#------------------------------------------------------------------------------
#$Date: 2017-03-04 15:59:57 +0200 (Sat, 04 Mar 2017) $
#$Revision: 193512 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/55/4125574.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_4125574
loop_
_publ_author_name
'Campos, Michael P.'
'Hendricks, Mark P.'
'Beecher, Alexander N.'
'Walravens, Willem'
'Swain, Robert A.'
'Cleveland, Gregory T.'
'Hens, Zeger'
'Sfeir, Matthew Y.'
'Owen, Jonathan S.'
_publ_section_title
;
 A Library of Selenourea Precursors to PbSe Nanocrystals with Size
 Distributions near the Homogeneous Limit.
;
_journal_issue                   6
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2296
_journal_page_last               2305
_journal_paper_doi               10.1021/jacs.6b11021
_journal_volume                  139
_journal_year                    2017
_chemical_formula_sum            'C15 H30 N2 Se'
_chemical_formula_weight         317.37
_chemical_name_systematic
; 
 ? 
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.4556(14)
_cell_length_b                   20.0405(6)
_cell_length_c                   6.243(2)
_cell_measurement_reflns_used    9950
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      30.17
_cell_measurement_theta_min      2.53
_cell_volume                     1683.5(6)
_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      130(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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  0.0447
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            26325
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.530
_diffrn_reflns_theta_min         1.823
_exptl_absorpt_coefficient_mu    2.219
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.2817
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          1.170
_exptl_crystal_size_mid          0.730
_exptl_crystal_size_min          0.560
_refine_diff_density_max         0.933
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details
; 
 Flack x determined using 1814 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.025(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         5113
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0303
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0346P)²+0.0791P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0677
_refine_ls_wR_factor_ref         0.0702
_reflns_Friedel_coverage         0.837
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                4400
_reflns_number_total             5113
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            16.cif
_cod_data_source_block           campos5
_cod_depositor_comments
'Adding full bibliography for 4125565--4125579.cif.'
_cod_database_code               4125574
_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. 
;
_shelx_estimated_absorpt_t_min   0.181
_shelx_estimated_absorpt_t_max   0.370
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, 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
Se Se 0.58114(2) 0.32382(2) 0.17748(8) 0.03045(8) Uani 1 1 d . . . . .
N1 N 0.53816(17) 0.35807(12) 0.6005(4) 0.0218(4) Uani 1 1 d . . . . .
H1 H 0.518(2) 0.3537(14) 0.699(6) 0.014(8) Uiso 1 1 d . . . . .
N2 N 0.44324(16) 0.27186(10) 0.4752(3) 0.0242(4) Uani 1 1 d . . . . .
C1 C 0.51428(18) 0.31728(11) 0.4393(4) 0.0201(4) Uani 1 1 d . . . . .
C2 C 0.60554(17) 0.41560(11) 0.5911(4) 0.0195(4) Uani 1 1 d . . . . .
H2A H 0.6069 0.4326 0.4405 0.023 Uiso 1 1 calc R U . . .
C3 C 0.56433(18) 0.47059(12) 0.7355(4) 0.0234(5) Uani 1 1 d . . . . .
H3A H 0.4969 0.4831 0.6865 0.028 Uiso 1 1 calc R U . . .
H3B H 0.5590 0.4537 0.8840 0.028 Uiso 1 1 calc R U . . .
C4 C 0.63128(19) 0.53216(11) 0.7320(4) 0.0291(6) Uani 1 1 d . . . . .
H4A H 0.6048 0.5661 0.8318 0.035 Uiso 1 1 calc R U . . .
H4B H 0.6317 0.5516 0.5862 0.035 Uiso 1 1 calc R U . . .
C5 C 0.73748(19) 0.51380(13) 0.7973(4) 0.0302(6) Uani 1 1 d . . . . .
H5A H 0.7806 0.5537 0.7867 0.036 Uiso 1 1 calc R U . . .
H5B H 0.7380 0.4984 0.9479 0.036 Uiso 1 1 calc R U . . .
C6 C 0.77791(17) 0.45878(12) 0.6523(5) 0.0268(6) Uani 1 1 d . . . . .
H6A H 0.8455 0.4462 0.7004 0.032 Uiso 1 1 calc R U . . .
H6B H 0.7829 0.4758 0.5038 0.032 Uiso 1 1 calc R U . . .
C7 C 0.71082(15) 0.39706(10) 0.6559(5) 0.0209(5) Uani 1 1 d . . . . .
H7A H 0.7372 0.3631 0.5559 0.025 Uiso 1 1 calc R U . . .
H7B H 0.7104 0.3776 0.8017 0.025 Uiso 1 1 calc R U . . .
C11 C 0.39100(17) 0.26681(11) 0.6815(6) 0.0293(5) Uani 1 1 d . . . . .
