#------------------------------------------------------------------------------
#$Date: 2019-11-22 23:00:21 +0200 (Fri, 22 Nov 2019) $
#$Revision: 231510 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/00/33/4003313.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_4003313
loop_
_publ_author_name
'Mao, Lingling'
'Tsai, Hsinhan'
'Nie, Wanyi'
'Ma, Lin'
'Im, Jino'
'Stoumpos, Constantinos C.'
'Malliakas, Christos D.'
'Hao, Feng'
'Wasielewski, Michael R.'
'Mohite, Aditya D.'
'Kanatzidis, Mercouri G.'
_publ_section_title
;
 Role of Organic Counterion in Lead- and Tin-Based Two-Dimensional
 Semiconducting Iodide Perovskites and Application in Planar Solar Cells
;
_journal_issue                   21
_journal_name_full               'Chemistry of Materials'
_journal_page_first              7781
_journal_paper_doi               10.1021/acs.chemmater.6b03054
_journal_volume                  28
_journal_year                    2016
_chemical_formula_moiety         'I4 Pb, C5 H11 N3'
_chemical_formula_sum            'C5 H11 I4 N3 Pb'
_chemical_formula_weight         827.96
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 91.875(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.9159(7)
_cell_length_b                   20.0335(15)
_cell_length_c                   8.9925(6)
_cell_measurement_reflns_used    11910
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.73
_cell_measurement_theta_min      2.03
_cell_volume                     1605.4(2)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      ' 180 frames, detector distance = 100 mm'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1026
_diffrn_reflns_av_unetI/netI     0.0645
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15307
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.209
_diffrn_reflns_theta_min         2.033
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           30
_diffrn_source_power             1.20
_diffrn_source_voltage           40
_exptl_absorpt_coefficient_mu    18.175
_exptl_absorpt_correction_T_max  0.9068
_exptl_absorpt_correction_T_min  0.2454
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'STOE X-SHAPE'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    3.426
_exptl_crystal_description       plate
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.0197
_exptl_crystal_size_mid          0.0180
_exptl_crystal_size_min          0.0017
_refine_diff_density_max         2.079
_refine_diff_density_min         -2.606
_refine_diff_density_rms         0.315
_refine_ls_extinction_coef       0.0044(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         4323
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0541
_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)+(0.0925P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1410
_refine_ls_wR_factor_ref         0.1501
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3560
_reflns_number_total             4323
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cm6b03054_si_002.cif
_cod_data_source_block           1
_cod_database_code               4003313
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Pb01 Pb 0.38551(4) 0.75524(2) 0.18692(3) 0.04505(14) Uani 1 1 d .
I002 I 0.31948(8) 0.59257(3) 0.16375(6) 0.05791(19) Uani 1 1 d .
I003 I 0.63125(7) 0.71756(4) 0.43519(7) 0.0654(2) Uani 1 1 d .
I004 I 0.62886(8) 0.74867(4) -0.06345(7) 0.0703(3) Uani 1 1 d .
I005 I 0.41563(10) 0.90476(3) 0.25130(9) 0.0750(2) Uani 1 1 d .
N006 N 0.0740(11) 0.3552(4) 0.8570(11) 0.070(2) Uani 1 1 d .
H00A H 0.1363 0.3217 0.8389 0.084 Uiso 1 1 calc GR
H00B H -0.0201 0.3422 0.8376 0.084 Uiso 1 1 calc GR
H00C H 0.0843 0.3671 0.9521 0.084 Uiso 1 1 calc GR
N9 N 0.3558(12) 0.5601(5) 0.7862(9) 0.078(3) Uani 1 1 d .
H9 H 0.3665 0.5677 0.8801 0.094 Uiso 1 1 calc R
N10 N 0.3617(13) 0.5721(7) 0.5541(10) 0.090(4) Uani 1 1 d .
H10 H 0.3760 0.5891 0.4678 0.108 Uiso 1 1 calc R
C009 C 0.1103(15) 0.4137(6) 0.7595(17) 0.077(3) Uani 1 1 d .
H00D H 0.0270 0.4448 0.7555 0.092 Uiso 1 1 calc R
H00E H 0.1282 0.3985 0.6592 0.092 Uiso 1 1 calc R
C00A C 0.2953(12) 0.5039(5) 0.7275(11) 0.061(2) Uani 1 1 d .
C11 C 0.3962(18) 0.6016(7) 0.6831(12) 0.092(5) Uani 1 1 d .
