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RESEARCH PAPER · Angewandte Chemie International Edition · 2022

A Hybrid Halide Perovskite Birefringent Crystal

Weiqi Huang, Xu Zhang, Yanqiang Li, Yang Zhou, Xin Chen, Xiaoqi Li, Fafa Wu, Maochun Hong, Junhua Luo, Sangen Zhao

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A Hybrid Halide Perovskite Birefringent CrystalOriginal[C(NH 2 ) 3 ]BiCl 2 SO 4 : an excellent birefringent material obtained by multifunctional group synergy40Large optical anisotropy differentiation induced by the anion-directed regulation of structures30Temperature-Dependent Luminescence and Anisotropic Optical Properties of Centimeter-Sized One-Dimensional Perovskite Trimethylammonium Lead Iodide Single Crystals39Tailored Ordered Structures with Functional Units of Distorted [NbO6] and Antiparallel [GeO4] for Enhanced Birefringence in Germanate Crystal15[C(NH2)3]2MoO2F4·H2O: Unique Chinese-Knot Structure Revealing Superior Nonlinear-Optical Properties20SbHPO3F: 2D van der Waals Layered Phosphite Exhibiting Large Birefringence33Ba6Zn6(B3O6)6(B6O12): Barium Zinc Borate Contains π-Conjugated [B3O6]3– Anions and [B6O12]6– Anion with Edge-Sharing BO4 Tetrahedra36Achieving effective balance between bandgap and birefringence by confining π-conjugation in an optically anisotropic crystal39(C 5 H 6.16 N 2 Cl 0.84 )(IO 2 Cl 2 ): a birefringent crystal featuring unprecedented (IO 2 Cl 2 ) − anions and π-conjugated organic cations56A new stable polymorph of Li 2 TeMo 3 O 12 with wide mid-infrared transparency and a large Raman response17Achieving broadband ultraviolet to mid-infrared transparency in germanate-based nonlinear optical crystals Cs 3 REGe 3 O 9 (RE = Y, Gd)16Broadband yellow and white emission from large octahedral tilting in (110)-oriented layered perovskites: imidazolium-methylhydrazinium lead halides24C 10 H 10 ClNO 3 : exploration of birefringent crystals in an isoquinoline system20C 3 N 6 H 7 SO 3 NH 2 : non-π-conjugated tetrahedra decoupling π-conjugated groups achieving large optical anisotropy and wide band gap29Design and synthesis of anisotropic crystals with π -conjugated rings toward giant birefringence36β-(C 3 H 7 N 6 ) 2 Cl 2 ·H 2 O and (C 3 H 7 N 6 )F·H 2 O: two UV birefringent crystals induced by uniformly aligned structural groups35α-BBO-like π-Conjugated Crystal with Large Birefringence16Recent Development of Sn II , Sb III ‐based Birefringent Material: Crystal Chemistry and Investigation of Birefringence130Recent Development of SnII, SbIII‐based Birefringent Material: Crystal Chemistry and Investigation of Birefringence6Sb4O3(TeO3)2(HSO4)(OH): An Antimony Tellurite Sulfate Exhibiting Large Optical Anisotropy Activated by Lone Pair Stereoactivity30A Hydrogen Bonded Supramolecular Framework Birefringent Crystal89A Hydrogen Bonded Supramolecular Framework Birefringent Crystal13Naphthalene-Like Unit That Induces Strong Optical Anisotropy in C10H8NO2Br and C10H8NO2Br·H2O12Superior ferroelectricity and nonlinear optical response in a hybrid germanium iodide hexagonal perovskite133Pb(OH)I: A lead(II)-based oxyhalide with a large birefringence5C14H10BrNO2: A Birefringent Crystal with an Expanded π-Conjugated Group13Broadband Achromatic Quarter-Waveplate Using 2D Hybrid Copper Halide Single Crystals18Designing a Dimension Reduced Hybrid Perovskite with Robust Large Birefringence by Expanding Cationic π‐Delocation40Rational