?
C15 C27 1.539(3) . ?
C16 C17 1.395(3) . ?
C17 C18 1.366(3) . ?
C17 C31 1.530(3) . ?
C19 C20 1.495(4) . ?
C19 C21 1.504(4) . ?
C19 C22 1.519(4) . ?
C23 C26 1.527(3) . ?
C23 C24 1.528(4) . ?
C23 C25 1.531(3) . ?
C27 C30 1.522(4) . ?
C27 C29 1.524(4) . ?
C27 C28 1.537(4) . ?
C31 C34 1.497(4) . ?
C31 C32 1.498(4) . ?
C31 C33 1.506(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21149159