H11 H 0.4402 0.6433 0.6970 0.111 Uiso 1 1 calc R
C12 C 0.3016(14) 0.5121(6) 0.5782(12) 0.073(3) Uani 1 1 d .
H12 H 0.2699 0.4816 0.5059 0.088 Uiso 1 1 calc R
C10 C 0.2472(15) 0.4470(7) 0.8236(12) 0.077(3) Uani 1 1 d .
H10A H 0.3280 0.4147 0.8331 0.093 Uiso 1 1 calc R
H10B H 0.2268 0.4636 0.9223 0.093 Uiso 1 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'
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 '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
I003 Pb01 I002 90.15(2) 4_575 .
I003 Pb01 I002 85.84(2) . .
I003 Pb01 I003 175.983(12) . 4_575
I003 Pb01 I004 89.67(2) 4_575 4_576
I003 Pb01 I004 90.97(2) . .
I003 Pb01 I004 89.65(2) . 4_576
I004 Pb01 I002 83.829(19) 4_576 .
I004 Pb01 I002 92.215(19) . .
I004 Pb01 I003 89.44(2) . 4_575
I004 Pb01 I004 175.940(15) . 4_576
I005 Pb01 I002 170.97(2) . .
I005 Pb01 I003 92.61(2) . .
I005 Pb01 I003 91.31(2) . 4_575
I005 Pb01 I004 87.27(2) . 4_576
I005 Pb01 I004 96.71(2) . .
Pb01 I003 Pb01 156.40(3) . 4_676
Pb01 I004 Pb01 178.15(3) . 4_675
H00A N006 H00B 109.5 . .
H00A N006 H00C 109.5 . .
H00B N006 H00C 109.5 . .
C009 N006 H00A 109.5 . .
C009 N006 H00B 109.5 . .
C009 N006 H00C 109.5 . .
C00A N9 H9 124.1 . .
C11 N9 H9 124.1 . .
C11 N9 C00A 111.7(9) . .
C11 N10 H10 125.1 . .
C11 N10 C12 109.9(9) . .
C12 N10 H10 125.1 . .
N006 C009 H00D 110.1 . .
N006 C009 H00E 110.1 . .
N006 C009 C10 108.2(10) . .
H00D C009 H00E 108.4 . .
C10 C009 H00D 110.1 . .
C10 C009 H00E 110.1 . .
N9 C00A C12 104.9(9) . .
N9 C00A C10 121.8(9) . .
C12 C00A C10 133.1(10) . .
N9 C11 N10 106.0(11) . .
N9 C11 H11 127.0 . .
N10 C11 H11 127.0 . .
N10 C12 C00A 107.4(10) . .
N10 C12 H12 126.3 . .
C00A C12 H12 126.3 . .
C009 C10 C00A 111.3(10) . .
C009 C10 H10A 109.4 . .
C009 C10 H10B 109.4 . .
C00A C10 H10A 109.4 . .
C00A C10 H10B 109.4 . .
H10A C10 H10B 108.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pb01 I002 3.3170(7) .
Pb01 I003 3.1676(7) .
Pb01 I003 3.1976(7) 4_575
Pb01 I004 3.2585(6) 4_576
Pb01 I004 3.1802(6) .
Pb01 I005 3.0609(8) .
I003 Pb01 3.1976(7) 4_676
I004 Pb01 3.2585(6) 4_675
N006 H00A 0.8900 .
N006 H00B 0.8900 .
N006 H00C 0.8900 .
N006 C009 1.505(14) .
N9 H9 0.8600 .
N9 C00A 1.348(13) .
N9 C11 1.304(14) .
N10 H10 0.8600 .
N10 C11 1.329(15) .
N10 C12 1.336(16) .
C009 H00D 0.9700 .
C009 H00E 0.9700 .
C009 C10 1.490(17) .
C00A C12 1.356(14) .
C00A C10 1.503(15) .
C11 H11 0.9300 .
C12 H12 0.9300 .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N006 C009 C10 C00A 177.0(10)
N9 C00A C12 N10 -1.1(14)
N9 C00A C10 C009 144.7(12)
C00A N9 C11 N10 -0.1(17)
C11 N9 C00A C12 0.8(15)
C11 N9 C00A C10 176.9(13)
C11 N10 C12 C00A 1.1(16)
C12 N10 C11 N9 -0.7(17)
C12 C00A C10 C009 -40.4(19)
C10 C00A C12 N10 -176.6(13)