Design of a Niobium Tellurite Crystal Nb2Te3O11 Exhibiting Good Overall Infrared NLO Performance by Structural Genetic Engineering17YSO4F·H2O: A Deep-Ultraviolet Birefringent Rare-Earth Sulfate Fluoride with Enhanced Birefringence Induced by Fluorinated Y-Centered Polyhedra19Two van der Waals Layered Antimony(III) Phosphites as UV Optical Materials11(C 3 N 6 H 7 )BF 4 ·H 2 O and (C 3 N 6 H 7 )SO 3 CH 3 ·H 2 O with large birefringence induced by coplanar π-conjugated [C 3 N 6 H 7 ] + groups33A highly birefringent metal-free crystal assembled by cooperative non-covalent interactions30A-site cation manipulation of exemplary second harmonic generation response and optical anisotropy in rare-earth borates18Achieving strong second harmonic generation effects induced via dimensional increase of PbX 6 octahedra and halogen substitutes in (C 10 H 11 N 3 )PbX 4 (X = Cl or Br)26Alkali-metal isocyanurate Cs 3 (H 2 C 3 N 3 O 3 ) 3 (H 3 C 3 N 3 O 3 )·3H 2 O: synthesis and characterization0C 8 H 6 IN 3 O 4 : a birefringent crystal induced by uniformly aligned hybrid groups10Customized structures of hydrogen-bonded organic frameworks towards photocatalysis94Designing excellent UV birefringent materials through the synergistic interaction of two highly distorted functional groups23Designing promising ultraviolet (UV) birefringent crystals with different hydrogen-bonded phosphate frameworks18Explorations of highly birefringent materials in the vanadium oxyfluoride–iodate system by fluoride ion modulation8Modulating the birefringence of two-dimensional hybrid lead bromide perovskites using pyridine derivative cations12Research progress in optical materials with cationic organic planar π-conjugated groups containing CN bonds34Exceptional Optical Anisotropy Enhancement Achieved Through Dual‐Ions Cosubstitution Strategy in Novel Hybrid Bismuth Halides23KNa 2 Lu(BO 3 ) 2 : A Rare-Earth Borate Crystal Characterized by an Enhanced Birefringence and Wide Ultraviolet Transparency Range19Giant Optical Anisotropy in a Covalent Molybdenum Tellurite via Oxyanion Polymerization43C(NH2)3MoO3(IO3): A Molybdenyl Iodate with Giant Birefringence Designed via a Cation–Anion Synergetic Interaction Strategy36Stereochemically Active Lone Pair Leads to Birefringence in the Vacancy Ordered Cs3Sb2Cl9 Perovskite Single Crystals13Rational Combination of π‐Conjugated and Non‐π‐Conjugated Groups Achieving Strong Nonlinear Optical Response, Large Optical Anisotropy, and UV Light‐Switchable Fluorescence65(C8H6BrN2O)NO3: A Hybrid Nonlinear Optical Crystal With an Appropriate Birefringence12Combining rigid and deformable groups to construct a robust birefringent crystal for compact polarization components25Na3K6(CO3)3(NO3)2X·6H2O (X = NO3, Cl, Br): Exploring High-Performance UV Birefringent Crystals Induced by Coplanar π-Conjugated CO3 and NO3 Groups15Giant ab‐Plane Birefringence in Quasi‐1D Fibrous Red Phosphorus13Giant ab‐Plane Birefringence in Quasi‐1D Fibrous Red Phosphorus0A Highly Optical Anisotropic Hybrid Perovskite for Efficient Manipulation of Light Polarization64(C 8 H 7 N 2 O 2 ) 2 [Bi 2 Br 8 ]·2H 2 O and (C 8 H 7 N 2 O 2 ) 6 [Bi 2 Cl 10 ]Cl 2 ·2H 2 O: Exploring Birefringent Crystals in Hybrid Halide Systems5C9H7NBrX (X = Cl, Br, NO3): Three Excellent Birefringent Crystals with Distinct Optical Anisotropy Regulated by Anions34Zn(C6H4NO2)2·4H2O: A Solar-Blind Birefringent Crystal5Nonlinear