H11A H 0.4355 0.2796 0.8010 0.035 Uiso 1 1 calc R U . A 1
H11B H 0.3672 0.2207 0.7058 0.035 Uiso 1 1 calc R U . A 1
C12 C 0.3009(3) 0.31658(18) 0.6641(12) 0.0285(11) Uani 0.674(8) 1 d . . P B 1
H12A H 0.3258 0.3629 0.6514 0.034 Uiso 0.674(8) 1 calc R U P B 1
H12B H 0.2612 0.3062 0.5348 0.034 Uiso 0.674(8) 1 calc R U P B 1
C13 C 0.2367(3) 0.3101(2) 0.8615(8) 0.0373(13) Uani 0.674(8) 1 d . . P B 1
H13A H 0.2760 0.3232 0.9889 0.045 Uiso 0.674(8) 1 calc R U P B 1
H13B H 0.2169 0.2629 0.8794 0.045 Uiso 0.674(8) 1 calc R U P B 1
C14 C 0.1434(8) 0.3535(6) 0.8492(13) 0.058(3) Uani 0.674(8) 1 d . . P B 1
H14A H 0.1038 0.3474 0.9794 0.088 Uiso 0.674(8) 1 calc R U P B 1
H14B H 0.1040 0.3405 0.7240 0.088 Uiso 0.674(8) 1 calc R U P B 1
H14C H 0.1627 0.4005 0.8362 0.088 Uiso 0.674(8) 1 calc R U P B 1
C12A C 0.3182(7) 0.3144(4) 0.7850(16) 0.025(2) Uani 0.326(8) 1 d . . P B 2
H12C H 0.3065 0.3010 0.9354 0.030 Uiso 0.326(8) 1 calc R U P B 2
H12D H 0.3463 0.3601 0.7851 0.030 Uiso 0.326(8) 1 calc R U P B 2
C13A C 0.2221(6) 0.3138(4) 0.664(3) 0.035(2) Uani 0.326(8) 1 d . . P B 2
H13C H 0.1941 0.2681 0.6639 0.042 Uiso 0.326(8) 1 calc R U P B 2
H13D H 0.2338 0.3274 0.5139 0.042 Uiso 0.326(8) 1 calc R U P B 2
C14A C 0.1480(12) 0.3622(9) 0.770(2) 0.041(3) Uani 0.326(8) 1 d . . P B 2
H14D H 0.0879 0.3653 0.6820 0.061 Uiso 0.326(8) 1 calc R U P B 2
H14E H 0.1784 0.4064 0.7827 0.061 Uiso 0.326(8) 1 calc R U P B 2
H14F H 0.1305 0.3457 0.9129 0.061 Uiso 0.326(8) 1 calc R U P B 2
C21 C 0.4061(2) 0.22736(13) 0.3071(4) 0.0285(6) Uani 1 1 d . . . . .
H21A H 0.4218 0.2469 0.1655 0.034 Uiso 1 1 calc R U . . .
H21B H 0.3329 0.2241 0.3190 0.034 Uiso 1 1 calc R U . . .
C22 C 0.4504(2) 0.15768(13) 0.3194(4) 0.0267(5) Uani 1 1 d . . . . .
H22A H 0.4369 0.1384 0.4624 0.032 Uiso 1 1 calc R U . . .
H22B H 0.5234 0.1603 0.3005 0.032 Uiso 1 1 calc R U . . .
C23 C 0.40641(18) 0.11255(13) 0.1470(5) 0.0278(6) Uani 1 1 d . . . . .
H23A H 0.4193 0.1323 0.0043 0.033 Uiso 1 1 calc R U . . .
H23B H 0.3335 0.1098 0.1667 0.033 Uiso 1 1 calc R U . . .
C24 C 0.4507(2) 0.04240(12) 0.1556(6) 0.0332(6) Uani 1 1 d . . . . .
H24A H 0.4203 0.0147 0.0441 0.050 Uiso 1 1 calc R U . . .
H24B H 0.4376 0.0226 0.2964 0.050 Uiso 1 1 calc R U . . .
H24C H 0.5226 0.0449 0.1319 0.050 Uiso 1 1 calc R U . . .
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'
Se Se -0.0929 2.2259 '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
C1 N1 C2 126.8(2)
C1 N2 C21 122.5(2)
C1 N2 C11 122.3(2)
C21 N2 C11 115.0(2)
N1 C1 N2 117.5(2)
N1 C1 Se 119.99(18)
N2 C1 Se 122.49(18)
N1 C2 C7 111.91(19)
N1 C2 C3 108.6(2)
C7 C2 C3 111.0(2)
C4 C3 C2 111.1(2)
C3 C4 C5 110.6(2)
C6 C5 C4 110.4(2)
C5 C6 C7 111.4(2)
C2 C7 C6 110.38(18)
N2 C11 C12A 129.8(4)
N2 C11 C12 105.3(3)
C13 C12 C11 109.3(5)
C12 C13 C14 112.3(4)
C13A C12A C11 109.8(7)
C12A C13A C14A 109.8(10)
N2 C21 C22 112.9(2)
C21 C22 C23 110.9(2)
C22 C23 C24 111.7(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Se C1 1.871(3)
N1 C1 1.336(3)
N1 C2 1.468(3)
N2 C1 1.339(3)
N2 C21 1.465(3)
N2 C11 1.471(4)
C2 C7 1.519(3)
C2 C3 1.528(3)
C3 C4 1.528(3)
C4 C5 1.531(4)
C5 C6 1.527(3)
C6 C7 1.531(3)
C11 C12A 1.512(8)
C11 C12 1.573(5)
C12 C13 1.510(7)
C13 C14 1.529(12)
C12A C13A 1.497(14)
C13A C14A 1.539(19)
C21 C22 1.520(4)
C22 C23 1.525(4)
C23 C24 1.528(3)