Optical Properties of Cs2AgIn1–xBixCl6 Single Crystals9Sb2O2SeO3 and Sb2O(SeO3)2: Two-Layered Antimony(III) Selenites with Enhanced Birefringence10Bi(SO4)F·H2O and Bi(SO4)(NO3)·3H2O: Chemical Substitution-Induced Birefringence Enhancement in Bismuth Sulfates6[B3O3F4(OH)]2–: A Versatile Hydroxyfluorooxoborate Heteroanion Producing Compounds with Highly Tunable Optical Anisotropy19Halogen Bond Unlocks Ultra‐High Birefringence74Halogen Bond Unlocks Ultra‐High Birefringence14A Rare-Earth-Based Borate Optical Crystal with Enlarged Dihedral Angles of Distinct [BO3] Groups Exhibiting a Wide UV Transparent Range8A Robust Phosphonate‐Based Hydrogen‐Bonded Organic Framework Birefringent Crystal39Unprecedented Silver‐Based Hybrid Pyroelectric Enabling Wide Spectral Photo‐Pyroelectricity for Birefringence Photomodulation7Unprecedented Silver‐Based Hybrid Pyroelectric Enabling Wide Spectral Photo‐Pyroelectricity for Birefringence Photomodulation1A Highly Optical Anisotropic Hybrid Metal Halide for Modulation and Generation of Polarized Light44(C10N2H10)(HI2O6)(HIO3)(IO3): A Birefringent Material Featuring Large π-Conjugated Organic Cation and Two Types of Iodate Anions2Enhanced optical anisotropy of six-coordinated silica polymorphs via high-pressure hydrothermal treatment1[C3H7N6]3[B3O5(OH)2] and [C3H8N6]4[B12O19(OH)6]: Two Melamine Borates with Large Birefringence13Birefringence Disparity Induced by Synergistic Effects of Stereochemically Active Lone Pairs19Strategically designed anisotropic organic–inorganic metal halides (OIMHs) with superior balance between bandgap and birefringence13(C 6 H 5 N 2 )HgCl 3 : Discovery of a Polar Hg‐Based Hybrid Halide as Preeminent Nonlinear Optical and Birefringent Material Activated by π‐Conjugated Organic Cation Substitution38(C 5 N 2 H 7 )IO 2 F 2 and (C 3 N 6 H 8 )(IO 2 F 2 ) 2 : two new organic–inorganic hybrid fluoroiodate birefringent crystals7A strongly birefringent sulfate crystal with a wide second-harmonic generation phase-matching range4Exploring ultra-high optical anisotropy in polyiodides7Greatly enhancing birefringence of fluorosilicates through the synergetic effect of functional units13Hydrogen bonding regulation-oriented design of pyridine sulfonate as a promising UV birefringent crystal characterized by enhanced structural anisotropy11K 2 Na(I 3 O 8 ) 3 : a promising mid-infrared birefringent material with two different structures of octaoxotriiodate( v ) polyanions1Large birefringence switching in a new zero-dimensional cyanide perovskite ferroelastic material3Lead-Free Multiferroic Materials for Perovskite-Based Solar Cells: Recent Advancements and Future Insights0Synergistic engineering of ultraviolet metal-free crystals with exceptional birefringence via pyridine-derived dimers14Tailoring UV waveplate materials via rational assembly of functional motifs in scandium fluoride phosphate2Birefringence Modulation by Phenyl and Acyl Groups in Urea-Based Crystals3Dual Lone Pair Strategy for High Birefringence in Antimony(III)-Based Tellurite Sulfates with Short-Wave UV Transparency10Tuning Birefringence in Supramolecular Mg-PDA Frameworks: Modulating Bonding and Layer Connectivity0A 3D Hybrid Perovskite Ferroelastic with Triclinic‐to‐Cubic Phase Transition Boosts Temperature/Pressure Dual On/Off Switchable Birefringence4A 3D Hybrid Perovskite Ferroelastic with Triclinic‐to‐Cubic Phase Transition Boosts Temperature/Pressure Dual On/Off Switchable Birefringence19Metal Cation Engineered UV Birefringent Crystals in π‐Conjugated Sulfonates with Record‐High Optical Anisotropy17Unearthing Hydrogen Bonded Metal‐Free Crystal with Remarkable Optical Anisotropy9Giant Birefringence Enabled by the Highly Anisotropic Linear IX 2 − (X = Cl, Br) Building Blocks6Giant Birefringence Enabled by the Highly Anisotropic Linear IX 2 − (X = Cl, Br) Building Blocks33Achieving high symmetry and significant optical anisotropy in a hybrid metal halide25(CH5N3S)2Pb5Br10 and (CH5N3S)Pb2Br4: Two Nonlinear Optical Lead Thiosemicarbazide Bromides with Diverse Pb-Centered Building Units10Multifunctional Cd‐based Hybrid with Large Birefringence Achieving Excellent Second Harmonic Generation and Reversible Temperature‐Activated Fluorescence for Anti‐counterfeiting16Decoupling the SHG‐Birefringence Trade‐off in UV NLO Materials via Triple‐Control Coordination Engineering: Achieving Synergistic Performance Optimization89Decoupling the SHG‐Birefringence Trade‐off in UV NLO Materials via Triple‐Control Coordination Engineering: Achieving Synergistic Performance Optimization13Distorted Molecular Conformation Enabled Supramolecular Dynamics in Elastic Organic Single Crystals5Polar Lithium l -Aspartate Monohydrate: A Semiorganic Ultraviolet Transparent Nonlinear Optical Crystal1(C9H7BrN)BF4 and (C9H7BrN)2SiF6: Two Birefringent Crystals with Distinct Optical Anisotropy Regulated by Anions7A novel metal-free crystal demonstrating superior birefringence attributed to the synergistic interaction of dual π-conjugated units8Dual‐Sided Multidentate Coordination Strategy Enables Record Birefringence in UV‐Transparent Antimony‐Based Hybrid Crystals37Dual‐Sided Multidentate Coordination Strategy Enables Record Birefringence in UV‐Transparent Antimony‐Based Hybrid Crystals12Four Benzoguanamine-Based Birefringent Crystals with Excellent Optical Anisotropy5Controlling d10 Metal in Phenylthiourea‐Based Hybrid Metal Halides to Actualize Dimensional Transformation and Significantly Improve the Birefringence11Giant Birefringence and Strong Third-Order Nonlinear Optical Response in a Hybrid Crystal Templated by a Push–Pull π-Conjugated System6Low‐Dimensional Organic–Inorganic Hybrid Metal Halide with Large Optical Anisotropy10Giant Birefringence Induced by Intermolecular Aromatic Interactions in Hydrogen‐Bonded Organic Frameworks38Enhancing Birefringence via a Planar‐Conformation‐Locking Strategy3Anionic Group Trimming Strategy: Oriented Fabrication of Sulfonate UV Birefringent Crystals with High Optical Anisotropy5Five-Membered [C 5 O 5 ] 2 – Rings as Birefringence-Active Genes for Ultrabirefringent Crystals28Organic Halogen Substitution-Driven Halogen Bonding Induces Polar 3D Supramolecular Framework and Second-Harmonic-Generation Response7(C7H10N)3Bi2I9·I2: Synergistic Cooperation of π-Conjugated Cations and Distorted [BiI6] Octahedra Enabling a Large Infrared Birefringence4K 2 GdB 3 O 6 F 2 : A Promising Short-Wave UV Birefringent Crystal via Optimized Assembly of π-Conjugated [B 3 O 6 ] Groups8Sulfonated Module Aggregation for Ultrahigh Birefringence in Aqueous-Processable Crystals27Remarkable Birefringence Enhancement Enabled by π-Conjugated Cyanoguanidine Group Based on Anisotropic Molecule Coordination Approach8Effect of Multiple Hydrogen Bonding on the π-Conjugated Groups and Optical Properties in Molecular Crystals5Hydrogen‐Bond‐Driven Metal‐Free Crystal (C 6 H 7 N 2 O)(NH 2 SO 3 ) with Giant Birefringence and Solar‐Blind Ultraviolet Transmission0Ligand-Directed Hydrogen Bond Symmetry Regulates Ultraviolet Absorption in Organic–Inorganic Metal Halides0Cationic‐Dual‐Modulated Linear and V‐Shaped Birefringent‐Active Unit Generates Remarkable Birefringence6A universal synthetic strategy for noncentrosymmetric lead oxyhalide frameworks with strong second-harmonic generation0Anionic configuration extension induced birefringence enhancement in vanadium iodate oxyfluorides0Double second-order Jahn–Teller strategy driven NLO response in sulfate crystal Nb 2 O 2 (TeO 3 ) 2 (SO 4 ) with a large birefringence1From Ba[Sn(IO 3 ) 6 ] to Ba[Sn(IO 3 ) 4 F 2 ]: fluoride-ion-driven enhancement of birefringence and band gap1Molecular pseudo-halogen engineering enables remarkable birefringence enhancement in hybrid perovskites0The condensation of π-conjugated units: a new paradigm for designing high-performance optical crystals4Protonation‐Triggered Structural Transformations in 4‐Hydroxypyridinium Halides for Solar‐Blind UV Functional Crystals8Halogen‐Bond Coupled Halogenated‐π‐Conjugation Enables Giant Birefringence in Hydrogen‐Bonded Organic Frameworks13Unveiling the Superior Birefringence Property of a Record‐Birefringent Crystal with Unique Building Block13Significant Birefringence Enhancement via Cs + Alloying in Layered Perovskites: Synergistic Alignment of Organic Cations and Inorganic Framework1V-Shaped Pseudo-Chains Coupled with Lone-Pair-Distorted [GeX 3 ] − Units Enable Large Birefringence in Ge(II) Hybrid Halides2Noncovalent Assembly Engineering Achieves Excellent Birefringence in Crystals0Record‐High Birefringence with Ultralow Dichroic Loss Realized by Cation‐Templated Engineering Ordered Assembly of Linear Birefringent‐Active Unit6K 2 ZrSi 2 O 7 with a Wide Transmission Range and Enhanced Birefringence Induced by the d 0 -TM Zr-Based Units2Redox‐Driven Strategy Enabling Leapfrog Enhancement of Birefringence in Layered Tin‐Based Optical Crystals1Anion-Stabilized Incommensurate Modulation Enables Nonlinear Optical Response in Eu2SiO3.89N0.110Covalent Interlayer Engineering Enables Ideal Birefringence and Strong SHG in Beryllium‐Free Deep‐UV NLO Borates3Heavy‐Halide Coordination and Lattice‐Confined Molecular Alignment Enable Giant Birefringence in Hybrid Metal Halides0Lateral‐Site Unblocking Enables Bilateral π ‐Chromophore Organization for Giant Birefringence in One‐Dimensional Lead Hybrids0Record Second-Harmonic Generation and Exceptional Optical Anisotropy in High-Symmetry 1D Polar Perovskites1Steric‐Guided Coordination Engineering Enables Significantly Optimized Optical Anisotropy via Sulfur‐Driven [C 5 H 5 NS] Birefringence‐Active Groups0A Halogen-Substitution Strategy for Tuning Structure, Phase Transition, and Ferroelectric/Nonlinear Optical Properties in Fe-Based ABX4-Type Organic–Inorganic Hybrid Molecular Ferroelectrics0Low-Dimensional Perovskites and Metal Halides across Structures and Functions: Connectivity, Dimensionality, and Emerging Principles1Reversible Symmetry Switching, Giant Birefringence, and UV Second‐Harmonic Generation in Hybrid Niobium Oxyfluorides0Reversible Symmetry Switching, Giant Birefringence, and UV Second‐Harmonic Generation in Hybrid Niobium Oxyfluorides0Assembly of dual π-conjugated units toward enhanced birefringence in a 2D organic sulfonate crystal0

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  1. [C(NH 2 ) 3 ]BiCl 2 SO 4 : an excellent birefringent material obtained by multifunctional group synergy

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  2. Large optical anisotropy differentiation induced by the anion-directed regulation of structures

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  3. Temperature-Dependent Luminescence and Anisotropic Optical Properties of Centimeter-Sized One-Dimensional Perovskite Trimethylammonium Lead Iodide Single Crystals

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  4. Tailored Ordered Structures with Functional Units of Distorted [NbO6] and Antiparallel [GeO4] for Enhanced Birefringence in Germanate Crystal

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  5. [C(NH2)3]2MoO2F4·H2O: Unique Chinese-Knot Structure Revealing Superior Nonlinear-Optical Properties

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  6. SbHPO3F: 2D van der Waals Layered Phosphite Exhibiting Large Birefringence

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  7. Ba6Zn6(B3O6)6(B6O12): Barium Zinc Borate Contains π-Conjugated [B3O6]3– Anions and [B6O12]6– Anion with Edge-Sharing BO4 Tetrahedra

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  8. Achieving effective balance between bandgap and birefringence by confining π-conjugation in an optically anisotropic crystal

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  9. (C 5 H 6.16 N 2 Cl 0.84 )(IO 2 Cl 2 ): a birefringent crystal featuring unprecedented (IO 2 Cl 2 ) − anions and π-conjugated organic cations

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  10. A new stable polymorph of Li 2 TeMo 3 O 12 with wide mid-infrared transparency and a large Raman response

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  11. Achieving broadband ultraviolet to mid-infrared transparency in germanate-based nonlinear optical crystals Cs 3 REGe 3 O 9 (RE = Y, Gd)

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  13. C 10 H 10 ClNO 3 : exploration of birefringent crystals in an isoquinoline system

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  14. C 3 N 6 H 7 SO 3 NH 2 : non-π-conjugated tetrahedra decoupling π-conjugated groups achieving large optical anisotropy and wide band gap

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  15. Design and synthesis of anisotropic crystals with π -conjugated rings toward giant birefringence

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  16. β-(C 3 H 7 N 6 ) 2 Cl 2 ·H 2 O and (C 3 H 7 N 6 )F·H 2 O: two UV birefringent crystals induced by uniformly aligned structural groups

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  17. α-BBO-like π-Conjugated Crystal with Large Birefringence

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  18. Recent Development of Sn II , Sb III ‐based Birefringent Material: Crystal Chemistry and Investigation of Birefringence

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  19. Recent Development of SnII, SbIII‐based Birefringent Material: Crystal Chemistry and Investigation of Birefringence

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  20. Sb4O3(TeO3)2(HSO4)(OH): An Antimony Tellurite Sulfate Exhibiting Large Optical Anisotropy Activated by Lone Pair Stereoactivity

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  23. Naphthalene-Like Unit That Induces Strong Optical Anisotropy in C10H8NO2Br and C10H8NO2Br·H2O

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  24. Superior ferroelectricity and nonlinear optical response in a hybrid germanium iodide hexagonal perovskite

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  28. Designing a Dimension Reduced Hybrid Perovskite with Robust Large Birefringence by Expanding Cationic π‐Delocation

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  29. Rational Design of a Niobium Tellurite Crystal Nb2Te3O11 Exhibiting Good Overall Infrared NLO Performance by Structural Genetic Engineering

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  30. YSO4F·H2O: A Deep-Ultraviolet Birefringent Rare-Earth Sulfate Fluoride with Enhanced Birefringence Induced by Fluorinated Y-Centered Polyhedra

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  31. Two van der Waals Layered Antimony(III) Phosphites as UV Optical Materials

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    Yuxi Liu, Ying Long, Wei Zeng, Yao Tian, Hongmei Zeng, Xuehua Dong, Zhien Lin, Guohong Zou

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  32. (C 3 N 6 H 7 )BF 4 ·H 2 O and (C 3 N 6 H 7 )SO 3 CH 3 ·H 2 O with large birefringence induced by coplanar π-conjugated [C 3 N 6 H 7 ] + groups

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  33. A highly birefringent metal-free crystal assembled by cooperative non-covalent interactions

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  48. Stereochemically Active Lone Pair Leads to Birefringence in the Vacancy Ordered Cs3Sb2Cl9 Perovskite Single Crystals

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